$485,000 BACK on the MARKET. GREAT OPPORTUNITY at THIS PRICE. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. Easy walk to Kayak launch and creek. With nearly 2000 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet kitchen is equipped with upgrades from the stunning kitchen island with quartz counter tops, beautiful upgraded cabinetry to the GE Profile appliances. This kitchen is designed for everyday living as well as hosting the occasional dinner party. The primary bedroom, is a separate self-contained suite complete with two closets and a luxury owners' bath that includes double sinks, and quartz countertops. The bright and airy 2nd bedroom is also a separate suite with a full bath and an oversized walk-in closet. In addition to the two bedrooms, there is a home office with stylish French Doors and a powder room for guests. The separate laundry room is equipped with a GE washer and dryer. This home also has a garage with adjoining driveway/parking space and large personal storage room which is a few short steps from the elevator. This home is just a short walk to resident kayak racks with launch access to the Chester River. KEEP IN MIND THIS CHESTER MODEL, WITH PLENTY OF FEATURES AND UPGRADES INCLUDED, IS MOVE-IN READY AND PRICED TO SELL***** Award-winning 24,000 Square Foot Clubhouse with Stunning Chester River Views! Fantastic amenities include 4.3 miles of walking trails throughout the community, outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, lighted pickle ball courts, tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga, a variety of exercise classes and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. In addition to the weekly and monthly activities, residents can enjoy crab feasts, oyster roasts, and holiday gatherings throughout the year. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis, DC, Baltimore, and BWI. Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by views of the Chester River. 2 Beds ⋅ 3 Baths BACK on the MARKET. GREAT OPPORTUNITY at THIS PRICE. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. Easy walk to Kayak launch and creek. With nearly 2000 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet kitchen is equipped with upgrades from the stunning kitchen island with quartz counter tops, beautiful upgraded cabinetry to the GE Profile appliances. This kitchen is designed for everyday living as well as hosting the occasional dinner party. The primary bedroom, is a separate self-contained suite complete with two closets and a luxury owners' bath that includes double sinks, and quartz countertops. The bright and airy 2nd bedroom is also a separate suite with a full bath and an oversized walk-in closet. In addition to the two bedrooms, there is a home office with stylish French Doors and a powder room for guests. The separate laundry room is equipped with a GE washer and dryer. This home also has a garage with adjoining driveway/parking space and large personal storage room which is a few short steps from the elevator. This home is just a short walk to resident kayak racks with launch access to the Chester River. KEEP IN MIND THIS CHESTER MODEL, WITH PLENTY OF FEATURES AND UPGRADES INCLUDED, IS MOVE-IN READY AND PRICED TO SELL***** Award-winning 24,000 Square Foot Clubhouse with Stunning Chester River Views! Fantastic amenities include 4.3 miles of walking trails throughout the community, outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, lighted pickle ball courts, tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga, a variety of exercise classes and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. In addition to the weekly and monthly activities, residents can enjoy crab feasts, oyster roasts, and holiday gatherings throughout the year. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis, DC, Baltimore, and BWI. Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by views of the Chester River. 1000 Herons Nest Way Unit #22, Chester Listing courtesy of RE/MAX Executive. Contact: 4432741900
$174,000 This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas, providing both privacy and a natural aesthetic that enhances the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location alongside the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential building projects. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home. This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas, providing both privacy and a natural aesthetic that enhances the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location alongside the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential building projects. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home. Touhey Dr, Stevensville Listing courtesy of Realty Navigator. Contact: 4106433404
