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Set on 20 private waterfront acres with over 800 feet of shoreline along the Chesapeake Bay, this extraordinary estate offers a rare opportunity to own one of Maryland’s most impressive legacy properties. Behind a gated entrance and winding tree-lined drive, the residence combines timeless architecture, exceptional craftsmanship, and resort-inspired amenities designed for both grand entertaining and everyday enjoyment. The shoreline is simply remarkable, featuring riprap protection, a private pier with lifts, sandy beach areas, water and electric service, and panoramic Bay views that deliver spectacular sunsets year-round. Whether enjoying a quiet morning by the water, setting out for a day on the Bay, or gathering with family and friends for an evening by the fire, every aspect of the property has been thoughtfully designed to embrace the waterfront lifestyle. Inside, over 15,000 square feet of finished living space showcases Brazilian cherry flooring, handcrafted millwork, coffered ceilings, custom paneling, seven fireplaces, and beautifully curated living spaces throughout. The gourmet kitchen serves as the heart of the home, featuring premium appliances, an oversized island, sunlit breakfast room, and a fully equipped butler’s pantry designed for seamless entertaining. The residence offers two luxurious primary suites, including a main-level retreat with fireplace, spa-inspired bath, private office, and direct access to the waterfront. Multiple ensuite guest bedrooms, a theater room, game room, exercise suite, expansive third-floor recreation space, and a private apartment above the garage provide exceptional flexibility for hosting family and guests. Outdoor amenities rival those of a private resort. Enjoy a saltwater pool and spa, covered poolside entertaining pavilion with outdoor kitchen and fireplace, regulation tennis and pickleball court, expansive patios and terraces, fire pit, pond with fountain, playground, and extensive professional landscaping that creates a setting of complete privacy and tranquility. This is more than a home—it is a Chesapeake Bay estate designed for generations to gather, celebrate, and create lasting memories. A rare offering where luxury, privacy, recreation, and waterfront living come together on an extraordinary scale.

8 Beds ⋅ 10 Baths

Set on 20 private waterfront acres with over 800 feet of shoreline along the Chesapeake Bay, this extraordinary estate offers a rare opportunity to own one of Maryland’s most impressive legacy properties. Behind a gated entrance and winding tree-lined drive, the residence combines timeless architecture, exceptional craftsmanship, and resort-inspired amenities designed for both grand entertaining and everyday enjoyment. The shoreline is simply remarkable, featuring riprap protection, a private pier with lifts, sandy beach areas, water and electric service, and panoramic Bay views that deliver spectacular sunsets year-round. Whether enjoying a quiet morning by the water, setting out for a day on the Bay, or gathering with family and friends for an evening by the fire, every aspect of the property has been thoughtfully designed to embrace the waterfront lifestyle. Inside, over 15,000 square feet of finished living space showcases Brazilian cherry flooring, handcrafted millwork, coffered ceilings, custom paneling, seven fireplaces, and beautifully curated living spaces throughout. The gourmet kitchen serves as the heart of the home, featuring premium appliances, an oversized island, sunlit breakfast room, and a fully equipped butler’s pantry designed for seamless entertaining. The residence offers two luxurious primary suites, including a main-level retreat with fireplace, spa-inspired bath, private office, and direct access to the waterfront. Multiple ensuite guest bedrooms, a theater room, game room, exercise suite, expansive third-floor recreation space, and a private apartment above the garage provide exceptional flexibility for hosting family and guests. Outdoor amenities rival those of a private resort. Enjoy a saltwater pool and spa, covered poolside entertaining pavilion with outdoor kitchen and fireplace, regulation tennis and pickleball court, expansive patios and terraces, fire pit, pond with fountain, playground, and extensive professional landscaping that creates a setting of complete privacy and tranquility. This is more than a home—it is a Chesapeake Bay estate designed for generations to gather, celebrate, and create lasting memories. A rare offering where luxury, privacy, recreation, and waterfront living come together on an extraordinary scale.

7328 Kent Point Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$7,000,000

Commanding 18.67 private acres with sweeping views of the Chesapeake Bay and its iconic bridge, 200 Bridgeview Lane is a world-class waterfront estate of unprecedented scale and refinement. The residence harmonizes architectural grandeur with the serenity of coastal living. Approached through a gated drive that unfolds past manicured lawns and sculpted gardens, the property immediately establishes a sense of privacy and prestige. Every detail, from the hand-forged ironwork to the precision of its stone craftsmanship, reflects a commitment to excellence that is timeless and enduring. Inside, a dramatic double-height foyer reveals hand-milled trim, wrought-iron accents, and mahogany floors inlaid with imported stone. Expanses of glass capture 180-degree views of the Bay, drawing natural light into every corner and framing the horizon as a living work of art. Formal and informal living spaces flow effortlessly, united by coffered ceilings, bespoke millwork, and a sense of balance between grandeur and comfort. The gourmet kitchen is an entertainer’s masterpiece, anchored by custom cabinetry, professional-grade appliances, and a central island designed for gathering. It opens seamlessly to the grand parlor and a series of multi-tiered terraces overlooking the Bay, surrounding a heated pool and spa. Beyond, an outdoor pavilion with a summer kitchen, bar, and cascading fountains sets the stage for unforgettable entertaining beneath open skies. Occupying nearly 2,500 square feet, the primary suite serves as a sanctuary of peace and indulgence. It features a fireplace, sitting area, private office, and a terrace that captures sweeping water views. A spa-inspired bath with heated floors, dual vanities, soaking tub, and a marble shower complements a custom dressing room designed with meticulous detail. Each guest suite throughout the home is equally refined, offering its own private bath and distinctive character, ensuring every visitor experiences the same sense of thoughtful luxury. From the home’s state-of-the-art amenities to its effortless connection to the Chesapeake, this is an estate conceived not only for living but for legacy. Located just moments from Washington, D.C. and Baltimore, yet feeling worlds away, 200 Bridgeview Lane stands as a rare offering of seclusion, scale, and sophistication, where architectural artistry meets the infinite beauty of the Bay.

8 Beds ⋅ 10 Baths

Commanding 18.67 private acres with sweeping views of the Chesapeake Bay and its iconic bridge, 200 Bridgeview Lane is a world-class waterfront estate of unprecedented scale and refinement. The residence harmonizes architectural grandeur with the serenity of coastal living. Approached through a gated drive that unfolds past manicured lawns and sculpted gardens, the property immediately establishes a sense of privacy and prestige. Every detail, from the hand-forged ironwork to the precision of its stone craftsmanship, reflects a commitment to excellence that is timeless and enduring. Inside, a dramatic double-height foyer reveals hand-milled trim, wrought-iron accents, and mahogany floors inlaid with imported stone. Expanses of glass capture 180-degree views of the Bay, drawing natural light into every corner and framing the horizon as a living work of art. Formal and informal living spaces flow effortlessly, united by coffered ceilings, bespoke millwork, and a sense of balance between grandeur and comfort. The gourmet kitchen is an entertainer’s masterpiece, anchored by custom cabinetry, professional-grade appliances, and a central island designed for gathering. It opens seamlessly to the grand parlor and a series of multi-tiered terraces overlooking the Bay, surrounding a heated pool and spa. Beyond, an outdoor pavilion with a summer kitchen, bar, and cascading fountains sets the stage for unforgettable entertaining beneath open skies. Occupying nearly 2,500 square feet, the primary suite serves as a sanctuary of peace and indulgence. It features a fireplace, sitting area, private office, and a terrace that captures sweeping water views. A spa-inspired bath with heated floors, dual vanities, soaking tub, and a marble shower complements a custom dressing room designed with meticulous detail. Each guest suite throughout the home is equally refined, offering its own private bath and distinctive character, ensuring every visitor experiences the same sense of thoughtful luxury. From the home’s state-of-the-art amenities to its effortless connection to the Chesapeake, this is an estate conceived not only for living but for legacy. Located just moments from Washington, D.C. and Baltimore, yet feeling worlds away, 200 Bridgeview Lane stands as a rare offering of seclusion, scale, and sophistication, where architectural artistry meets the infinite beauty of the Bay.

200 Bridgeview Ln, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$5,900,000

Elegant waterfront home resting on the banks of the Chesapeake Bay nestled in a bucolic setting with stunning sunset views just minutes from the Bay Bridge. Experience a rare blend of elegance, privacy, and panoramic Chesapeake Bay views from this extraordinary 19-acre waterfront estate. This stunning residence is designed for both refined living and effortless entertaining, with a thoughtfully curated layout and resort-style amenities throughout. The heart of the home is a striking architectural masterpiece featuring gracefully curved walls of windows at both ends of this sprawling home, framing breathtaking water vistas and filling the interior with natural light. The gourmet kitchen serves as the central hub, perfectly positioned between expansive living spaces ideal for gathering or relaxing. A main-level ensuite bedroom offers convenience and comfort, and a second ensuite bedroom directly above links to the extraordinary catwalk that overlooks the soaring living room below and provides access to the balconies overlooking the yard and the Bay. Head upstairs of the main home to experience the luxurious primary suite. A true sanctuary this suite is complete with a grand sitting room/office area with fireplace, soaring ceilings, a private balcony, and a spacious screened-in deck where you can soak in the sweeping views of the Bay. A guest bedroom with an elegant bath and a well-placed laundry room complete this floor. The uppermost level features a generous walk-in closet, full bath, and two versatile bedroom areas. Step outside into your personal paradise! The resort-style pool area is accented by exquisite hardscaping, offering multiple areas for lounging, entertaining, and dining al fresco. A sunken fire pit sets the stage for magical evenings under the stars. The separate pool house is a fully equipped guest retreat with a kitchen, living area, bedroom, and full bath. The private pier is equipped with a boat lift, multiple slips and is a quick 15-mile cruise by boat to St. Michael's or the Annapolis harbor. Additional special features include a private studio space/detached garage currently used as a gym, a fairy-tale tree-lined driveway leading to a two-car attached garage, and a stately car court. With its unparalleled setting, inspired design, and luxurious amenities, this Chesapeake Bay estate is truly one-of-a-kind — a place where every day feels like a getaway. Welcome Home!

