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This stunning, truly one of a kind coastal-style home in Gibsons Grant offers a perfect blend of comfort and community. With a total of 4 spacious bedrooms and 3.5 baths (1 bed and bath is over garage), the open floor plan invites natural light, showcasing a modern kitchen with an island and a dining area and cozy living room. The main level primary suite features a luxurious bath and walk-in closet, ensuring it is truly a retreat. The upper level on the main house features two bedrooms, 1 full bath and a large family room and game room that leads to a covered balcony. Set on a generous corner lot of 0.22 acres, enjoy outdoor living on the balcony, covered porch, or patio, perfect for gatherings or quiet evenings. Three season room joins to FROG extending living area making FROG accessible without going outside. The community amenities include a refreshing outdoor pool, fitness center, pier, kayak rack and launch, playground and scenic jog/walk paths that connect to the Cross Island Trail, fostering an active lifestyle. Located near the Chester River, residents can appreciate the beauty of nature while being just minutes from local parks and top-rated schools. Experience the warmth of community living in a home that truly feels like a sanctuary. Take comfort knowing property had a thorough Pre Home Sale Inspection and is completely turnkey!

102 Carriage Heath, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lot‑and‑a‑half setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary en‑suite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chef’s Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out drawers along with Hardwood floors add timeless charm throughout. Downstairs, the cozy Family Room becomes the perfect gathering spot with its Wood‑burning stove, custom Wainscoting and a Quartz ledge that frames the Water Views like Artwork. Additional highlights include Custom Closets, Recessed Lighting, Ceiling Fans and a spacious Laundry Room. Updated white Vinyl Board-and-Batten Siding with cylinder lighting create a mesmerizing view as you come home by boat or walking back to the house from a night on the Pier! New high‑end black "Marvin" Casement windows fill the home with natural light, while a New Trane HVAC System keeps everything comfortable year‑round. Step outside and you’ll find a wraparound Teak Deck overlooking the Water, an ideal place for morning coffee, evening wine and enjoying all of those Crab Feasts! The yard is a Gardener’s delight, with mature Cherry Blossoms, a Fig Tree, a White Peach Tree, raised Garden Beds and Grapevines draped over an Italian‑inspired Arbor. Three outdoor Sheds and a Dock Box provide plenty of storage for tools, gardening and waterfront gear. The 130' Pier with L-Deck is ready for your adventures, complete with Copper capped Pilings, High Speed Boat Lift, Jet Ski/SUP/small boat Lift, Swim Ladder and Lighting Stations with water and electricity! Whether you love Crabbing, Fishing, Boating, or simply watching the River drift by, this property brings Waterfront Living to Life! Osprey, Blue Heron, Green Heron, Bald Eagles, Purple Martins, Dolphins, Buffleheads, Mallards, Rockfish, Blue Crabs and many more Wildlife will keep you entertained throughout the Seasons! The Chester River Beach Community adds to the charm with events like a 4th of July Parade, Chili cook‑off, Easter Egg Hunt, Santa visits, Holiday Lights contest, Halloween festivities and Movie nights in the Park! You’re also just a short Boat ride to the Narrows for Waterfront Dining, Rock Hall for your crab feasts and St. Michaels for all the shopping and Maritime fun! Take a quick bike ride, walk or run to the Kent Island Cross Trail and an easy drive to local Restaurants, Boutiques, Parks, Beaches and Marinas. A turnkey Waterfront haven with deep water, sweeping panoramic views and thoughtful upgrades throughout... this is the Waterfront Lifestyle you’ve been Dreaming of!

$965,000

4 Beds ⋅ 2 Baths

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lot‑and‑a‑half setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary en‑suite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chef’s Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out drawers along with Hardwood floors add timeless charm throughout. Downstairs, the cozy Family Room becomes the perfect gathering spot with its Wood‑burning stove, custom Wainscoting and a Quartz ledge that frames the Water Views like Artwork. Additional highlights include Custom Closets, Recessed Lighting, Ceiling Fans and a spacious Laundry Room. Updated white Vinyl Board-and-Batten Siding with cylinder lighting create a mesmerizing view as you come home by boat or walking back to the house from a night on the Pier! New high‑end black "Marvin" Casement windows fill the home with natural light, while a New Trane HVAC System keeps everything comfortable year‑round. Step outside and you’ll find a wraparound Teak Deck overlooking the Water, an ideal place for morning coffee, evening wine and enjoying all of those Crab Feasts! The yard is a Gardener’s delight, with mature Cherry Blossoms, a Fig Tree, a White Peach Tree, raised Garden Beds and Grapevines draped over an Italian‑inspired Arbor. Three outdoor Sheds and a Dock Box provide plenty of storage for tools, gardening and waterfront gear. The 130' Pier with L-Deck is ready for your adventures, complete with Copper capped Pilings, High Speed Boat Lift, Jet Ski/SUP/small boat Lift, Swim Ladder and Lighting Stations with water and electricity! Whether you love Crabbing, Fishing, Boating, or simply watching the River drift by, this property brings Waterfront Living to Life! Osprey, Blue Heron, Green Heron, Bald Eagles, Purple Martins, Dolphins, Buffleheads, Mallards, Rockfish, Blue Crabs and many more Wildlife will keep you entertained throughout the Seasons! The Chester River Beach Community adds to the charm with events like a 4th of July Parade, Chili cook‑off, Easter Egg Hunt, Santa visits, Holiday Lights contest, Halloween festivities and Movie nights in the Park! You’re also just a short Boat ride to the Narrows for Waterfront Dining, Rock Hall for your crab feasts and St. Michaels for all the shopping and Maritime fun! Take a quick bike ride, walk or run to the Kent Island Cross Trail and an easy drive to local Restaurants, Boutiques, Parks, Beaches and Marinas. A turnkey Waterfront haven with deep water, sweeping panoramic views and thoughtful upgrades throughout... this is the Waterfront Lifestyle you’ve been Dreaming of!

816 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Realty Group.

$960,000

Stevensville - This large homestead features 4,012 sq feet on .69 of an acre. The first floor features formal living and dining rooms, but an exceptional huge country kitchen for all of your entertaining needs. The first floor features a primary bedroom and of course the screen in porch and wrap around porch is a must have! Large rooms and spacious bedrooms upstairs as well as laundry on both levels. Extra storage space with two walking closets upstairs. Call today for your showing appointment.

Stevensville - This large homestead features 4,012 sq feet on .69 of an acre. The first floor features formal living and dining rooms, but an exceptional huge country kitchen for all of your entertaining needs. The first floor features a primary bedroom and of course the screen in porch and wrap around porch is a must have! Large rooms and spacious bedrooms upstairs as well as laundry on both levels. Extra storage space with two walking closets upstairs. Call today for your showing appointment.

432 Love Point Rd, Stevensville

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

Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcoming—an ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level office offers flexibility to suit your needs—whether as a productive workspace, cozy den, or guest bedroom. The addition of a new full bath with a walk-in shower enhances both its convenience and functionality. Upstairs, the gracious primary serves as a private retreat that is complemented by an equally gracious primary bath featuring a soaking tub, walk-in shower, double vanities, and a generous walk-in closet. Outdoor living is equally enticing. A Trex deck and screened porch create inviting spaces to relax or entertain while enjoying the peaceful nature views. And just beyond the lawn, a private pier awaits—perfect for quiet mornings on the water, spontaneous kayak adventures, or evenings spent watching the sky change colors. Located in the waterfront community of Prospect Bay, offering resort-style amenities—including golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant—this remarkable property captures the very best of Chesapeake living in a serene, nature filled setting.

$955,000

Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcoming—an ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level office offers flexibility to suit your needs—whether as a productive workspace, cozy den, or guest bedroom. The addition of a new full bath with a walk-in shower enhances both its convenience and functionality. Upstairs, the gracious primary serves as a private retreat that is complemented by an equally gracious primary bath featuring a soaking tub, walk-in shower, double vanities, and a generous walk-in closet. Outdoor living is equally enticing. A Trex deck and screened porch create inviting spaces to relax or entertain while enjoying the peaceful nature views. And just beyond the lawn, a private pier awaits—perfect for quiet mornings on the water, spontaneous kayak adventures, or evenings spent watching the sky change colors. Located in the waterfront community of Prospect Bay, offering resort-style amenities—including golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant—this remarkable property captures the very best of Chesapeake living in a serene, nature filled setting.

26 Greenwood Shls, Grasonville

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

The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, elegant pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive finish. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 and the loft for added comfort. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat designed for everyday ease. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

$950,000

The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, elegant pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive finish. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 and the loft for added comfort. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat designed for everyday ease. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

123 Flycatcher Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Real Broker, LLC.

$940,000

Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in beverage cooler. The open-concept layout seamlessly connects the kitchen to the living space, with a mesmerizing wall of oversized windows that offer breathtaking views of the expansive waterfront and private pier. Convenience is a priority in this home, with a three-car pull-through garage and a pier equipped with boat lift as well as dual Jetski lift for easy access to the water. Outdoor enjoyment is a given, with two waterfront decks, a screened-in patio, and a private en-suite deck for moments of relaxation. Privacy and the feeling of island-style living are abundant here. Located in the heart of Kent Island, this property provides effortless access to luxury dining options, waterfront restaurants, lively dock bars, and island-style entertainment. All while, being just 2 miles away from the Chesapeake Bay Bridge means seamless travel by land or sea. Welcome to your dream home, here on Kent Island where tranquility and luxury converge with Maryland's Eastern Shore and the Chesapeake Bay.

5 Beds ⋅ 4 Baths

Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in beverage cooler. The open-concept layout seamlessly connects the kitchen to the living space, with a mesmerizing wall of oversized windows that offer breathtaking views of the expansive waterfront and private pier. Convenience is a priority in this home, with a three-car pull-through garage and a pier equipped with boat lift as well as dual Jetski lift for easy access to the water. Outdoor enjoyment is a given, with two waterfront decks, a screened-in patio, and a private en-suite deck for moments of relaxation. Privacy and the feeling of island-style living are abundant here. Located in the heart of Kent Island, this property provides effortless access to luxury dining options, waterfront restaurants, lively dock bars, and island-style entertainment. All while, being just 2 miles away from the Chesapeake Bay Bridge means seamless travel by land or sea. Welcome to your dream home, here on Kent Island where tranquility and luxury converge with Maryland's Eastern Shore and the Chesapeake Bay.

2702 Sherman Dr, Chester

Listing courtesy of Samson Properties. Contact:

Welcome to the Tuscaloosa, a spacious and thoughtfully designed home offering 5 bedrooms, 4.5 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home delivers the perfect combination of comfort, functionality, and modern design. The main living area features a cozy fireplace with mantel and hearth, creating a warm focal point for gathering. A dedicated home office provides a quiet and productive workspace, while the screened patio extends the living area outdoors—perfect for relaxing or entertaining. Practical touches such as a utility sink add convenience to everyday living. The kitchen is designed for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz countertops are also featured in the primary bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, extra suite, primary suite, and loft. Tile flooring is featured in the full baths and laundry room, while carpet provides comfort in bedrooms 3, 4, and 5. The primary bath offers a spa-like retreat with a freestanding tub, a walk-in shower with seat and handheld shower wand, and a double-sink vanity. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

$937,990

5 Beds ⋅ 5 Baths

Welcome to the Tuscaloosa, a spacious and thoughtfully designed home offering 5 bedrooms, 4.5 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home delivers the perfect combination of comfort, functionality, and modern design. The main living area features a cozy fireplace with mantel and hearth, creating a warm focal point for gathering. A dedicated home office provides a quiet and productive workspace, while the screened patio extends the living area outdoors—perfect for relaxing or entertaining. Practical touches such as a utility sink add convenience to everyday living. The kitchen is designed for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz countertops are also featured in the primary bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, extra suite, primary suite, and loft. Tile flooring is featured in the full baths and laundry room, while carpet provides comfort in bedrooms 3, 4, and 5. The primary bath offers a spa-like retreat with a freestanding tub, a walk-in shower with seat and handheld shower wand, and a double-sink vanity. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

121 Kinglet Ct, Chester

Listing courtesy of KOVO Realty. Contact:

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

$925,000

New construction that must be seen to be fully appreciated!

New construction that must be seen to be fully appreciated!