6 Beds ⋅ 6 Baths

Elegant waterfront home resting on the banks of the Chesapeake Bay nestled in a bucolic setting with stunning sunset views just minutes from the Bay Bridge. Experience a rare blend of elegance, privacy, and panoramic Chesapeake Bay views from this extraordinary 19-acre waterfront estate. This stunning residence is designed for both refined living and effortless entertaining, with a thoughtfully curated layout and resort-style amenities throughout. The heart of the home is a striking architectural masterpiece featuring gracefully curved walls of windows at both ends of this sprawling home, framing breathtaking water vistas and filling the interior with natural light. The gourmet kitchen serves as the central hub, perfectly positioned between expansive living spaces ideal for gathering or relaxing. A main-level ensuite bedroom offers convenience and comfort, and a second ensuite bedroom directly above links to the extraordinary catwalk that overlooks the soaring living room below and provides access to the balconies overlooking the yard and the Bay. Head upstairs of the main home to experience the luxurious primary suite. A true sanctuary this suite is complete with a grand sitting room/office area with fireplace, soaring ceilings, a private balcony, and a spacious screened-in deck where you can soak in the sweeping views of the Bay. A guest bedroom with an elegant bath and a well-placed laundry room complete this floor. The uppermost level features a generous walk-in closet, full bath, and two versatile bedroom areas. Step outside into your personal paradise! The resort-style pool area is accented by exquisite hardscaping, offering multiple areas for lounging, entertaining, and dining al fresco. A sunken fire pit sets the stage for magical evenings under the stars. The separate pool house is a fully equipped guest retreat with a kitchen, living area, bedroom, and full bath. The private pier is equipped with a boat lift, multiple slips and is a quick 15-mile cruise by boat to St. Michael's or the Annapolis harbor. Additional special features include a private studio space/detached garage currently used as a gym, a fairy-tale tree-lined driveway leading to a two-car attached garage, and a stately car court. With its unparalleled setting, inspired design, and luxurious amenities, this Chesapeake Bay estate is truly one-of-a-kind — a place where every day feels like a getaway. Welcome Home!

7680 Kent Point Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$5,279,000

Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit lounge, expansive patios and balconies, and a screened waterside porch bring indoor and outdoor living together for every occasion. At the shoreline, life on the Bay begins, with an expansive private beach perfect for wading, sandcastles, and quiet evenings by the water. The newly expanded L shaped pier stretches 260 feet and is engineered for serious boating, with dockage for a large yacht, 24,000 lb. and 10,000 lb. lifts, electric, R/O water, dual pedestals, and decorative lighting. Protected waters offer calm conditions for docking, fishing, crabbing, and watersports, with direct Bay access and easy cruising to Annapolis, St. Michaels, and beyond. A circular driveway centered by a gorgeous fountain leads to the entry, where a stunning two story foyer and grand staircase greet you, framed by spectacular water views. The great room features a soaring wall of glass and a fireplace, opening to a chef's kitchen appointed with Wolf and Sub Zero appliances, custom cabinetry, a conversation bar, pantry, and breakfast nook. The dining room seats twelve or more, ready for every holiday feast. The primary suite is a private waterfront retreat, with a sitting area beneath a domed ceiling, a fireplace, custom built ins, and a spa bath with heated floors, a jetted soaking tub, and a multi head shower. The waterfront game room offers a fireplace, wet bar, and large TV, while the private theater seats eight in front of a 100 inch screen, making this home the destination for family and friends year round. Upstairs, five architecturally unique bedrooms, three ensuite, include private waterfront balconies and a large activity room opening to a deck overlooking the pool, dock, creek, and bay. A fully equipped in law suite offers its own kitchen, living area, bedroom, fireplace, and attached two car garage, while a separate heated and cooled four car garage with porcelain tile and custom cabinetry serves as studio, workshop, or gym. Six fireplaces, Anderson and Palladian windows, tankless water heaters, a whole house water softener and reverse osmosis system, a 60KW whole house generator, and fiberoptic 2.5GB internet with seventeen access points bring comfort and connectivity throughout. Fully app based control manages lighting, HVAC, security, pool, spa, generator, music, locks, and network, inside and out. Tucked along a quiet private road with easy access to the Bay Bridge, Annapolis, and Washington D.C., this is waterfront vacation living designed to be experienced every day. Serenity Lane describes how you feel, not just where you are. Welcome home.

7 Beds ⋅ 9 Baths

Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit lounge, expansive patios and balconies, and a screened waterside porch bring indoor and outdoor living together for every occasion. At the shoreline, life on the Bay begins, with an expansive private beach perfect for wading, sandcastles, and quiet evenings by the water. The newly expanded L shaped pier stretches 260 feet and is engineered for serious boating, with dockage for a large yacht, 24,000 lb. and 10,000 lb. lifts, electric, R/O water, dual pedestals, and decorative lighting. Protected waters offer calm conditions for docking, fishing, crabbing, and watersports, with direct Bay access and easy cruising to Annapolis, St. Michaels, and beyond. A circular driveway centered by a gorgeous fountain leads to the entry, where a stunning two story foyer and grand staircase greet you, framed by spectacular water views. The great room features a soaring wall of glass and a fireplace, opening to a chef's kitchen appointed with Wolf and Sub Zero appliances, custom cabinetry, a conversation bar, pantry, and breakfast nook. The dining room seats twelve or more, ready for every holiday feast. The primary suite is a private waterfront retreat, with a sitting area beneath a domed ceiling, a fireplace, custom built ins, and a spa bath with heated floors, a jetted soaking tub, and a multi head shower. The waterfront game room offers a fireplace, wet bar, and large TV, while the private theater seats eight in front of a 100 inch screen, making this home the destination for family and friends year round. Upstairs, five architecturally unique bedrooms, three ensuite, include private waterfront balconies and a large activity room opening to a deck overlooking the pool, dock, creek, and bay. A fully equipped in law suite offers its own kitchen, living area, bedroom, fireplace, and attached two car garage, while a separate heated and cooled four car garage with porcelain tile and custom cabinetry serves as studio, workshop, or gym. Six fireplaces, Anderson and Palladian windows, tankless water heaters, a whole house water softener and reverse osmosis system, a 60KW whole house generator, and fiberoptic 2.5GB internet with seventeen access points bring comfort and connectivity throughout. Fully app based control manages lighting, HVAC, security, pool, spa, generator, music, locks, and network, inside and out. Tucked along a quiet private road with easy access to the Bay Bridge, Annapolis, and Washington D.C., this is waterfront vacation living designed to be experienced every day. Serenity Lane describes how you feel, not just where you are. Welcome home.

330 Serenity Ln, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$4,900,000

Experience luxury waterfront living at its finest at this stunning 2.7-acre estate on Greenwood Creek. Meticulously constructed on a double lot with over 300’ of shoreline, a private sandy beach, infinity-edge saltwater heated pool with water features & tanning ledge, and protected views across preserved land, this property is a rare find. Custom-built and completed in 2024, this home offers 10’ ceilings throughout, soaring to 21’ in the great room, 8” English oak floors, and walls of Anderson windows that showcase panoramic water views. The chef’s kitchen features dual islands, a Wolf 6-burner range with grill and griddle, stunning quartz countertops, Sub-Zero fridge, and a large butler’s pantry with prep sink and full-size fridge. The main level includes a luxurious waterside primary suite with spa bath and walk-in closet with island. Upstairs are 3 large ensuite bedrooms with custom finished closets, a private office, 26 ' x 55' bonus room, and multiple storage areas. The bonus room is very large, has closets and shares a bath jack and Jill style with the 3rd bedroom. Exterior highlights include new 120’ pier with 12K lb lift, floating jet ski dock, electric, water, and fish cleaning station. 6-car garage parking including detached garage with roughed-in guest house above. Mechanical features include 4 zone HVAC, 3 air handlers, 4 heat pumps and tankless water heater. There is propane for heat backup, water, pool and cooking and reverse osmosis system in Kitchen. The lower level is unfinished with 3200 SF with 9' ceilings and impressive fully sealed block system and plumbed for wet bar and full bath. An excellent location for boaters with a 10 minute ride from your dock to either St. Michaels or the Narrows. A special property with the most gorgeous sunsets imaginable. Golf, clubhouse and restaurant memberships available at nearby Prospect Bay.

4 Beds ⋅ 5 Baths

Experience luxury waterfront living at its finest at this stunning 2.7-acre estate on Greenwood Creek. Meticulously constructed on a double lot with over 300’ of shoreline, a private sandy beach, infinity-edge saltwater heated pool with water features & tanning ledge, and protected views across preserved land, this property is a rare find. Custom-built and completed in 2024, this home offers 10’ ceilings throughout, soaring to 21’ in the great room, 8” English oak floors, and walls of Anderson windows that showcase panoramic water views. The chef’s kitchen features dual islands, a Wolf 6-burner range with grill and griddle, stunning quartz countertops, Sub-Zero fridge, and a large butler’s pantry with prep sink and full-size fridge. The main level includes a luxurious waterside primary suite with spa bath and walk-in closet with island. Upstairs are 3 large ensuite bedrooms with custom finished closets, a private office, 26 ' x 55' bonus room, and multiple storage areas. The bonus room is very large, has closets and shares a bath jack and Jill style with the 3rd bedroom. Exterior highlights include new 120’ pier with 12K lb lift, floating jet ski dock, electric, water, and fish cleaning station. 6-car garage parking including detached garage with roughed-in guest house above. Mechanical features include 4 zone HVAC, 3 air handlers, 4 heat pumps and tankless water heater. There is propane for heat backup, water, pool and cooking and reverse osmosis system in Kitchen. The lower level is unfinished with 3200 SF with 9' ceilings and impressive fully sealed block system and plumbed for wet bar and full bath. An excellent location for boaters with a 10 minute ride from your dock to either St. Michaels or the Narrows. A special property with the most gorgeous sunsets imaginable. Golf, clubhouse and restaurant memberships available at nearby Prospect Bay.

2452 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$3,300,000

Reduced below replacement cost!! This spectacular 5-1/2 acre, deep water Wye River estate has so much to offer that it's almost hard to know where to start. Designed and built by a family of custom home builders, the attention to detail and regular care exhibited over time will impress the most discriminating buyer. The main house was built for people that LOVED to entertain. The open floor plan invites everyone to pitch in and then carry meals to a sunny enclosed sunroom or back onto an awesome screened porch that overlooks a custom concrete pool with a stone outdoor fireplace. You'll be impressed with the kitchen as well with its high quality appliances and enormous butler's pantry. Like to craft? Then you'll find your dream craft room that shares space with a wonderful laundry room. The impressive entry leads to a more formal part of the home with a stunning formal dining room and a clubby den with its own gas fireplace. Beyond those rooms is a 1st floor main suite with an impressive dressing room for the lovers of clothing and accessories, a lovely main bath and ultimately, a breathtaking view of the Wye River. From the main suite, you can step out to the backyard pool or into the sun room. Upstairs are 4 additional spacious bedrooms and 3 bathrooms. One of the most luxurious guest suites has a river view that is sure to captivate your guests. One is oversized and more private with its own entrance through the three car garage, perfect for staff. Across the paved driveway is the building that makes this home particularly unique - a massive garage and shop sized to fit the largest RVs and boats. If you LOVE big garages, this one is for you! When your boats aren't stored indoors, the dock has two lifts and ample water depth to dock a substantial yacht. Got RV friends that like to visit? There is a dedicated RV pad with water, electric and sewer hookups. If longer term visits are in your mind, there is an awesome guest apartment above the garage that offers Wye River views that will have them talking long after they leave. Please allow ample time to visit this home. There is no shortage of wonderful things to see.