307 Columbia Ln, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Coldwell Banker Realty.

$925,000

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

132 Kestrel Ln, Chester

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$924,990

Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a private retreat. The kitchen is both stylish and functional, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a private retreat. The kitchen is both stylish and functional, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3041, Chester

Listing courtesy of KOVO Realty. Contact:

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

$919,990

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

540 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

$900,000

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

2613 Cecil Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: EXP Realty, LLC.

$895,000

Welcome to Southwind, one of Kent Island's most desirable waterfront communities, where peaceful surroundings and an exceptional lifestyle come together. Perfectly positioned on 1.22 beautifully landscaped acres with water views, this inviting single-level home offers the comfort, space, and amenities you've been searching for. Inside, you'll find three spacious bedrooms and three beautifully updated full baths, creating a home that is both stylish and comfortable. Freshly painted throughout, with newly refinished hardwood floors and plush new carpeting in the bedrooms, every room feels bright, fresh, and move-in ready. The heart of the home is the welcoming kitchen, featuring gleaming granite countertops, crisp white cabinetry, a generous pantry with charming French doors, peninsula seating for casual meals and conversation, a vaulted breakfast area with a dramatic palladium window showcasing beautiful water views, and brand-new stainless steel range and refrigerator. Whether you're preparing dinner or gathering with family and friends, this space is designed to bring everyone together. The adjoining family room is warm and inviting, centered around a cozy propane fireplace and accented by custom built-in bookshelves that add both charm and functionality. A sliding glass door opens directly to the slate patio, creating an effortless connection between indoor and outdoor living. Just off the main living area, the light-filled dining room is surrounded by large windows that frame lovely water views, creating the perfect backdrop for everyday meals and special occasions. A versatile bonus sunroom offers even more living space and can easily serve as a cozy den, home office, or additional bedroom to fit your needs. Step outside to enjoy the fenced backyard and slate patio, where a remote-operated awning provides welcome shade at the touch of a button, making it the perfect spot for morning coffee, evening sunsets, or weekend barbecues. Car enthusiasts, hobbyists, and those needing extra space will appreciate the oversized four-car garage. Above, an expansive unfinished area offers endless possibilities. Already plumbed for a future bath, it's ready to become a guest suite, home office, recreation room, or whatever your imagination inspires. Energy efficiency is another standout feature, with owned solar panels and two Tesla Powerwall storage batteries helping to keep utility costs remarkably low while providing added peace of mind. Living in Southwind means more than owning a beautiful home—it's embracing a waterfront lifestyle. Residents enjoy access to the community boat launch, waterfront clubhouse, boat storage lot, pickleball and tennis courts, and scenic nature trail along the water. Whether you're launching your boat for a day on the Chesapeake Bay, enjoying an evening stroll by the shoreline, or simply relaxing at home while taking in the tranquil water views, this property offers the perfect blend of comfort, community, and coastal living.

Welcome to Southwind, one of Kent Island's most desirable waterfront communities, where peaceful surroundings and an exceptional lifestyle come together. Perfectly positioned on 1.22 beautifully landscaped acres with water views, this inviting single-level home offers the comfort, space, and amenities you've been searching for. Inside, you'll find three spacious bedrooms and three beautifully updated full baths, creating a home that is both stylish and comfortable. Freshly painted throughout, with newly refinished hardwood floors and plush new carpeting in the bedrooms, every room feels bright, fresh, and move-in ready. The heart of the home is the welcoming kitchen, featuring gleaming granite countertops, crisp white cabinetry, a generous pantry with charming French doors, peninsula seating for casual meals and conversation, a vaulted breakfast area with a dramatic palladium window showcasing beautiful water views, and brand-new stainless steel range and refrigerator. Whether you're preparing dinner or gathering with family and friends, this space is designed to bring everyone together. The adjoining family room is warm and inviting, centered around a cozy propane fireplace and accented by custom built-in bookshelves that add both charm and functionality. A sliding glass door opens directly to the slate patio, creating an effortless connection between indoor and outdoor living. Just off the main living area, the light-filled dining room is surrounded by large windows that frame lovely water views, creating the perfect backdrop for everyday meals and special occasions. A versatile bonus sunroom offers even more living space and can easily serve as a cozy den, home office, or additional bedroom to fit your needs. Step outside to enjoy the fenced backyard and slate patio, where a remote-operated awning provides welcome shade at the touch of a button, making it the perfect spot for morning coffee, evening sunsets, or weekend barbecues. Car enthusiasts, hobbyists, and those needing extra space will appreciate the oversized four-car garage. Above, an expansive unfinished area offers endless possibilities. Already plumbed for a future bath, it's ready to become a guest suite, home office, recreation room, or whatever your imagination inspires. Energy efficiency is another standout feature, with owned solar panels and two Tesla Powerwall storage batteries helping to keep utility costs remarkably low while providing added peace of mind. Living in Southwind means more than owning a beautiful home—it's embracing a waterfront lifestyle. Residents enjoy access to the community boat launch, waterfront clubhouse, boat storage lot, pickleball and tennis courts, and scenic nature trail along the water. Whether you're launching your boat for a day on the Chesapeake Bay, enjoying an evening stroll by the shoreline, or simply relaxing at home while taking in the tranquil water views, this property offers the perfect blend of comfort, community, and coastal living.

2810 Harvest Ct, Chester

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Selling Office: Redfin Corp.

$890,000

New Construction to be Complete Summer of 2026

New Construction to be Complete Summer of 2026

208 Thicket Ct, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$884,990

The Severn combines an open floorplan with thoughtful design elements, with a projected settlement date of November 2026. Designed for comfortable and modern living, this home features 3 bedrooms, 2.5 baths, and a 1-car garage. The owner’s suite includes a sitting room, large walk-in closets, and a spa-inspired bath with a shower featuring a seat and handheld shower wand, double sinks, and quartz countertops. The living area is anchored by an electric fireplace, while a dry bar adds both functionality and style for entertaining. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, complemented by quartz countertops for a polished and practical space. Laminate flooring flows throughout the home, with tile in the two full baths for added durability. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

The Severn combines an open floorplan with thoughtful design elements, with a projected settlement date of November 2026. Designed for comfortable and modern living, this home features 3 bedrooms, 2.5 baths, and a 1-car garage. The owner’s suite includes a sitting room, large walk-in closets, and a spa-inspired bath with a shower featuring a seat and handheld shower wand, double sinks, and quartz countertops. The living area is anchored by an electric fireplace, while a dry bar adds both functionality and style for entertaining. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, complemented by quartz countertops for a polished and practical space. Laminate flooring flows throughout the home, with tile in the two full baths for added durability. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3034, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Non Subscribing Office.