5 Beds ⋅ 6 Baths

Reduced below replacement cost!! This spectacular 5-1/2 acre, deep water Wye River estate has so much to offer that it's almost hard to know where to start. Designed and built by a family of custom home builders, the attention to detail and regular care exhibited over time will impress the most discriminating buyer. The main house was built for people that LOVED to entertain. The open floor plan invites everyone to pitch in and then carry meals to a sunny enclosed sunroom or back onto an awesome screened porch that overlooks a custom concrete pool with a stone outdoor fireplace. You'll be impressed with the kitchen as well with its high quality appliances and enormous butler's pantry. Like to craft? Then you'll find your dream craft room that shares space with a wonderful laundry room. The impressive entry leads to a more formal part of the home with a stunning formal dining room and a clubby den with its own gas fireplace. Beyond those rooms is a 1st floor main suite with an impressive dressing room for the lovers of clothing and accessories, a lovely main bath and ultimately, a breathtaking view of the Wye River. From the main suite, you can step out to the backyard pool or into the sun room. Upstairs are 4 additional spacious bedrooms and 3 bathrooms. One of the most luxurious guest suites has a river view that is sure to captivate your guests. One is oversized and more private with its own entrance through the three car garage, perfect for staff. Across the paved driveway is the building that makes this home particularly unique - a massive garage and shop sized to fit the largest RVs and boats. If you LOVE big garages, this one is for you! When your boats aren't stored indoors, the dock has two lifts and ample water depth to dock a substantial yacht. Got RV friends that like to visit? There is a dedicated RV pad with water, electric and sewer hookups. If longer term visits are in your mind, there is an awesome guest apartment above the garage that offers Wye River views that will have them talking long after they leave. Please allow ample time to visit this home. There is no shortage of wonderful things to see.

3027 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$3,200,000

Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe–designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room. The main residence showcases timeless craftsmanship with Tennessee Quarry FlagStone, rich hardwoods, and warm wood-clad ceilings and walls. Expansive living areas and a waterfront screened porch highlight the home’s indoor-outdoor flow, while a home office, elevator, and a gourmet kitchen that was renovated in 2017 with an oversized island, contemporary cabinetry, and premium finishes that add comfort and function. Upstairs, the primary suite offers a stunning wall of glass framing the river, a fireplace, dual walk-in closets, and a spa-inspired bath. The estate’s separate 4-bedroom, 4-bath guest house was taken down to the studs and completely reimagined in 2017. The renovation added two bedrooms and two bathrooms, a full kitchen, and a spacious living area all with sweeping water views. Providing luxurious accommodations for family and guests. Outdoors, the property delivers resort-style amenities at every turn: a 22’x44’ PebbleTec heated pool with pool house, a Bradford hot tub designed for year-round relaxation, and a 340’ pier with 8’ MLW, boat lift, davits, and deep-water access for boating, fishing, and swimming. Recent upgrades (2017) include kitchen and bath renovations, the guest house addition, elevator installation, whole-house generator for the main and guest house, new insulation, HVAC, electric service, lighting, and flooring- ensuring peace of mind for years to come. With expansive shoreline, mature landscaping, and sunset views over the Wye, this estate pairs architectural pedigree with resort-like amenities that is just minutes from the Chesapeake Bay Bridge. Experience the pinnacle of Eastern Shore living at 3207 Bennett Point.

5 Beds ⋅ 7 Baths

Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe–designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room. The main residence showcases timeless craftsmanship with Tennessee Quarry FlagStone, rich hardwoods, and warm wood-clad ceilings and walls. Expansive living areas and a waterfront screened porch highlight the home’s indoor-outdoor flow, while a home office, elevator, and a gourmet kitchen that was renovated in 2017 with an oversized island, contemporary cabinetry, and premium finishes that add comfort and function. Upstairs, the primary suite offers a stunning wall of glass framing the river, a fireplace, dual walk-in closets, and a spa-inspired bath. The estate’s separate 4-bedroom, 4-bath guest house was taken down to the studs and completely reimagined in 2017. The renovation added two bedrooms and two bathrooms, a full kitchen, and a spacious living area all with sweeping water views. Providing luxurious accommodations for family and guests. Outdoors, the property delivers resort-style amenities at every turn: a 22’x44’ PebbleTec heated pool with pool house, a Bradford hot tub designed for year-round relaxation, and a 340’ pier with 8’ MLW, boat lift, davits, and deep-water access for boating, fishing, and swimming. Recent upgrades (2017) include kitchen and bath renovations, the guest house addition, elevator installation, whole-house generator for the main and guest house, new insulation, HVAC, electric service, lighting, and flooring- ensuring peace of mind for years to come. With expansive shoreline, mature landscaping, and sunset views over the Wye, this estate pairs architectural pedigree with resort-like amenities that is just minutes from the Chesapeake Bay Bridge. Experience the pinnacle of Eastern Shore living at 3207 Bennett Point.

3207 Bennett Point Rd, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Select Land & Homes, LLC.

$3,150,000

With approximately 2,650 feet of private waterfront along Southeast Creek and sweeping views toward the Chester River, this exceptional 13.2-acre estate in the desirable Kennersley Farm community offers the rare combination of protected water, expansive acreage, and extraordinary privacy — complemented by a beautifully crafted main residence and detached carriage house. Originally constructed as a builder’s personal residence, this coastal farmhouse showcases exceptional craftsmanship and enduring quality throughout. The main home offers eight bedrooms and six-and-a-half baths, including three private ensuites thoughtfully positioned for comfort and privacy. A detached stone carriage house provides two additional bedrooms, a full kitchen, and bath above a side-loading two-car garage with conditioned workshop and storage space — ideal for extended guests, multigenerational living, or private accommodations. Inside, timeless architectural details define the interiors: wide hewn pine hardwood flooring, substantial eight-inch base trim, solid wood doors, raised panel wainscoting, and four fireplaces that add warmth and character throughout. The waterside great room serves as a striking focal point, featuring a coffered ceiling, a dramatic stone fireplace with a custom mantel designed by Vicco VonVoss, built-in media cabinetry, and breathtaking water views. A central gourmet kitchen anchors the home and flows seamlessly into expansive gathering spaces, including a remarkable three-sided waterfront game room with pool table that conveys — designed for year-round entertaining. The main-level ensuite with adjoining sunroom opens to a private side deck, creating an ideal space for quiet mornings or evening retreats. Upstairs, the primary suite offers built-in bookcases, a fireplace, generous walk-in closets, a jetted tub, and plumbing for a future steam shower. An additional expansive ensuite on the second level provides exceptional privacy and includes a separate sitting area large enough for a sofa — perfect for guests seeking their own retreat. Additional bedrooms on the upper level provide ample space to relax and unwind. Dual laundry rooms on both the main and upper levels enhance everyday convenience, while a finished attic suite with sitting area and half bath offers additional flexibility. The unfinished walk-up basement with exterior access presents an opportunity for future customization. Outdoor living rivals that of a private resort. A waterside saltwater pool with a 10-foot diving well and diving rock is surrounded by an expansive paver patio, while a 12-foot-deep wraparound porch, tiered covered porch, upper balcony, and stone fire pit provide multiple vantage points to enjoy sunset views over the water. Custom exterior lighting enhances the architecture and landscaping in the evening, while a private, alarm-secured driveway ensures a refined sense of arrival and seclusion. The private dock has electric service run to it and water access, along with two boat slips and two jet ski lifts, providing direct access to Southeast Creek and beyond. A natural shoreline, kayak launch, mature trees, and resident bald eagles enhance the serenity of the setting. Just minutes from Kennersley Point Marina and within easy boating distance to Chestertown, Rock Hall, and Annapolis, this estate offers both tranquility and accessibility. The residence is also being offered fully furnished, presenting a rare turnkey waterfront opportunity. Defined by the elements that matter most — substantial water frontage, protected deep water, acreage, privacy, quality construction, and turnkey furnishings — this is a legacy offering for refined waterfront living on Maryland’s Eastern Shore.

8 Beds ⋅ 7 Baths

With approximately 2,650 feet of private waterfront along Southeast Creek and sweeping views toward the Chester River, this exceptional 13.2-acre estate in the desirable Kennersley Farm community offers the rare combination of protected water, expansive acreage, and extraordinary privacy — complemented by a beautifully crafted main residence and detached carriage house. Originally constructed as a builder’s personal residence, this coastal farmhouse showcases exceptional craftsmanship and enduring quality throughout. The main home offers eight bedrooms and six-and-a-half baths, including three private ensuites thoughtfully positioned for comfort and privacy. A detached stone carriage house provides two additional bedrooms, a full kitchen, and bath above a side-loading two-car garage with conditioned workshop and storage space — ideal for extended guests, multigenerational living, or private accommodations. Inside, timeless architectural details define the interiors: wide hewn pine hardwood flooring, substantial eight-inch base trim, solid wood doors, raised panel wainscoting, and four fireplaces that add warmth and character throughout. The waterside great room serves as a striking focal point, featuring a coffered ceiling, a dramatic stone fireplace with a custom mantel designed by Vicco VonVoss, built-in media cabinetry, and breathtaking water views. A central gourmet kitchen anchors the home and flows seamlessly into expansive gathering spaces, including a remarkable three-sided waterfront game room with pool table that conveys — designed for year-round entertaining. The main-level ensuite with adjoining sunroom opens to a private side deck, creating an ideal space for quiet mornings or evening retreats. Upstairs, the primary suite offers built-in bookcases, a fireplace, generous walk-in closets, a jetted tub, and plumbing for a future steam shower. An additional expansive ensuite on the second level provides exceptional privacy and includes a separate sitting area large enough for a sofa — perfect for guests seeking their own retreat. Additional bedrooms on the upper level provide ample space to relax and unwind. Dual laundry rooms on both the main and upper levels enhance everyday convenience, while a finished attic suite with sitting area and half bath offers additional flexibility. The unfinished walk-up basement with exterior access presents an opportunity for future customization. Outdoor living rivals that of a private resort. A waterside saltwater pool with a 10-foot diving well and diving rock is surrounded by an expansive paver patio, while a 12-foot-deep wraparound porch, tiered covered porch, upper balcony, and stone fire pit provide multiple vantage points to enjoy sunset views over the water. Custom exterior lighting enhances the architecture and landscaping in the evening, while a private, alarm-secured driveway ensures a refined sense of arrival and seclusion. The private dock has electric service run to it and water access, along with two boat slips and two jet ski lifts, providing direct access to Southeast Creek and beyond. A natural shoreline, kayak launch, mature trees, and resident bald eagles enhance the serenity of the setting. Just minutes from Kennersley Point Marina and within easy boating distance to Chestertown, Rock Hall, and Annapolis, this estate offers both tranquility and accessibility. The residence is also being offered fully furnished, presenting a rare turnkey waterfront opportunity. Defined by the elements that matter most — substantial water frontage, protected deep water, acreage, privacy, quality construction, and turnkey furnishings — this is a legacy offering for refined waterfront living on Maryland’s Eastern Shore.