$880,000

Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

5 Beds ⋅ 4 Baths

Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

203 Riverside Dr, Chester

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

Selling Office: RE/MAX Executive.

$880,000

The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor–outdoor living. Elevated design moments—such as feature walls, ceiling beams, and barn doors—bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired kitchen showcases a Café range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, stylish pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a cohesive, upscale look. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 for added warmth. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a comfortable and functional retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

2 Beds ⋅ 2 Baths

The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor–outdoor living. Elevated design moments—such as feature walls, ceiling beams, and barn doors—bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired kitchen showcases a Café range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, stylish pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a cohesive, upscale look. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 for added warmth. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a comfortable and functional retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

127 Flycatcher Way, Chester

Listing courtesy of KOVO Realty. Contact:

The Severn, located on Lot 2424, is scheduled for a August 2026 settlement and offers a well-designed layout with 3 bedrooms, 2.5 baths, and a 1-car garage—perfect for low-maintenance living without sacrificing style. This home features a welcoming electric fireplace, a convenient dry bar for entertaining, and a dedicated storage room to keep everything organized. The kitchen is thoughtfully equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all paired with sleek quartz countertops. Throughout the home, LVP flooring provides durability and a cohesive look, with tile flooring in both full baths. The primary bath offers a relaxing retreat with a walk-in shower featuring a seat and handheld shower wand, dual sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

$875,000

The Severn, located on Lot 2424, is scheduled for a August 2026 settlement and offers a well-designed layout with 3 bedrooms, 2.5 baths, and a 1-car garage—perfect for low-maintenance living without sacrificing style. This home features a welcoming electric fireplace, a convenient dry bar for entertaining, and a dedicated storage room to keep everything organized. The kitchen is thoughtfully equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all paired with sleek quartz countertops. Throughout the home, LVP flooring provides durability and a cohesive look, with tile flooring in both full baths. The primary bath offers a relaxing retreat with a walk-in shower featuring a seat and handheld shower wand, dual sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit 2424, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: RE/MAX Executive.

$869,900

Experience refined coastal living at 122 N. Lake Drive—a nearly new waterfront residence nestled along the tranquil waters of Carter Creek in Stevensville’s sought-after Tower Gardens community. With exclusive community beach access, a private boat launch, and close proximity to Romancoke Fishing Pier, this home is perfectly positioned to embrace the best of Eastern Shore living. Spanning over 2,200 square feet, this thoughtfully designed 3-bedroom, 2.5-bath home blends modern elegance with everyday functionality. The main level welcomes you with a spacious family room, a gourmet kitchen featuring quartz countertops and stainless steel appliances, a dining area, half bath, laundry room, and mud room. The open-concept layout is anchored by a stunning quartz chef’s kitchen with an oversized island, ideal for both intimate gatherings and entertaining. Rich hardwood flooring enhances the main living spaces and continues into the serene primary suite. Upstairs, you’ll find a convenient second family room, an exquisite primary suite with a large walk-in closet and beautifully appointed en-suite bath, along with two additional bedrooms and a full bathroom—offering space and flexibility for family or guests. Step outside to enjoy peaceful waterfront views of Carter Creek from your backyard. Whether paddle boarding, canoeing, or kayaking, you can fully embrace your own private waterfront retreat. Relax on the rear deck or unwind on the charming front porch, all set on a generous .44-acre homesite offering space, privacy, and lifestyle. A truly exceptional opportunity to own a turn-key waterfront home in one of Stevensville’s most desirable communities—with no flood insurance required.

Experience refined coastal living at 122 N. Lake Drive—a nearly new waterfront residence nestled along the tranquil waters of Carter Creek in Stevensville’s sought-after Tower Gardens community. With exclusive community beach access, a private boat launch, and close proximity to Romancoke Fishing Pier, this home is perfectly positioned to embrace the best of Eastern Shore living. Spanning over 2,200 square feet, this thoughtfully designed 3-bedroom, 2.5-bath home blends modern elegance with everyday functionality. The main level welcomes you with a spacious family room, a gourmet kitchen featuring quartz countertops and stainless steel appliances, a dining area, half bath, laundry room, and mud room. The open-concept layout is anchored by a stunning quartz chef’s kitchen with an oversized island, ideal for both intimate gatherings and entertaining. Rich hardwood flooring enhances the main living spaces and continues into the serene primary suite. Upstairs, you’ll find a convenient second family room, an exquisite primary suite with a large walk-in closet and beautifully appointed en-suite bath, along with two additional bedrooms and a full bathroom—offering space and flexibility for family or guests. Step outside to enjoy peaceful waterfront views of Carter Creek from your backyard. Whether paddle boarding, canoeing, or kayaking, you can fully embrace your own private waterfront retreat. Relax on the rear deck or unwind on the charming front porch, all set on a generous .44-acre homesite offering space, privacy, and lifestyle. A truly exceptional opportunity to own a turn-key waterfront home in one of Stevensville’s most desirable communities—with no flood insurance required.

122 N Lake Dr, Stevensville

Listing courtesy of Compass. Contact:

New Construction in Willow Branch Community - Only 5 Lots Left! Build your dream home with Mike's Custom Homes in the sought after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftmanship, and modern finishes, these homes offer the best of the Eastern Shore living. Don't miss this opportunity to build in a prime location with easy access to local amenities, schools and major routes. Secure your lot today - contact us for more details! **Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply.

$865,000

New Construction in Willow Branch Community - Only 5 Lots Left! Build your dream home with Mike's Custom Homes in the sought after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftmanship, and modern finishes, these homes offer the best of the Eastern Shore living. Don't miss this opportunity to build in a prime location with easy access to local amenities, schools and major routes. Secure your lot today - contact us for more details! **Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply.