148 Vernick Ln, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: BHHS Fox & Roach - Hockessin.

$3,000,000

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

4 Beds ⋅ 5 Baths

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

200 Mallard Cove Ln, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$2,800,000

Set on more than five tranquil acres with deep water and over 900 feet plus of protected shoreline, this custom-built waterfront residence new finished square footage 7,129 feet offers timeless design, enduring quality, and a setting unlike any other. With five full en-suites and newly finished spaces for a second family room & kitchenette, it provides flexibility for multi-generational living or exceptional guest accommodation. Originally built in 1981 and completely reimagined in 2006, every detail reflects craftsmanship and artistry. A gated entry and private drive lined with seasonal blooms lead to a circular drive and covered brick porch, where glass entry doors open to reveal soaring vaulted ceilings, skylights, and a wall of windows framing the breathtaking Wye River views. Throughout the home, custom cherry millwork elevates fireplaces, built-ins, and displays with warmth and richness. At the heart of the open floor plan, the gourmet kitchen is outfitted with Alder cabinetry, Sub-Zero refrigeration, three wall ovens, a five-burner cooktop with grill, and a warming oven—designed for both entertaining and everyday living. Formal dining beneath a vaulted ceiling, casual meals at the breakfast bar, or dining al-frescos on the composite deck all capture sweeping water views. Outdoors, cascading deck stairs open to a lush lawn and private pier with boat lift in deep water, offering endless opportunities for boating, kayaking, and sunrise views. Inside, thoughtfully designed spaces accommodate every lifestyle need. A professional office with private entry is ideal for working from home, while a separate en-suite suite with private stair access provides perfect quarters for guests or an au pair. The main-level primary suite features soaring ceilings, panoramic river views, and a spa-inspired bath with onyx floors, jetted tub, walk-in shower, and dual vanities. Upstairs, two additional en-suites and a cedar closet complete the private wing. The walk-out lower level expands the living experience with a recreation room, gas fireplace, full daylight windows, a full bath, and covered patio access. Flex rooms, abundant storage, and a generously sized workshop/studio make the home as practical as it is luxurious. In addition, there is 776 sq. in basement that could be finished if necessary or used as storage.

5 Beds ⋅ 6 Baths

Set on more than five tranquil acres with deep water and over 900 feet plus of protected shoreline, this custom-built waterfront residence new finished square footage 7,129 feet offers timeless design, enduring quality, and a setting unlike any other. With five full en-suites and newly finished spaces for a second family room & kitchenette, it provides flexibility for multi-generational living or exceptional guest accommodation. Originally built in 1981 and completely reimagined in 2006, every detail reflects craftsmanship and artistry. A gated entry and private drive lined with seasonal blooms lead to a circular drive and covered brick porch, where glass entry doors open to reveal soaring vaulted ceilings, skylights, and a wall of windows framing the breathtaking Wye River views. Throughout the home, custom cherry millwork elevates fireplaces, built-ins, and displays with warmth and richness. At the heart of the open floor plan, the gourmet kitchen is outfitted with Alder cabinetry, Sub-Zero refrigeration, three wall ovens, a five-burner cooktop with grill, and a warming oven—designed for both entertaining and everyday living. Formal dining beneath a vaulted ceiling, casual meals at the breakfast bar, or dining al-frescos on the composite deck all capture sweeping water views. Outdoors, cascading deck stairs open to a lush lawn and private pier with boat lift in deep water, offering endless opportunities for boating, kayaking, and sunrise views. Inside, thoughtfully designed spaces accommodate every lifestyle need. A professional office with private entry is ideal for working from home, while a separate en-suite suite with private stair access provides perfect quarters for guests or an au pair. The main-level primary suite features soaring ceilings, panoramic river views, and a spa-inspired bath with onyx floors, jetted tub, walk-in shower, and dual vanities. Upstairs, two additional en-suites and a cedar closet complete the private wing. The walk-out lower level expands the living experience with a recreation room, gas fireplace, full daylight windows, a full bath, and covered patio access. Flex rooms, abundant storage, and a generously sized workshop/studio make the home as practical as it is luxurious. In addition, there is 776 sq. in basement that could be finished if necessary or used as storage.

3021 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$2,775,000

This exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. A main-level en-suite provides excellent flexibility for multi-generational living or private guest quarters, while an additional upper-level en-suite enhances comfort and convenience for visitors. The spacious primary suite serves as a true retreat, complemented by well-proportioned secondary bedrooms and multiple full baths. Refined living spaces include a formal dining room, a dedicated home office perfect for remote work, and an inviting screened porch overlooking the water—an ideal setting to relax and take in the tranquil views. The nearly fully finished basement expands your living options with generous space for recreation, hobbies, or a workshop. Recent upgrades—including a new roof and septic system—offering peace of mind, while the 2-zone HVAC system ensures efficient year-round comfort. Outdoors, enjoy the in-ground pool surrounded by a patio, perfect for entertaining or unwinding. Complete with a Two car garage and located in a highly desirable waterfront setting, this property presents a rare opportunity to own a versatile estate that balances luxury living and scenic beauty

5 Beds ⋅ 5 Baths

This exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. A main-level en-suite provides excellent flexibility for multi-generational living or private guest quarters, while an additional upper-level en-suite enhances comfort and convenience for visitors. The spacious primary suite serves as a true retreat, complemented by well-proportioned secondary bedrooms and multiple full baths. Refined living spaces include a formal dining room, a dedicated home office perfect for remote work, and an inviting screened porch overlooking the water—an ideal setting to relax and take in the tranquil views. The nearly fully finished basement expands your living options with generous space for recreation, hobbies, or a workshop. Recent upgrades—including a new roof and septic system—offering peace of mind, while the 2-zone HVAC system ensures efficient year-round comfort. Outdoors, enjoy the in-ground pool surrounded by a patio, perfect for entertaining or unwinding. Complete with a Two car garage and located in a highly desirable waterfront setting, this property presents a rare opportunity to own a versatile estate that balances luxury living and scenic beauty

1810 Love Point Rd, Stevensville

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$2,500,000

Stevensville - 4 Buildings zoned SHVC on 1.32 acres of investment property. 2 buildings are residential with tenants and a total of 6 apartments. The third building has one residential apartment and a retail space on first floor. The multi-functional office space is about 15,000 sq ft. The two-story main building has and elevator that is currently used as a daycare/school. There is some available space for rent on the first floor that is currently set up as a spa. Large rear parking lot and in the center of the historic Stevensville.

104 E Main St, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Eastern Shore Real Estate, LLC.

$2,420,000

Unobstructed, breathtaking views of the Chesapeake Bay! This stunning and newly remodeled waterfront home sits on a double lot along one of the most picturesque and peaceful streets—just minutes from the Bay Bridge yet worlds away from it all. A new rip rap shoreline and 350 feet of water frontage create a private, protected setting enhanced by mature landscaping and a spacious, level yard with a fire pit, large shed, and plenty of room for a future pool. Enjoy easy access to the water from your private pier with an 8,000 lb boat lift and multiple slips, perfect for boating and exploring the Bay. Inside, walls of floor-to-ceiling windows frame endless views across the water to the shores of Annapolis, flooding the home with natural light. The covered waterfront porch with slate stone flooring provides an inviting space to unwind and take in the panoramic sunsets and twinkling lights of the Annapolis skyline. The gourmet kitchen, featuring a large center island, top-of-the-line appliances, and seating for a crowd, makes entertaining effortless. The main level offers three bedrooms and three full bathrooms and a half bath, including one of two primary suites. Upstairs, a private retreat awaits with a fireplace, balcony, walk-in closets, gym with Juliet balcony, and a spa-like primary bath boasting exquisite finishes and panoramic Bay views. With a two-car garage, abundant parking, and an unmatched waterfront setting, this home perfectly blends elegance, comfort, and the Chesapeake Bay lifestyle. Whether you’re seeking a weekend escape or a full-time residence, this property truly has it all. Welcome home!

4 Beds ⋅ 5 Baths

Unobstructed, breathtaking views of the Chesapeake Bay! This stunning and newly remodeled waterfront home sits on a double lot along one of the most picturesque and peaceful streets—just minutes from the Bay Bridge yet worlds away from it all. A new rip rap shoreline and 350 feet of water frontage create a private, protected setting enhanced by mature landscaping and a spacious, level yard with a fire pit, large shed, and plenty of room for a future pool. Enjoy easy access to the water from your private pier with an 8,000 lb boat lift and multiple slips, perfect for boating and exploring the Bay. Inside, walls of floor-to-ceiling windows frame endless views across the water to the shores of Annapolis, flooding the home with natural light. The covered waterfront porch with slate stone flooring provides an inviting space to unwind and take in the panoramic sunsets and twinkling lights of the Annapolis skyline. The gourmet kitchen, featuring a large center island, top-of-the-line appliances, and seating for a crowd, makes entertaining effortless. The main level offers three bedrooms and three full bathrooms and a half bath, including one of two primary suites. Upstairs, a private retreat awaits with a fireplace, balcony, walk-in closets, gym with Juliet balcony, and a spa-like primary bath boasting exquisite finishes and panoramic Bay views. With a two-car garage, abundant parking, and an unmatched waterfront setting, this home perfectly blends elegance, comfort, and the Chesapeake Bay lifestyle. Whether you’re seeking a weekend escape or a full-time residence, this property truly has it all. Welcome home!

205 Lighthouse View Dr, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Real Broker, LLC - Dunkirk.

$2,375,000

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

4 Beds ⋅ 4 Baths

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

111 Petrie Way, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: One Percent Lists Mid-Atlantic.

$2,350,000

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

4 Beds ⋅ 5 Baths

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

2832 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$2,350,000

Nestled on nearly seven private acres along the protected waters of Crab Alley Bay, this extraordinary waterfront estate offers breathtaking views, serene surroundings, and exceptional living across three spacious levels. Designed for both comfort and elegance, the home features a dramatic wall of windows overlooking the pool and waterfront, filling the interior with natural light. The lush property includes two ponds and wetlands that attract abundant wildlife, creating a peaceful, ever-changing natural setting. Inside, the home is beautifully appointed with a new gourmet kitchen featuring granite countertops and a walk-in pantry, along with cherry and maple floors, a new roof, an updated primary bath, and an additional renovated full bath. Generously scaled living and sitting rooms on every level provide abundant space for entertaining or quiet retreat. The residence includes four oversized bedrooms, four full baths, a workout room, extensive storage, and a four-car garage. Each level is enhanced by its own gas fireplace, adding warmth and ambiance throughout the home. Beautifully maintained gardens and mature trees frame stunning sunrises and make the waterfront setting feel remarkable every day. Great location on Kent Island close to shopping and commute.

4 Beds ⋅ 5 Baths

Nestled on nearly seven private acres along the protected waters of Crab Alley Bay, this extraordinary waterfront estate offers breathtaking views, serene surroundings, and exceptional living across three spacious levels. Designed for both comfort and elegance, the home features a dramatic wall of windows overlooking the pool and waterfront, filling the interior with natural light. The lush property includes two ponds and wetlands that attract abundant wildlife, creating a peaceful, ever-changing natural setting. Inside, the home is beautifully appointed with a new gourmet kitchen featuring granite countertops and a walk-in pantry, along with cherry and maple floors, a new roof, an updated primary bath, and an additional renovated full bath. Generously scaled living and sitting rooms on every level provide abundant space for entertaining or quiet retreat. The residence includes four oversized bedrooms, four full baths, a workout room, extensive storage, and a four-car garage. Each level is enhanced by its own gas fireplace, adding warmth and ambiance throughout the home. Beautifully maintained gardens and mature trees frame stunning sunrises and make the waterfront setting feel remarkable every day. Great location on Kent Island close to shopping and commute.

1901 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co. Realtors.

$2,350,000

Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay through expansive windows that fill your home with natural light. High-end finishes, gourmet kitchens, and luxurious master suites create an ambiance of sophistication and tranquility. Private outdoor spaces provide the perfect setting for relaxation or entertaining guests. With a variety of floor plans to suit your lifestyle, the units at Sunset Wharf promise an unparalleled living experience in a vibrant, coastal community. Enjoy easy access to marina facilities, scenic walking trails, and vibrant local dining, walking distance to Libbey's Coastal Kitchen & Cocktails and Knoxie's Table. At Sunset Wharf, experience the perfect blend of tranquility and convenience, making it the ideal place to call home. Discover your paradise by the bay today!

4 Beds ⋅ 4 Baths

Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay through expansive windows that fill your home with natural light. High-end finishes, gourmet kitchens, and luxurious master suites create an ambiance of sophistication and tranquility. Private outdoor spaces provide the perfect setting for relaxation or entertaining guests. With a variety of floor plans to suit your lifestyle, the units at Sunset Wharf promise an unparalleled living experience in a vibrant, coastal community. Enjoy easy access to marina facilities, scenic walking trails, and vibrant local dining, walking distance to Libbey's Coastal Kitchen & Cocktails and Knoxie's Table. At Sunset Wharf, experience the perfect blend of tranquility and convenience, making it the ideal place to call home. Discover your paradise by the bay today!

103 Petrie Way, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$2,300,000

Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene water views. With a double sided fireplace and three tankless water heater, this home combines elegance with modern convenience, making it a true sanctuary. The main living room features sky high ceilings and a wet bar making hosting a snap and flows into the added sunroom that features heated tile flooring. And the three season room off the back is the perfect gathering space with a wall of sliders to maximize the view. Meticulously maintained and thoroughy enjoyed by the original owners. The expansive rear yard and rip-rap shoreline enhance the outdoor experience, while the community amenities, including a beach, tennis/basketball courts, and fishing pier and boat launch, offer an exclusive lifestyle on Maryland's Eastern Shore.

4 Beds ⋅ 4 Baths

Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene water views. With a double sided fireplace and three tankless water heater, this home combines elegance with modern convenience, making it a true sanctuary. The main living room features sky high ceilings and a wet bar making hosting a snap and flows into the added sunroom that features heated tile flooring. And the three season room off the back is the perfect gathering space with a wall of sliders to maximize the view. Meticulously maintained and thoroughy enjoyed by the original owners. The expansive rear yard and rip-rap shoreline enhance the outdoor experience, while the community amenities, including a beach, tennis/basketball courts, and fishing pier and boat launch, offer an exclusive lifestyle on Maryland's Eastern Shore.

2882 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Gunther-McClary Real Estate.

$2,300,000

Price improvement. Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. Cove Creek is a Golfer's Paradise! This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay, this southern-facing residence offers breathtaking water views from nearly every room. Upon entering, you’re greeted by a dramatic two-story foyer with soaring vaulted and coffered ceilings that set an immediate tone of refinement, drawing the eye straight through to the large backyard and shimmering water views beyond. The thoughtfully designed main level features high ceilings throughout and a serene primary suite with views of the pool and waterfront. The primary retreat offers a custom walk-in closet with built-ins, tray ceiling, and a spa-inspired bath with dual vanities, private water closet, soaking tub, expansive walk-in shower, and plantation shutters for added privacy. Upstairs, enjoy a recreation room with wide angle water views and balcony perfect for enjoying sunsets while playing a game of pool or darts. Four additional bedrooms can be found here as well, two on either side of the home sharing jack-and-jill style bathrooms with private closets. Designed for effortless entertaining and elevated everyday living, the open-concept living and dining spaces flow seamlessly from the beautifully updated kitchen. Here, refined finishes include soft-close cabinetry, granite countertops, a marble backsplash, center island, walk-in pantry, stainless-steel appliances, gas cooktop, wine refrigerator, and warming drawer. The kitchen opens to an inviting living room with sliding doors to access the outdoor living area. Outside you’ll find extensive hardscaping with a built-in grill, granite countertops, and a granite dining table seating eight, perfect for hosting refined waterfront gatherings. The resort-style backyard is a private sanctuary, featuring a sparkling pool and a private pier equipped with three boat lifts—ideal for boating, paddle boarding, crabbing, or simply enjoying sunsets accompanied by visits from blue herons and bald eagles. Professionally designed landscaping offers year-round color with mature plantings all complemented by a lush, level lawn maintained by a multi-zone irrigation system. Additional highlights include a spacious three-car garage with room for vehicles, golf carts, and storage, along with premium finishes throughout that reflect timeless craftsmanship and meticulous attention to detail. As a resident of Cove Creek, enjoy access to an exceptional array of private amenities including a USGA-rated golf course, deep-water marina, private beach, clubhouse, fitness center, tennis, pickleball, and bocce courts, boat ramp and storage yard, as well as miles of scenic walking and biking trails - all located on Kent Island, just minutes from the Chesapeake Bay Bridge and Route 50.

5 Beds ⋅ 4 Baths

Price improvement. Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. Cove Creek is a Golfer's Paradise! This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay, this southern-facing residence offers breathtaking water views from nearly every room. Upon entering, you’re greeted by a dramatic two-story foyer with soaring vaulted and coffered ceilings that set an immediate tone of refinement, drawing the eye straight through to the large backyard and shimmering water views beyond. The thoughtfully designed main level features high ceilings throughout and a serene primary suite with views of the pool and waterfront. The primary retreat offers a custom walk-in closet with built-ins, tray ceiling, and a spa-inspired bath with dual vanities, private water closet, soaking tub, expansive walk-in shower, and plantation shutters for added privacy. Upstairs, enjoy a recreation room with wide angle water views and balcony perfect for enjoying sunsets while playing a game of pool or darts. Four additional bedrooms can be found here as well, two on either side of the home sharing jack-and-jill style bathrooms with private closets. Designed for effortless entertaining and elevated everyday living, the open-concept living and dining spaces flow seamlessly from the beautifully updated kitchen. Here, refined finishes include soft-close cabinetry, granite countertops, a marble backsplash, center island, walk-in pantry, stainless-steel appliances, gas cooktop, wine refrigerator, and warming drawer. The kitchen opens to an inviting living room with sliding doors to access the outdoor living area. Outside you’ll find extensive hardscaping with a built-in grill, granite countertops, and a granite dining table seating eight, perfect for hosting refined waterfront gatherings. The resort-style backyard is a private sanctuary, featuring a sparkling pool and a private pier equipped with three boat lifts—ideal for boating, paddle boarding, crabbing, or simply enjoying sunsets accompanied by visits from blue herons and bald eagles. Professionally designed landscaping offers year-round color with mature plantings all complemented by a lush, level lawn maintained by a multi-zone irrigation system. Additional highlights include a spacious three-car garage with room for vehicles, golf carts, and storage, along with premium finishes throughout that reflect timeless craftsmanship and meticulous attention to detail. As a resident of Cove Creek, enjoy access to an exceptional array of private amenities including a USGA-rated golf course, deep-water marina, private beach, clubhouse, fitness center, tennis, pickleball, and bocce courts, boat ramp and storage yard, as well as miles of scenic walking and biking trails - all located on Kent Island, just minutes from the Chesapeake Bay Bridge and Route 50.

137 Tanners Point Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$2,200,000

Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

5 Beds ⋅ 4 Baths

Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

328 Bentons Pleasure Rd, Chester

Listing courtesy of HomeZu by Simple Choice. Contact:

Selling Office: Coldwell Banker Realty.

$2,175,000

Welcome to a Chesapeake Bay retreat where spectacular views and unparalleled waterfront living await. Perfectly positioned on a serene cul-de-sac, this elegantly appointed home offers breathtaking vistas of the iconic Bay Bridge, majestic lighthouses, and sunsets that will leave you speechless. Upon entering the two-story foyer, the formal living room and bonus room welcome you and provide ample space for unwinding or hosting guests. The thoughtfully designed interior offers four bedrooms and four and a half baths, including an upper-level primary suite with a cozy sitting room and a yacht-inspired bathroom. On the lower level, a fifth bedroom studio suite features an ensuite bath, sitting area, and granite bar top — ideal as an in-law or au pair suite. A separate entrance to the outdoors provides additional flexibility and privacy. Natural light floods every room and frames the serene water views at every turn, accentuating the open-concept kitchen, dining area, and family room that flow seamlessly into the outdoor covered living spaces. Three sets of oversized French doors open to the stunning waterside patios, featuring a PebbleTec saltwater heated pool, lush mature landscaping, and perfect elevation outside of the flood zone — a rare combination that enhances both beauty and peace of mind. A covered patio and pool cabana with a dedicated pool bath create the perfect environment for relaxing or entertaining as you take in the beauty of the bay. The private dock with two boat lifts (12,500 lb and 30,000 lb) provides endless opportunities for fishing, crabbing, and boating, completing the ultimate waterfront lifestyle. This home is more than a residence—it’s a masterpiece of design and nature, crafted to immerse you in the soothing rhythm of life on the bay. Welcome Home.

4 Beds ⋅ 5 Baths

Welcome to a Chesapeake Bay retreat where spectacular views and unparalleled waterfront living await. Perfectly positioned on a serene cul-de-sac, this elegantly appointed home offers breathtaking vistas of the iconic Bay Bridge, majestic lighthouses, and sunsets that will leave you speechless. Upon entering the two-story foyer, the formal living room and bonus room welcome you and provide ample space for unwinding or hosting guests. The thoughtfully designed interior offers four bedrooms and four and a half baths, including an upper-level primary suite with a cozy sitting room and a yacht-inspired bathroom. On the lower level, a fifth bedroom studio suite features an ensuite bath, sitting area, and granite bar top — ideal as an in-law or au pair suite. A separate entrance to the outdoors provides additional flexibility and privacy. Natural light floods every room and frames the serene water views at every turn, accentuating the open-concept kitchen, dining area, and family room that flow seamlessly into the outdoor covered living spaces. Three sets of oversized French doors open to the stunning waterside patios, featuring a PebbleTec saltwater heated pool, lush mature landscaping, and perfect elevation outside of the flood zone — a rare combination that enhances both beauty and peace of mind. A covered patio and pool cabana with a dedicated pool bath create the perfect environment for relaxing or entertaining as you take in the beauty of the bay. The private dock with two boat lifts (12,500 lb and 30,000 lb) provides endless opportunities for fishing, crabbing, and boating, completing the ultimate waterfront lifestyle. This home is more than a residence—it’s a masterpiece of design and nature, crafted to immerse you in the soothing rhythm of life on the bay. Welcome Home.