129 Thicket Ct, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$860,000

Welcome to 125 Allegany Road in Stevensville, MD, a serene waterfront retreat offering the perfect blend of comfort, charm, and Eastern Shore lifestyle. This inviting 3-bedroom, 2 full bath home features the convenience of one-level living, making it ideal for ease, accessibility, and everyday comfort. Filled with natural light, the home showcases panoramic windows that capture stunning, peaceful water views and create a truly tranquil atmosphere throughout. Inside, enjoy a warm and welcoming living space complete with a cozy fireplace, perfect for relaxing evenings year-round. The functional layout offers comfortable bedrooms and an easy flow designed for both everyday living and entertaining. Step outside to your own private oasis. The home features a rear deck with a hot tub, perfect for unwinding while enjoying the surrounding views. The outdoor space is further enhanced by a fire pit and charming gazebo setting, ideal for gatherings or quiet retreats. This property also includes access to a private beach, and is just a 5-minute walk to a public pier and beach, where you can enjoy crabbing, fishing, and waterfront recreation. The spacious driveway accommodates 5–6 vehicles, providing convenience for guests, and offers potential to build a garage for additional storage or parking. Perfectly positioned on the Eastern Shore, this home is just minutes from the Bay Bridge, making commuting easy to Annapolis, Washington, DC, Northern Virginia, and Baltimore’s major employment hubs, while still offering a peaceful setting away from the hustle and bustle. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this property offers a rare combination of location, comfort, and waterfront charm.

3 Beds ⋅ 2 Baths

Welcome to 125 Allegany Road in Stevensville, MD, a serene waterfront retreat offering the perfect blend of comfort, charm, and Eastern Shore lifestyle. This inviting 3-bedroom, 2 full bath home features the convenience of one-level living, making it ideal for ease, accessibility, and everyday comfort. Filled with natural light, the home showcases panoramic windows that capture stunning, peaceful water views and create a truly tranquil atmosphere throughout. Inside, enjoy a warm and welcoming living space complete with a cozy fireplace, perfect for relaxing evenings year-round. The functional layout offers comfortable bedrooms and an easy flow designed for both everyday living and entertaining. Step outside to your own private oasis. The home features a rear deck with a hot tub, perfect for unwinding while enjoying the surrounding views. The outdoor space is further enhanced by a fire pit and charming gazebo setting, ideal for gatherings or quiet retreats. This property also includes access to a private beach, and is just a 5-minute walk to a public pier and beach, where you can enjoy crabbing, fishing, and waterfront recreation. The spacious driveway accommodates 5–6 vehicles, providing convenience for guests, and offers potential to build a garage for additional storage or parking. Perfectly positioned on the Eastern Shore, this home is just minutes from the Bay Bridge, making commuting easy to Annapolis, Washington, DC, Northern Virginia, and Baltimore’s major employment hubs, while still offering a peaceful setting away from the hustle and bustle. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this property offers a rare combination of location, comfort, and waterfront charm.

125 Allegany Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Mackintosh, Inc..

$860,000

Welcome to this beautifully upgraded home at the Enclave in Prospect Bay, the Eastern Shore’s premier golf course community, offering main-level living, thoughtful design, and premium finishes throughout. Perfectly situated on a premium lot, this home blends comfort, style, and functionality both inside and out. Located on a private lot next to the golf cart path with access to Prospect Bay’s 18-hole golf course, you are greeted by a welcoming covered front porch as you arrive. The main level features a spacious primary suite along with two additional bedrooms and two full baths, providing convenient single-level living. The primary suite showcases elegant tray ceilings and a luxurious ensuite bath with a frameless glass shower. Upstairs, a versatile loft with LVP flooring and surround sound offers flexible living space and includes a third full bath, giving it the potential to serve as an office, guest suite, or recreation room. The upgraded kitchen is a standout, featuring enhanced cabinetry, KitchenAid appliances, under-cabinet lighting, and a stand-alone ice machine, making it as functional as it is beautiful. The kitchen opens to the living room and a dining area overlooking the paver patio and the 11th hole of Prospect Bay’s golf course. Also located on this level is a spacious office with barn doors. With direct access to the garage, the conveniently located laundry room continues the upscale finishes with upgraded cabinetry and granite countertops. Designed with both style and entertaining in mind, the home features luxury vinyl plank flooring throughout the main living areas and primary bedroom, tray ceilings in the primary bedroom, dining room, kitchen, and living room, and crown molding in all main-level bedrooms and living spaces. Stylish board and batten molding and a custom wall mural in the main hallway and main-level office add distinctive character. Smart and modern touches include motorized blinds and a surround sound system in both the living room and loft. The two car garage is fully finished and thoughtfully upgraded, featuring complete interior painting, custom epoxy flooring, a bump-out for your golf car and built-in shelving for additional storage. Above the garage, extended pull-down stairs provide convenient access to additional storage space. Outdoor living is just as impressive, with a sealed and coated front porch and a paver patio with a gas-lit fire pit, perfect for relaxing evenings or entertaining guests. The community maintains the gardens and lawn, offering a true turn-key experience. Located within the exclusive Enclave at Prospect Bay, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this golf course-view property offers an unmatched lifestyle in one of Maryland’s most prestigious communities.

Welcome to this beautifully upgraded home at the Enclave in Prospect Bay, the Eastern Shore’s premier golf course community, offering main-level living, thoughtful design, and premium finishes throughout. Perfectly situated on a premium lot, this home blends comfort, style, and functionality both inside and out. Located on a private lot next to the golf cart path with access to Prospect Bay’s 18-hole golf course, you are greeted by a welcoming covered front porch as you arrive. The main level features a spacious primary suite along with two additional bedrooms and two full baths, providing convenient single-level living. The primary suite showcases elegant tray ceilings and a luxurious ensuite bath with a frameless glass shower. Upstairs, a versatile loft with LVP flooring and surround sound offers flexible living space and includes a third full bath, giving it the potential to serve as an office, guest suite, or recreation room. The upgraded kitchen is a standout, featuring enhanced cabinetry, KitchenAid appliances, under-cabinet lighting, and a stand-alone ice machine, making it as functional as it is beautiful. The kitchen opens to the living room and a dining area overlooking the paver patio and the 11th hole of Prospect Bay’s golf course. Also located on this level is a spacious office with barn doors. With direct access to the garage, the conveniently located laundry room continues the upscale finishes with upgraded cabinetry and granite countertops. Designed with both style and entertaining in mind, the home features luxury vinyl plank flooring throughout the main living areas and primary bedroom, tray ceilings in the primary bedroom, dining room, kitchen, and living room, and crown molding in all main-level bedrooms and living spaces. Stylish board and batten molding and a custom wall mural in the main hallway and main-level office add distinctive character. Smart and modern touches include motorized blinds and a surround sound system in both the living room and loft. The two car garage is fully finished and thoughtfully upgraded, featuring complete interior painting, custom epoxy flooring, a bump-out for your golf car and built-in shelving for additional storage. Above the garage, extended pull-down stairs provide convenient access to additional storage space. Outdoor living is just as impressive, with a sealed and coated front porch and a paver patio with a gas-lit fire pit, perfect for relaxing evenings or entertaining guests. The community maintains the gardens and lawn, offering a true turn-key experience. Located within the exclusive Enclave at Prospect Bay, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this golf course-view property offers an unmatched lifestyle in one of Maryland’s most prestigious communities.