216 Lighthouse View Dr, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Douglas Realty LLC.

$2,100,000

Well-Appointed Waterfront Home on 2.58 Acres with Spectacular Views Private & exceptional design and craftsmanship define this magnificent custom-built waterfront residence, offering three finished levels of refined luxury and breathtaking water views from nearly every room. Perfectly sited on 2.58 acres along picturesque Winchester Creek and the Chester River, this home includes its own private sandy beach — a rare and unique offering. Step through the welcoming 8-foot leaded glass double doors into a grand foyer where soaring ceilings, walls of glass, and wide-planked walnut floors create a sense of openness and light. The sun-drenched great room features an 18-foot custom fireplace and opens effortlessly to a fabulous heated screened porch and expansive decks overlooking the water—complete with remote-controlled shades and a retractable roof. This home is not only well maintained, also amazing up-dates throughout. The gourmet kitchen is both beautiful and functional, designed for serious cooks and entertainers alike. It boasts high-end appliances, custom cabinetry, propane cooking, a walk-in pantry, double refrigerators, and a butler’s pantry for additional prep and storage. Recent updates include fresh paint and stunning new counters, giving the space a crisp, contemporary look. The main-level primary suite serves as a luxurious retreat, featuring his-and-her walk-in closets, a beautifully refinished bath with dual vanities, and an oversized glass walk-in shower. Also on the first floor are a private library/office, a formal dining room, a breakfast room, and an attached two-car garage—creating the perfect, functional layout for everyday living. Upstairs, the second level offers three spacious bedrooms, two full baths, a large family room with access to an upper deck, and a finished bonus room over the garage—ideal as a playroom, hobby space, or sixth bedroom. The third floor is a showstopper, featuring a stunning guest suite with a fully renovated bath and a private theater room with surround sound—perfect for movie nights or entertaining guests. Outdoors, the setting is every bit as impressive as the home itself. Positioned on a point with sweeping views of the creek, river, and bay, this property includes beautifully landscaped grounds, irrigation systems, and a sandy beach with protected shoreline. Enjoy access to a dedicated boat slip (number 2) and jet ski lift at the nearby community marina, just steps from your door. The 18.5’ Aqua Spa offers a heated 18’ lap pool with a four-seat jet spa—ideal for year-round relaxation. Additional highlights include a whole-house generator, propane heat (two underground tanks), four central HVAC units (three recently replaced), motorized Silhouette blinds, an attached storage shed, and meticulous attention to detail throughout. Every element of this home reflects thoughtful maintenance and superior quality. Conveniently located near the Cross Island Trail, restaurants, shopping, gyms, golf courses, and the Bay Bridge, this extraordinary home combines elegance, comfort, and the best of Eastern Shore waterfront living. Come experience it for yourself—create your own waterfront lifestyle.

5 Beds ⋅ 5 Baths

Well-Appointed Waterfront Home on 2.58 Acres with Spectacular Views Private & exceptional design and craftsmanship define this magnificent custom-built waterfront residence, offering three finished levels of refined luxury and breathtaking water views from nearly every room. Perfectly sited on 2.58 acres along picturesque Winchester Creek and the Chester River, this home includes its own private sandy beach — a rare and unique offering. Step through the welcoming 8-foot leaded glass double doors into a grand foyer where soaring ceilings, walls of glass, and wide-planked walnut floors create a sense of openness and light. The sun-drenched great room features an 18-foot custom fireplace and opens effortlessly to a fabulous heated screened porch and expansive decks overlooking the water—complete with remote-controlled shades and a retractable roof. This home is not only well maintained, also amazing up-dates throughout. The gourmet kitchen is both beautiful and functional, designed for serious cooks and entertainers alike. It boasts high-end appliances, custom cabinetry, propane cooking, a walk-in pantry, double refrigerators, and a butler’s pantry for additional prep and storage. Recent updates include fresh paint and stunning new counters, giving the space a crisp, contemporary look. The main-level primary suite serves as a luxurious retreat, featuring his-and-her walk-in closets, a beautifully refinished bath with dual vanities, and an oversized glass walk-in shower. Also on the first floor are a private library/office, a formal dining room, a breakfast room, and an attached two-car garage—creating the perfect, functional layout for everyday living. Upstairs, the second level offers three spacious bedrooms, two full baths, a large family room with access to an upper deck, and a finished bonus room over the garage—ideal as a playroom, hobby space, or sixth bedroom. The third floor is a showstopper, featuring a stunning guest suite with a fully renovated bath and a private theater room with surround sound—perfect for movie nights or entertaining guests. Outdoors, the setting is every bit as impressive as the home itself. Positioned on a point with sweeping views of the creek, river, and bay, this property includes beautifully landscaped grounds, irrigation systems, and a sandy beach with protected shoreline. Enjoy access to a dedicated boat slip (number 2) and jet ski lift at the nearby community marina, just steps from your door. The 18.5’ Aqua Spa offers a heated 18’ lap pool with a four-seat jet spa—ideal for year-round relaxation. Additional highlights include a whole-house generator, propane heat (two underground tanks), four central HVAC units (three recently replaced), motorized Silhouette blinds, an attached storage shed, and meticulous attention to detail throughout. Every element of this home reflects thoughtful maintenance and superior quality. Conveniently located near the Cross Island Trail, restaurants, shopping, gyms, golf courses, and the Bay Bridge, this extraordinary home combines elegance, comfort, and the best of Eastern Shore waterfront living. Come experience it for yourself—create your own waterfront lifestyle.

227 Homeport Dr, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co Realtors.

$2,055,000

Welcome to your personal paradise nestled on the tranquil shores of the Chesapeake Bay. This stunning waterfront home boasts breathtaking western-facing views, allowing you to bask in the vibrant colors of sunset over the water each evening. Set on an expansive 1.53 acres of meticulously landscaped grounds, this property is located on one of Queen Anne’s County’s most exclusive streets, surrounded by nature's beauty and wildlife, including majestic bald eagles, playful dolphins, and the occasional deer wandering by. The home features an exquisite coastal design with open spaces and high ceilings, creating an airy atmosphere perfect for entertaining. Enjoy seamless transitions between indoor and outdoor living with ample entertaining areas that invite the beauty of the outdoors in. Dive into summer fun with your own heated waterfront pool, or take advantage of the private pier equipped with a boat lift and lower platform, making it easy to launch your kayak or paddleboard. Experience spectacular views of the iconic Bay Bridge and Bloody Point Lighthouse, with the western shore just a short boat ride away. Indulge in dining adventures at local eateries across the bay in Annapolis and West River or explore the charming destinations of Kent Narrows and St. Michaels to the east. For your everyday needs, a quaint country marina store is just around the corner, offering essentials for quick meals, as well as delicious takeout options, including steamed crabs and a selection of seafood, beer, and wine. This property is the epitome of Eastern Shore waterfront living, where luxury meets nature, and every day feels like a vacation. Come and discover the ultimate retreat that awaits you on the Chesapeake Bay!

5 Beds ⋅ 3 Baths

Welcome to your personal paradise nestled on the tranquil shores of the Chesapeake Bay. This stunning waterfront home boasts breathtaking western-facing views, allowing you to bask in the vibrant colors of sunset over the water each evening. Set on an expansive 1.53 acres of meticulously landscaped grounds, this property is located on one of Queen Anne’s County’s most exclusive streets, surrounded by nature's beauty and wildlife, including majestic bald eagles, playful dolphins, and the occasional deer wandering by. The home features an exquisite coastal design with open spaces and high ceilings, creating an airy atmosphere perfect for entertaining. Enjoy seamless transitions between indoor and outdoor living with ample entertaining areas that invite the beauty of the outdoors in. Dive into summer fun with your own heated waterfront pool, or take advantage of the private pier equipped with a boat lift and lower platform, making it easy to launch your kayak or paddleboard. Experience spectacular views of the iconic Bay Bridge and Bloody Point Lighthouse, with the western shore just a short boat ride away. Indulge in dining adventures at local eateries across the bay in Annapolis and West River or explore the charming destinations of Kent Narrows and St. Michaels to the east. For your everyday needs, a quaint country marina store is just around the corner, offering essentials for quick meals, as well as delicious takeout options, including steamed crabs and a selection of seafood, beer, and wine. This property is the epitome of Eastern Shore waterfront living, where luxury meets nature, and every day feels like a vacation. Come and discover the ultimate retreat that awaits you on the Chesapeake Bay!

245 Lighthouse View Dr, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Benson & Mangold, LLC.

$2,050,000

This amazing property is like no other. Private w/ deep water. The winding driveway leads to tennis court & 2-story tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1730 barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone chimney w/ gas fireplace. This dwelling provides 4 bedrooms & 2.5 baths spanning 3 stories, plus a lookout tower. There is also an efficiency apt. over the garage w/ its own water views. Roof & HardiPlank siding are reasonably new. There is an accessible crawl space & house generator. Interior is very unique & special, still ready for your upgrades. The tennis house has 4 rooms, reception area, a kitchenette, full bath & sauna. It is far enough away from the main house to provide its own sandy beach front, great views & privacy. DO NOT ENTER PROPERTY W/O APPOINTMENT!

4 Beds ⋅ 3 Baths

This amazing property is like no other. Private w/ deep water. The winding driveway leads to tennis court & 2-story tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1730 barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone chimney w/ gas fireplace. This dwelling provides 4 bedrooms & 2.5 baths spanning 3 stories, plus a lookout tower. There is also an efficiency apt. over the garage w/ its own water views. Roof & HardiPlank siding are reasonably new. There is an accessible crawl space & house generator. Interior is very unique & special, still ready for your upgrades. The tennis house has 4 rooms, reception area, a kitchenette, full bath & sauna. It is far enough away from the main house to provide its own sandy beach front, great views & privacy. DO NOT ENTER PROPERTY W/O APPOINTMENT!

1150 Cheston Ln, Queenstown

Listing courtesy of RE/MAX One. Contact:

Selling Office: Coldwell Banker Waterman Realty.

$1,950,000

WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. NO SUBDIVISION POTENTIAL With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the has 100'+ pier offers 4' MLW. A waterfowl hunter's delight you'll find a blind on the pier and one offshore as well. A generously proportioned inground pool with an expansive apron for lounging and dining is a focal point between the house and the river. An outdoor kitchen, huge deck and a screened gazebo invite spending time outdoors. A conservatory suitable for greenhouse functions or outdoor dining under cover is reminiscent of older European estate gardens. Established landscaping with unique plants surround the home and outdoor spaces. The residence is a blend of eclectic flair and flowing functionality. Designed to maximize views, the generous square footage offers a main level owners suite and three upper en-suites. Many custom features such as the designer counter tops and backsplash in the kitchen, hint at the uniqueness of this home. The "Pink House" offers secluded acreage at the end of a tree lined circular driveway. With some needed renovations and designer touches this home has the potential to be a showplace! CRAB this opportunity to own one of Kent Islands finer properties along the Chester River.