167 Masters Way, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$860,000

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

307 Kingfisher Ln, Chester

Listing courtesy of KOVO Realty. Contact:

Absolutely Stunning Custom-Built Home!! A Rare Opportunity You Won't Want to Miss! Welcome to this exceptional home offering nearly 3,000 square feet of beautifully designed living space, where luxury, comfort, and style come together effortlessly. Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. Featuring 4 bedrooms and 2.5 baths, this home is perfectly situated on a level 1 acre lot directly across from the scenic Chester River. From the moment you step inside, you’ll love the expansive open-concept layout, soaring ceilings, and upscale finishes throughout. The gourmet kitchen is a true showstopper, complete with a large island, sleek quartz countertops, and a hidden pantry/workstation designed for both beauty and function. The inviting stone fireplace creates the perfect focal point for gathering and entertaining. Additional highlights include spacious walk-in closets, a convenient Jack-and-Jill bath, an oversized laundry room with abundant storage, a screened-in porch with vaulted ceilings, and an oversized 2-car garage. The luxurious primary suite offers a private retreat with a spa-inspired tiled shower, while the charming front porch invites you to relax and enjoy peaceful river breezes. Upstairs, the massive fourth bedroom provides endless flexibility, ideal for a recreation room, theatre room, or home office. Located just minutes from the historic waterfront town of Chestertown, founded in 1706, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and endless opportunities to experience the beauty of the Chester River. Home to Washington College, the area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. Select photos have been virtually enhanced to showcase the home’s full potential. Don’t let it slip away. Contact me today for your private tour!

$855,000

4 Beds ⋅ 3 Baths

Absolutely Stunning Custom-Built Home!! A Rare Opportunity You Won't Want to Miss! Welcome to this exceptional home offering nearly 3,000 square feet of beautifully designed living space, where luxury, comfort, and style come together effortlessly. Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. Featuring 4 bedrooms and 2.5 baths, this home is perfectly situated on a level 1 acre lot directly across from the scenic Chester River. From the moment you step inside, you’ll love the expansive open-concept layout, soaring ceilings, and upscale finishes throughout. The gourmet kitchen is a true showstopper, complete with a large island, sleek quartz countertops, and a hidden pantry/workstation designed for both beauty and function. The inviting stone fireplace creates the perfect focal point for gathering and entertaining. Additional highlights include spacious walk-in closets, a convenient Jack-and-Jill bath, an oversized laundry room with abundant storage, a screened-in porch with vaulted ceilings, and an oversized 2-car garage. The luxurious primary suite offers a private retreat with a spa-inspired tiled shower, while the charming front porch invites you to relax and enjoy peaceful river breezes. Upstairs, the massive fourth bedroom provides endless flexibility, ideal for a recreation room, theatre room, or home office. Located just minutes from the historic waterfront town of Chestertown, founded in 1706, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and endless opportunities to experience the beauty of the Chester River. Home to Washington College, the area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. Select photos have been virtually enhanced to showcase the home’s full potential. Don’t let it slip away. Contact me today for your private tour!

205 River Rd, Chestertown

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Cross Street Realtors LLC.

$849,000

NEW PRICE! Won't last long! From the moment you arrive, this exceptional home is sure to impress. Beautifully renovated and impeccably maintained, it feels fresh, modern, and anything but 28 years old. Located in the sought-after Prospect Bay community, this remarkable property offers water access, amenities galore, and the relaxed atmosphere of country-club living on Maryland’s Eastern Shore. A brick walkway and steps lead to the beautiful front porch and an impressive foyer with soaring ceilings, designer paint, and elegant board-and-batten detailing. The dramatic sightline extends through the great room to a wall of windows and two sets of glass French doors opening to the inviting screened porch. The modern eat-in chef’s kitchen is a showstopper, featuring quartz countertops, glass-front cabinetry, abundant storage, and a charming bay-window dining area. Wide-plank, wood-look, porcelain tile flooring flows throughout the main living areas, offering the beauty of wood with exceptional durability. Just off the kitchen, the spacious mudroom includes front-loading laundry machines, a utility sink, cabinetry, generous counter space, and convenient access to the two-car side-load garage. At the heart of the home, the breathtaking great room features soaring ceilings, board-and-batten walls, a wood-burning fireplace, and a dramatic wall of windows overlooking the lush backyard. Glass French doors lead to the expansive screened porch with wood flooring and high ceilings—an idyllic setting for morning coffee, relaxed dinners, and effortless entertaining. Beyond the porch, a spacious paver patio overlooks the peaceful, beautifully landscaped yard, enclosed by a newer white picket fence. The main level also offers an elegant formal dining room and three generously sized bedrooms, including the luxurious primary suite. The primary retreat features a walk-in closet and spa-inspired bath with dual vanities, porcelain tile flooring, a frameless glass walk-in shower with marble walls, and on-trend lighting and hardware. Gorgeous hardwood stairs lead to the upper-level overlook, where wide-plank engineered hardwood flooring continues throughout two additional bedrooms and a beautifully renovated full bath with a glass-enclosed walk-in shower and porcelain tile flooring. The flexible five-bedroom layout provides exceptional space for guests, home offices, hobbies, and/or multigenerational living. Outside, the private and beautifully landscaped lot is equally impressive. A charming backyard shed has been customized with an automatic garage-style door to accommodate a golf cart, while the expansive driveway provides parking for four or more vehicles in addition to the two-car garage. Peaceful, private, and polished from top to bottom, this extraordinary home offers gracious indoor-outdoor living in a community designed for recreation, relaxation, and life near the water. This is more than a home—it is the Eastern Shore lifestyle you have been waiting for.