4 Beds ⋅ 5 Baths

WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. NO SUBDIVISION POTENTIAL With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the has 100'+ pier offers 4' MLW. A waterfowl hunter's delight you'll find a blind on the pier and one offshore as well. A generously proportioned inground pool with an expansive apron for lounging and dining is a focal point between the house and the river. An outdoor kitchen, huge deck and a screened gazebo invite spending time outdoors. A conservatory suitable for greenhouse functions or outdoor dining under cover is reminiscent of older European estate gardens. Established landscaping with unique plants surround the home and outdoor spaces. The residence is a blend of eclectic flair and flowing functionality. Designed to maximize views, the generous square footage offers a main level owners suite and three upper en-suites. Many custom features such as the designer counter tops and backsplash in the kitchen, hint at the uniqueness of this home. The "Pink House" offers secluded acreage at the end of a tree lined circular driveway. With some needed renovations and designer touches this home has the potential to be a showplace! CRAB this opportunity to own one of Kent Islands finer properties along the Chester River.

220 Old Steamship Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Non Subscribing Office.

$1,900,000

Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, and sweeping water views from nearly every room. The beautifully renovated kitchen is the heart of the home, offering white cabinetry, granite countertops, a commercial-grade refrigerator, custom pantry, shiplap accents, generous dining space, and stunning waterfront vistas. The primary suite is a peaceful retreat with panoramic water views and a luxurious bath featuring a soaking tub and tiled shower. Multiple living areas—including a lower-level recreation room with a full bar and full bath—provide abundant space for entertaining family and guests. Outside, every detail has been designed to embrace the Chesapeake Bay lifestyle. Enjoy the in-ground pool, outdoor kitchen and pavilion, expansive waterside deck and patio, beautifully landscaped grounds, and a private pier with boat lift and new electric service for enjoying boating, fishing, crabbing, paddleboarding, and kayaking. The property also includes an attached garage and a heated detached three-car garage, providing exceptional storage for vehicles, boats, water toys, and recreational equipment. Whether you're searching for a full-time waterfront residence, an unforgettable family retreat, or an investment property with an established rental history, 92 Long Creek Drive delivers an exceptional lifestyle just minutes from the Bay Bridge, Annapolis, and the rest of Maryland's Eastern Shore.

5 Beds ⋅ 5 Baths

Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, and sweeping water views from nearly every room. The beautifully renovated kitchen is the heart of the home, offering white cabinetry, granite countertops, a commercial-grade refrigerator, custom pantry, shiplap accents, generous dining space, and stunning waterfront vistas. The primary suite is a peaceful retreat with panoramic water views and a luxurious bath featuring a soaking tub and tiled shower. Multiple living areas—including a lower-level recreation room with a full bar and full bath—provide abundant space for entertaining family and guests. Outside, every detail has been designed to embrace the Chesapeake Bay lifestyle. Enjoy the in-ground pool, outdoor kitchen and pavilion, expansive waterside deck and patio, beautifully landscaped grounds, and a private pier with boat lift and new electric service for enjoying boating, fishing, crabbing, paddleboarding, and kayaking. The property also includes an attached garage and a heated detached three-car garage, providing exceptional storage for vehicles, boats, water toys, and recreational equipment. Whether you're searching for a full-time waterfront residence, an unforgettable family retreat, or an investment property with an established rental history, 92 Long Creek Drive delivers an exceptional lifestyle just minutes from the Bay Bridge, Annapolis, and the rest of Maryland's Eastern Shore.

92 Long Creek Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$1,900,000

Originally built in 1778 and fully reimagined by Blue Heron Contracting during a meticulous 2012–2013 restoration and expansion, this extraordinary waterfront home in Kent Island Estates offers something rarely found: authentic 18th-century character paired seamlessly with modern coastal luxury. Set on 1.3 acres with 175 feet of shoreline, the home captures sweeping, unobstructed views of Eastern Bay from every room. Reclaimed pine floors, four original brick wood-burning fireplaces, and pocket doors preserve its historic soul, while thoughtful expansion and design elevate it for today’s lifestyle. The waterside chef’s kitchen flows effortlessly into the family room, creating an inviting gathering space where walls of glass frame panoramic water views. Whether hosting sunset dinners or enjoying a quiet morning coffee, the Bay is always center stage. Upstairs, five spacious bedrooms include a generous primary suite retreat. Four fully renovated designer baths, including heated floors in the primary, blend timeless finishes with refined comfort. A stylish main-level powder room completes the interior. Outside is where the Chesapeake lifestyle truly unfolds. A private 150-foot pier with 8,000-lb boat lift and sun deck invites spontaneous cruises and long summer days on the water. The bulkheaded shoreline with riprap provides both protection and natural beauty. A 30’ x 26’ waterside paver patio and fire pit create the perfect setting for sunset gatherings overlooking the Bay, all surrounded by expansive lawns and mature trees that offer privacy and serenity. Additional features include a 26’ x 44’ detached garage with EV charging, workshop and boat storage, partially finished conditioned basement, dual geothermal heat pumps (5 zones), a 20KW generator, and an owned 1,000-gallon buried propane tank. This is more than a historic home. It is a true Chesapeake Bay legacy property, where boating, entertaining, and panoramic views become part of everyday life. Experience waterfront living the way it was meant to be.

5 Beds ⋅ 5 Baths

Originally built in 1778 and fully reimagined by Blue Heron Contracting during a meticulous 2012–2013 restoration and expansion, this extraordinary waterfront home in Kent Island Estates offers something rarely found: authentic 18th-century character paired seamlessly with modern coastal luxury. Set on 1.3 acres with 175 feet of shoreline, the home captures sweeping, unobstructed views of Eastern Bay from every room. Reclaimed pine floors, four original brick wood-burning fireplaces, and pocket doors preserve its historic soul, while thoughtful expansion and design elevate it for today’s lifestyle. The waterside chef’s kitchen flows effortlessly into the family room, creating an inviting gathering space where walls of glass frame panoramic water views. Whether hosting sunset dinners or enjoying a quiet morning coffee, the Bay is always center stage. Upstairs, five spacious bedrooms include a generous primary suite retreat. Four fully renovated designer baths, including heated floors in the primary, blend timeless finishes with refined comfort. A stylish main-level powder room completes the interior. Outside is where the Chesapeake lifestyle truly unfolds. A private 150-foot pier with 8,000-lb boat lift and sun deck invites spontaneous cruises and long summer days on the water. The bulkheaded shoreline with riprap provides both protection and natural beauty. A 30’ x 26’ waterside paver patio and fire pit create the perfect setting for sunset gatherings overlooking the Bay, all surrounded by expansive lawns and mature trees that offer privacy and serenity. Additional features include a 26’ x 44’ detached garage with EV charging, workshop and boat storage, partially finished conditioned basement, dual geothermal heat pumps (5 zones), a 20KW generator, and an owned 1,000-gallon buried propane tank. This is more than a historic home. It is a true Chesapeake Bay legacy property, where boating, entertaining, and panoramic views become part of everyday life. Experience waterfront living the way it was meant to be.

122 Queen Anne Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: KW Greater West Chester.

$1,890,000

Welcome to “This is Wye”! Set on a spectacular elevated lot overlooking the Wye River, this Exceptional property captures breathtaking views of both the river and Wye Island. This beautifully designed one-level residence offers 3 bedrooms and 3.5 baths, delivering effortless waterfront living with a refined, thoughtful layout. Completely renovated in 2018 and enhanced with ongoing updates through 2026, the home features hardwood flooring throughout, along with abundant windows and skylights that fill the interiors with natural light and showcase expansive water views from nearly every room. The renovated gourmet eat-in kitchen is both stylish and functional, equipped with top-of-the-line appliances, a generous center island, convenient mudroom, and seamless flow into the main living spaces. The living room opens naturally to the dining area and is anchored by a wood-burning stove insert, creating a warm and inviting focal point. A separate yet connected family room provides additional gathering space, and both rooms feature sliding glass doors that lead to the waterside patio, pool, and deck—ideal for indoor-outdoor living. The primary suite is a private retreat, set in its own wing and thoughtfully appointed with dual walk-in closets and two en suite baths. One bath features a double-sink vanity, soaking tub, and glass-enclosed shower, while the second offers a single-sink vanity and glass-enclosed shower. Two additional bedrooms share a well-designed Jack-and-Jill bath, and a charming powder room completes the interior. Outdoors, the property is equally impressive, with a waterside gunite pool, expansive decking, and approximately 450 feet of bulkheaded shoreline. The new protected pier offers 5+'MLW and includes a lift, three slips, and a floating dock, making it ideal for boating enthusiasts. A detached, oversized garage, connected by a breezeway, includes a spacious office and workshop, while two additional storage sheds provide ample space for equipment and tools. Mature landscaping, trees, and extensive hardscaping create a private, picturesque setting. Recent improvements include the renovated kitchen and baths, refurbished pool, Andersen windows and doors, encapsulated crawlspace, generator, and tankless water heater and so much more—offering a truly turnkey waterfront lifestyle.

3 Beds ⋅ 4 Baths

Welcome to “This is Wye”! Set on a spectacular elevated lot overlooking the Wye River, this Exceptional property captures breathtaking views of both the river and Wye Island. This beautifully designed one-level residence offers 3 bedrooms and 3.5 baths, delivering effortless waterfront living with a refined, thoughtful layout. Completely renovated in 2018 and enhanced with ongoing updates through 2026, the home features hardwood flooring throughout, along with abundant windows and skylights that fill the interiors with natural light and showcase expansive water views from nearly every room. The renovated gourmet eat-in kitchen is both stylish and functional, equipped with top-of-the-line appliances, a generous center island, convenient mudroom, and seamless flow into the main living spaces. The living room opens naturally to the dining area and is anchored by a wood-burning stove insert, creating a warm and inviting focal point. A separate yet connected family room provides additional gathering space, and both rooms feature sliding glass doors that lead to the waterside patio, pool, and deck—ideal for indoor-outdoor living. The primary suite is a private retreat, set in its own wing and thoughtfully appointed with dual walk-in closets and two en suite baths. One bath features a double-sink vanity, soaking tub, and glass-enclosed shower, while the second offers a single-sink vanity and glass-enclosed shower. Two additional bedrooms share a well-designed Jack-and-Jill bath, and a charming powder room completes the interior. Outdoors, the property is equally impressive, with a waterside gunite pool, expansive decking, and approximately 450 feet of bulkheaded shoreline. The new protected pier offers 5+'MLW and includes a lift, three slips, and a floating dock, making it ideal for boating enthusiasts. A detached, oversized garage, connected by a breezeway, includes a spacious office and workshop, while two additional storage sheds provide ample space for equipment and tools. Mature landscaping, trees, and extensive hardscaping create a private, picturesque setting. Recent improvements include the renovated kitchen and baths, refurbished pool, Andersen windows and doors, encapsulated crawlspace, generator, and tankless water heater and so much more—offering a truly turnkey waterfront lifestyle.