NEW PRICE! Won't last long! From the moment you arrive, this exceptional home is sure to impress. Beautifully renovated and impeccably maintained, it feels fresh, modern, and anything but 28 years old. Located in the sought-after Prospect Bay community, this remarkable property offers water access, amenities galore, and the relaxed atmosphere of country-club living on Maryland’s Eastern Shore. A brick walkway and steps lead to the beautiful front porch and an impressive foyer with soaring ceilings, designer paint, and elegant board-and-batten detailing. The dramatic sightline extends through the great room to a wall of windows and two sets of glass French doors opening to the inviting screened porch. The modern eat-in chef’s kitchen is a showstopper, featuring quartz countertops, glass-front cabinetry, abundant storage, and a charming bay-window dining area. Wide-plank, wood-look, porcelain tile flooring flows throughout the main living areas, offering the beauty of wood with exceptional durability. Just off the kitchen, the spacious mudroom includes front-loading laundry machines, a utility sink, cabinetry, generous counter space, and convenient access to the two-car side-load garage. At the heart of the home, the breathtaking great room features soaring ceilings, board-and-batten walls, a wood-burning fireplace, and a dramatic wall of windows overlooking the lush backyard. Glass French doors lead to the expansive screened porch with wood flooring and high ceilings—an idyllic setting for morning coffee, relaxed dinners, and effortless entertaining. Beyond the porch, a spacious paver patio overlooks the peaceful, beautifully landscaped yard, enclosed by a newer white picket fence. The main level also offers an elegant formal dining room and three generously sized bedrooms, including the luxurious primary suite. The primary retreat features a walk-in closet and spa-inspired bath with dual vanities, porcelain tile flooring, a frameless glass walk-in shower with marble walls, and on-trend lighting and hardware. Gorgeous hardwood stairs lead to the upper-level overlook, where wide-plank engineered hardwood flooring continues throughout two additional bedrooms and a beautifully renovated full bath with a glass-enclosed walk-in shower and porcelain tile flooring. The flexible five-bedroom layout provides exceptional space for guests, home offices, hobbies, and/or multigenerational living. Outside, the private and beautifully landscaped lot is equally impressive. A charming backyard shed has been customized with an automatic garage-style door to accommodate a golf cart, while the expansive driveway provides parking for four or more vehicles in addition to the two-car garage. Peaceful, private, and polished from top to bottom, this extraordinary home offers gracious indoor-outdoor living in a community designed for recreation, relaxation, and life near the water. This is more than a home—it is the Eastern Shore lifestyle you have been waiting for.

330 Prospect Bay Dr W, Grasonville

Listing courtesy of Samson Properties. Contact:

Selling Office: Builder Solutions Realty.

$849,000

Make your dream lifestyle a reality! MOTIVATED SELLERS HAVE FOUND THEIR HOME OF CHOICE! Bring your offer! With two primary suites, a renovated in-ground pool, more than an acre of privacy, and extensive updates throughout, 350 Prospect Bay Drive offers one of the best opportunities in its price range. Schedule your showing and bring your offer! Welcome to 350 Prospect Bay Drive, where resort-style living meets everyday comfort on a private 1.02-acre lot in the sought-after community of Prospect Bay. This beautifully updated 5-bedroom, 3.5-bath home offers over 2,700 square feet of thoughtfully designed living space, including two spacious primary suites—a rare feature ideal for multigenerational living, extended guests, or private owner retreats. Inside, soaring cathedral ceilings and an open, light-filled floor plan create an inviting atmosphere. The updated kitchen features refreshed cabinetry, granite countertops, GE refrigerator, double wall ovens, Bosch dishwasher, range hood, and luxury vinyl plank flooring throughout the main living areas. A renovated bonus room provides the perfect home office, hobby room, or flex space for today's lifestyle. Recent improvements offer peace of mind, including a new HVAC system, updated electrical, renovated hall bath, newer chimney liner, updated gutters and downspouts, fresh exterior paint, new garage door, storm doors, lighting, front walkway, fencing, and an architectural shingle roof approximately 10 years old. Step outside to your own private backyard oasis featuring a recently renovated Sylvan concrete in-ground pool, expansive paver patio, mature trees, professional landscaping, and plenty of space to entertain, relax, or simply enjoy the peaceful Eastern Shore setting. Prospect Bay offers exceptional amenities, including a marina, golf course, clubhouse, swimming pool, tennis courts, and more—all just minutes from the Bay Bridge for an easy commute to Annapolis, Baltimore, and Washington, D.C. Move in before summer ends and start enjoying your own private pool! This is a rare opportunity to own one of Prospect Bay's best values with space, privacy, and an incredible lifestyle! Very well maintained and one-year home waranty for added peace of mind.

5 Beds ⋅ 4 Baths

Make your dream lifestyle a reality! MOTIVATED SELLERS HAVE FOUND THEIR HOME OF CHOICE! Bring your offer! With two primary suites, a renovated in-ground pool, more than an acre of privacy, and extensive updates throughout, 350 Prospect Bay Drive offers one of the best opportunities in its price range. Schedule your showing and bring your offer! Welcome to 350 Prospect Bay Drive, where resort-style living meets everyday comfort on a private 1.02-acre lot in the sought-after community of Prospect Bay. This beautifully updated 5-bedroom, 3.5-bath home offers over 2,700 square feet of thoughtfully designed living space, including two spacious primary suites—a rare feature ideal for multigenerational living, extended guests, or private owner retreats. Inside, soaring cathedral ceilings and an open, light-filled floor plan create an inviting atmosphere. The updated kitchen features refreshed cabinetry, granite countertops, GE refrigerator, double wall ovens, Bosch dishwasher, range hood, and luxury vinyl plank flooring throughout the main living areas. A renovated bonus room provides the perfect home office, hobby room, or flex space for today's lifestyle. Recent improvements offer peace of mind, including a new HVAC system, updated electrical, renovated hall bath, newer chimney liner, updated gutters and downspouts, fresh exterior paint, new garage door, storm doors, lighting, front walkway, fencing, and an architectural shingle roof approximately 10 years old. Step outside to your own private backyard oasis featuring a recently renovated Sylvan concrete in-ground pool, expansive paver patio, mature trees, professional landscaping, and plenty of space to entertain, relax, or simply enjoy the peaceful Eastern Shore setting. Prospect Bay offers exceptional amenities, including a marina, golf course, clubhouse, swimming pool, tennis courts, and more—all just minutes from the Bay Bridge for an easy commute to Annapolis, Baltimore, and Washington, D.C. Move in before summer ends and start enjoying your own private pool! This is a rare opportunity to own one of Prospect Bay's best values with space, privacy, and an incredible lifestyle! Very well maintained and one-year home waranty for added peace of mind.