416 Cove Rd, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$1,875,000

Imagine waking up to breathtaking sunrises over Eastern Bay and the Wye River at 133 Kilby Point Road, a stunning waterfront retreat nestled within the private community of Kilby Point at the tip of Bennett Point. This beautifully renovated 4-bedroom, 2.5-bath residence boasts approximately 3,156 sq. ft. of living space, perfectly blending timeless elegance with modern comforts. Please do not venture down without an appointment - this is a private point - thank you . As you step inside, you'll be greeted by the warmth of Provenza engineered hardwood floors, a custom solid wood entry door, and big views that frame the captivating water views steps away. The fully renovated chef's kitchen is a culinary dream, featuring quartz countertops, stainless steel appliances, dual wall ovens, and 6-burner gas range that's sure to delight even the most discerning cooks. Imagine sipping your morning coffee or enjoying a glass of wine while cooking up a storm, with the serene water views as your backdrop. The main level's open layout seamlessly connects the dining room, living areas, and kitchen, creating an ideal space for entertaining and making memories with family and friends. The intimate porch off the dining room is the perfect spot to enjoy a quiet morning or a sunset cocktail, with the water views providing a serene atmosphere. Upstairs, the primary suite is a tranquil retreat, complete with a newly built Duradeck balcony (2025) that offers panoramic views of the surrounding waters. The additional three bedrooms, all with water-facing windows, and a renovated hall full bath make this level the perfect haven for family and guests. The true magic happens outdoors, where the nearly 5-acre property unfolds into a stunning oasis. The heated saltwater pool (2021) is the perfect spot for pool parties and relaxation, surrounded by patios for lounging and landscaped grounds. There are so many more opportunities to add gardens, pergolas, chicken coop and more. As you gaze out across the water in multiple directions, you'll be treated to picturesque views of a lighthouse and a charming old-time windmill, views of the boats sailing to St. Michaels, adding to the property's natural beauty. And, if you're lucky, you might even catch a glimpse of the two resident white swans on the pond and 2 bald eagles perched on the lighthouse that call the property home, or gliding effortlessly across the water. Imagine hosting unforgettable gatherings, with an extra pool enclosure that can be easily converted into a vibrant pool club room or outdoor kitchen. The fireplace is already there. The possibilities are endless, from sunset soirees to family reunions, weddings, and the serene water views provide a breathtaking backdrop for any celebration. As a resident of Kilby Point, you'll enjoy a 1-mile waterfront walking/golf cart path, and a pier/dock, 1 available boat slip (not deeded, subject to availability). The property's convenient location, to Route50 and the Bay Bridge, makes it easy to explore Annapolis, Washington, D.C., and the charming destinations on Maryland's Eastern Shore, Easton, St Micheals, Oxford and more. This is a rare opportunity to own such a unique waterfront retreat with extensive upgrades, captivating views, and endless possibilities for entertainment and relaxation. Come make your memories today.

4 Beds ⋅ 3 Baths

Imagine waking up to breathtaking sunrises over Eastern Bay and the Wye River at 133 Kilby Point Road, a stunning waterfront retreat nestled within the private community of Kilby Point at the tip of Bennett Point. This beautifully renovated 4-bedroom, 2.5-bath residence boasts approximately 3,156 sq. ft. of living space, perfectly blending timeless elegance with modern comforts. Please do not venture down without an appointment - this is a private point - thank you . As you step inside, you'll be greeted by the warmth of Provenza engineered hardwood floors, a custom solid wood entry door, and big views that frame the captivating water views steps away. The fully renovated chef's kitchen is a culinary dream, featuring quartz countertops, stainless steel appliances, dual wall ovens, and 6-burner gas range that's sure to delight even the most discerning cooks. Imagine sipping your morning coffee or enjoying a glass of wine while cooking up a storm, with the serene water views as your backdrop. The main level's open layout seamlessly connects the dining room, living areas, and kitchen, creating an ideal space for entertaining and making memories with family and friends. The intimate porch off the dining room is the perfect spot to enjoy a quiet morning or a sunset cocktail, with the water views providing a serene atmosphere. Upstairs, the primary suite is a tranquil retreat, complete with a newly built Duradeck balcony (2025) that offers panoramic views of the surrounding waters. The additional three bedrooms, all with water-facing windows, and a renovated hall full bath make this level the perfect haven for family and guests. The true magic happens outdoors, where the nearly 5-acre property unfolds into a stunning oasis. The heated saltwater pool (2021) is the perfect spot for pool parties and relaxation, surrounded by patios for lounging and landscaped grounds. There are so many more opportunities to add gardens, pergolas, chicken coop and more. As you gaze out across the water in multiple directions, you'll be treated to picturesque views of a lighthouse and a charming old-time windmill, views of the boats sailing to St. Michaels, adding to the property's natural beauty. And, if you're lucky, you might even catch a glimpse of the two resident white swans on the pond and 2 bald eagles perched on the lighthouse that call the property home, or gliding effortlessly across the water. Imagine hosting unforgettable gatherings, with an extra pool enclosure that can be easily converted into a vibrant pool club room or outdoor kitchen. The fireplace is already there. The possibilities are endless, from sunset soirees to family reunions, weddings, and the serene water views provide a breathtaking backdrop for any celebration. As a resident of Kilby Point, you'll enjoy a 1-mile waterfront walking/golf cart path, and a pier/dock, 1 available boat slip (not deeded, subject to availability). The property's convenient location, to Route50 and the Bay Bridge, makes it easy to explore Annapolis, Washington, D.C., and the charming destinations on Maryland's Eastern Shore, Easton, St Micheals, Oxford and more. This is a rare opportunity to own such a unique waterfront retreat with extensive upgrades, captivating views, and endless possibilities for entertainment and relaxation. Come make your memories today.

133 Kilby Pt, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: RLAH @properties.

$1,860,000

Not Your Average Coastal Home—A Masterpiece of Modern Waterfront Living Welcome to a residence that redefines coastal contemporary living custom-designed and meticulously crafted home that blends high performance, energy efficiency, and timeless design with the natural beauty of the Chesapeake Bay. This is not your standard builder’s special—this is a bespoke sanctuary where quality, comfort, and innovation converge. From the moment you step inside, you’re greeted by an open-concept floor plan that invites the outdoors in. Expansive windows frame breathtaking panoramic water views, while the interior showcases premium finishes—including high-gloss laminate cabinetry, quartz countertops, large-format porcelain tile flooring, and a suite of top-tier stainless steel appliances. Every element has been chosen to enhance both form and function. The heart of the home is the gourmet kitchen, where culinary inspiration meets architectural elegance. Flowing seamlessly into the living and dining areas, this space is perfect for entertaining or simply enjoying daily life with the stunning Bay as your backdrop. Step outside to an outdoor paradise designed for both entertaining and unwinding. The expansive exterior features composite decking, an outdoor kitchen with concrete countertops, a built-in grill, griddle cooktop, sink, and cooler. Take a dip in the sunken heated swim spa with hydrotherapy jets or soak up the sun on the attached deck. Extensive screened porch with Ipe wood cladding and outdoor TV hookup offers yet another refined space to relax or host guests and extend living spaces. Durability and beauty combine in every detail—from the fiber-cement siding with rain-screen mounting, to the standing seam metal roof and stainless-steel cable railings accented with Ipe wood both inside and out. This home is as strong as it is stunning. Inside, the thoughtful layout includes a first-floor bedroom, custom wood vanity, and a second-level suite with walk-in closet and adjacent living/working loft that overlooks the dramatic double-height living room. A connected accessory dwelling with private access offers its own kitchenette, living area, and water views—perfect for guests, in-laws, or a flexible studio space. The lifestyle continues beyond the home walls. Enjoy a large, fenced garden with fruit trees and raised beds, an outdoor shower, and your very own private beach access. A renovated 290-foot stone revetment of rip rap ensures peace of mind and lasting shoreline integrity, while the lush Zoysia turf and curated landscaping enhance the home’s natural elegance. Every day here feels like a retreat—from the gentle sound of waves in the morning to watching cruise ships pass by in the golden hour and relaxing in your spa during the sunset or under the stars. Whether you're hosting a soirée or seeking solitude, this waterfront gem is more than a home—it’s a way of life. Welcome to your new sanctuary on the Bay.

3 Beds ⋅ 3 Baths

Not Your Average Coastal Home—A Masterpiece of Modern Waterfront Living Welcome to a residence that redefines coastal contemporary living custom-designed and meticulously crafted home that blends high performance, energy efficiency, and timeless design with the natural beauty of the Chesapeake Bay. This is not your standard builder’s special—this is a bespoke sanctuary where quality, comfort, and innovation converge. From the moment you step inside, you’re greeted by an open-concept floor plan that invites the outdoors in. Expansive windows frame breathtaking panoramic water views, while the interior showcases premium finishes—including high-gloss laminate cabinetry, quartz countertops, large-format porcelain tile flooring, and a suite of top-tier stainless steel appliances. Every element has been chosen to enhance both form and function. The heart of the home is the gourmet kitchen, where culinary inspiration meets architectural elegance. Flowing seamlessly into the living and dining areas, this space is perfect for entertaining or simply enjoying daily life with the stunning Bay as your backdrop. Step outside to an outdoor paradise designed for both entertaining and unwinding. The expansive exterior features composite decking, an outdoor kitchen with concrete countertops, a built-in grill, griddle cooktop, sink, and cooler. Take a dip in the sunken heated swim spa with hydrotherapy jets or soak up the sun on the attached deck. Extensive screened porch with Ipe wood cladding and outdoor TV hookup offers yet another refined space to relax or host guests and extend living spaces. Durability and beauty combine in every detail—from the fiber-cement siding with rain-screen mounting, to the standing seam metal roof and stainless-steel cable railings accented with Ipe wood both inside and out. This home is as strong as it is stunning. Inside, the thoughtful layout includes a first-floor bedroom, custom wood vanity, and a second-level suite with walk-in closet and adjacent living/working loft that overlooks the dramatic double-height living room. A connected accessory dwelling with private access offers its own kitchenette, living area, and water views—perfect for guests, in-laws, or a flexible studio space. The lifestyle continues beyond the home walls. Enjoy a large, fenced garden with fruit trees and raised beds, an outdoor shower, and your very own private beach access. A renovated 290-foot stone revetment of rip rap ensures peace of mind and lasting shoreline integrity, while the lush Zoysia turf and curated landscaping enhance the home’s natural elegance. Every day here feels like a retreat—from the gentle sound of waves in the morning to watching cruise ships pass by in the golden hour and relaxing in your spa during the sunset or under the stars. Whether you're hosting a soirée or seeking solitude, this waterfront gem is more than a home—it’s a way of life. Welcome to your new sanctuary on the Bay.

102 Chesapeake Bay Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

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How much is your home worth?