350 Prospect Bay Dr W, Grasonville

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Gunther-McClary Real Estate.

$848,000

New Construction in Willow Branch Community – Only 5 Lots Left! Build your dream home with Mike’s Custom Homes in the sought-after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply

New Construction in Willow Branch Community – Only 5 Lots Left! Build your dream home with Mike’s Custom Homes in the sought-after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply

219 Songbird Ln, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to 702 Coon Box Road! This beautifully crafted 3 bedroom, 2.5 bath home offers almost 2,600 sq ft of refined living space on a 5+ acre serene private lot on the outskirts of the town of Centreville. The first floor boasts an open floor plan with a kitchen, dining room, and living room anchored by a stunning floor-to-ceiling stone fireplace, along with a convenient laundry room. The first floor primary suite impresses with a walk-in closet and a spa-like bath featuring a walk-in tile shower, soaking tub, and double vanities. Upstairs, two large bedrooms with walk-in closets and a versatile bonus room offer flexibility for any lifestyle. Outside, the 36x60 detached building, heated and cooled, is in a league of its own, featuring a professional shop, private office, finished recreation room with a custom bar, and a finished loft. Top it all off with a large paver patio and fire pit, and you have a property that truly has it all. Coming Soon! Contact me today for more information and to schedule your tour!

$845,000

Welcome to 702 Coon Box Road! This beautifully crafted 3 bedroom, 2.5 bath home offers almost 2,600 sq ft of refined living space on a 5+ acre serene private lot on the outskirts of the town of Centreville. The first floor boasts an open floor plan with a kitchen, dining room, and living room anchored by a stunning floor-to-ceiling stone fireplace, along with a convenient laundry room. The first floor primary suite impresses with a walk-in closet and a spa-like bath featuring a walk-in tile shower, soaking tub, and double vanities. Upstairs, two large bedrooms with walk-in closets and a versatile bonus room offer flexibility for any lifestyle. Outside, the 36x60 detached building, heated and cooled, is in a league of its own, featuring a professional shop, private office, finished recreation room with a custom bar, and a finished loft. Top it all off with a large paver patio and fire pit, and you have a property that truly has it all. Coming Soon! Contact me today for more information and to schedule your tour!

702 Coon Box Rd, Centreville

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Taylor Properties.

$840,000

Escape to your own private Eastern Shore sanctuary! Nestled on 15.39 acres in Stevensville, 225 Batts Neck Road offers the ultimate blend of coastal convenience and secluded mountain-getaway. This stunning 3BR/2.5BA post-and-beam cabin welcomes you with a classic wrap-around porch and a cozy interior featuring a wood-burning stove—complete with a second fireplace rough-in for the upstairs lofted primary suite. The expansive layout includes an amazing living room and game area designed for hosting memorable family gatherings. The 15+ acres are an outdoor enthusiast's dream, featuring established walking and ATV trails, along with cleared open areas perfect for camping and firepits. Whether you are looking for a premier hunting retreat, a weekend getaway, or a permanent homestead with the potential to build a second home, this unique acreage delivers. Enjoy the best of the Eastern Shore: less than 2 miles from Matapeake Beach, 2.5 miles from Kentmorr Marina, and 4 miles from Bay Bridge Marina. Best of all, you are just 4 miles from the Bay Bridge for a seamless commute to Annapolis, Baltimore, or DC!

Escape to your own private Eastern Shore sanctuary! Nestled on 15.39 acres in Stevensville, 225 Batts Neck Road offers the ultimate blend of coastal convenience and secluded mountain-getaway. This stunning 3BR/2.5BA post-and-beam cabin welcomes you with a classic wrap-around porch and a cozy interior featuring a wood-burning stove—complete with a second fireplace rough-in for the upstairs lofted primary suite. The expansive layout includes an amazing living room and game area designed for hosting memorable family gatherings. The 15+ acres are an outdoor enthusiast's dream, featuring established walking and ATV trails, along with cleared open areas perfect for camping and firepits. Whether you are looking for a premier hunting retreat, a weekend getaway, or a permanent homestead with the potential to build a second home, this unique acreage delivers. Enjoy the best of the Eastern Shore: less than 2 miles from Matapeake Beach, 2.5 miles from Kentmorr Marina, and 4 miles from Bay Bridge Marina. Best of all, you are just 4 miles from the Bay Bridge for a seamless commute to Annapolis, Baltimore, or DC!

225 Batts Neck Rd, Stevensville

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

Selling Office: RE/MAX Executive.

$839,000

Perfectly situated in the sought-after community of Queen Anne Colony, this exceptional home backs to the Executive Golf Course and is just a short walk to the Cross Island Trail. Inside, you will find numerous upgrades, including beautifully renovated bathrooms and a stunning oversized kitchen with a large center island. The quaint living room is full of character, featuring a stacked-stone wall, wood-burning stove, and both beamed and vaulted ceilings. This home is full of surprises, including a third-floor craft room and a spacious recreation room. The generous primary suite offers a vaulted ceiling, while three additional bedrooms and three full baths provide plenty of space for family and guests. On the first floor, there is a private office with built-ins that could also serve as a fifth bedroom, conveniently located next to a full bath. The Beautiful loft area also provides an area for additional living space. Step outside to enjoy the lovely backyard with a deck and in-ground pool, all overlooking the golf course for added privacy. How often can you say your backyard faces a golf course? A truly special setting. Additional highlights include an oversized two-car garage, ample parking, and all the amenities of Queen Anne Colony, including a community kayak launch, a waterfront area for relaxing by the Chesapeake Bay, and access to a boat marina.