$725,000 2 Lots, 2 tax parcels 3.38 acres facing US Route 50/301 on Hess Frontage Road. Quasi Private Drive shared with Delmarva Power Company right of way, Whaler Boat Sales, Furniture Sales, Zoned Urban Commercial with most uses permitted. Has a private rear right of way to County Wilson Road for possible sewer hook-up currently has existing single family residence with 1 bath, kitchen living room and 2 bedrooms, covert it to office and add your workshop, storage buildings. 2 Lots, 2 tax parcels 3.38 acres facing US Route 50/301 on Hess Frontage Road. Quasi Private Drive shared with Delmarva Power Company right of way, Whaler Boat Sales, Furniture Sales, Zoned Urban Commercial with most uses permitted. Has a private rear right of way to County Wilson Road for possible sewer hook-up currently has existing single family residence with 1 bath, kitchen living room and 2 bedrooms, covert it to office and add your workshop, storage buildings. 144 Hess Frontage Rd, Grasonville Listing courtesy of Tidewater Properties. Contact:
$520,000 Welcome to this charming home nestled in the quaint town of Ingleside, MD, offering the perfect blend of comfort, space, and peaceful country living. Situated on a generous .70 acre lot, this 2 1/2 story residence provides room to grow, and enjoy the beauty of it’s serene surroundings. Inside, you’ll find 4 spacious bedrooms, 2 full baths and 1 half bath, thoughtfully designed for both everyday living and entertaining. The kitchen features sleek stainless steel appliances, self closing cabinetry, and a cozy eat-in area, while a separate formal dining room provides the perfect setting for gatherings and special occasions. Luxury Vinyl Plank flooring runs throughout the main living area, offering durability and style, with soft carpeting in the bedrooms for added comfort. The primary suite includes a private en-suite bath with a walk in shower, creating a relaxing retreat at the end of the day. The versatile fourth bedroom on the third floor offers endless possibilities- ideal as a playroom, home office, or private getaway space. Step outside to a large rear deck with IPE decking, overlooking a fully fenced backyard, perfect for pet, children, or simply enjoying the outdoors. Additional features include an encapsulated crawl space for improved energy efficiency and moisture control, a spacious storage shed, and a chicken coop with chickens that can convey with the property if desired. Perfect for those looking to embrace a bit of country living. This property offers the tranquility of rural life with all the comforts of home, don’t miss your opportunity to make it yours. 4 Beds ⋅ 3 Baths Welcome to this charming home nestled in the quaint town of Ingleside, MD, offering the perfect blend of comfort, space, and peaceful country living. Situated on a generous .70 acre lot, this 2 1/2 story residence provides room to grow, and enjoy the beauty of it’s serene surroundings. Inside, you’ll find 4 spacious bedrooms, 2 full baths and 1 half bath, thoughtfully designed for both everyday living and entertaining. The kitchen features sleek stainless steel appliances, self closing cabinetry, and a cozy eat-in area, while a separate formal dining room provides the perfect setting for gatherings and special occasions. Luxury Vinyl Plank flooring runs throughout the main living area, offering durability and style, with soft carpeting in the bedrooms for added comfort. The primary suite includes a private en-suite bath with a walk in shower, creating a relaxing retreat at the end of the day. The versatile fourth bedroom on the third floor offers endless possibilities- ideal as a playroom, home office, or private getaway space. Step outside to a large rear deck with IPE decking, overlooking a fully fenced backyard, perfect for pet, children, or simply enjoying the outdoors. Additional features include an encapsulated crawl space for improved energy efficiency and moisture control, a spacious storage shed, and a chicken coop with chickens that can convey with the property if desired. Perfect for those looking to embrace a bit of country living. This property offers the tranquility of rural life with all the comforts of home, don’t miss your opportunity to make it yours. 2649 Roberts Station Rd, Ingleside Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$505,000 Bay Bridge Cove is a premier, amenity-rich, 55+ community on beautiful Kent Island! This absolutely adorable, compact Easton is loaded with cottage charm and offers the opportunity to move into this sought-after community at a remarkable price! It starts with a custom-paved courtyard, hardwood floors, fresh professional painting, and easy main-level living. The open-flow floor plan features an island kitchen with custom pendant and under-counter dimmable lighting, a great room, and a dining room, located on a premium lot with a grassy lawn and privacy from a tree-lined view, and a massive 4' crawl space with inside stairway access for storage. Walking distance to the clubhouse, pool, and all the community amenities, including an outdoor pool, tennis, pickleball, bocce, crab shack, community herb and vegetable gardens, walking paths, dog park, and clubhouse with exercise room, meeting room, library, and game room. Ideally located less than 5 minutes to the Bay Bridge, shopping, and waterfront restaurants, and within walking distance to Kent Manor Beach Club, with easy access to the Cross Island Trail, public parks, Eastern Shore beach towns, Annapolis, BWI, Baltimore, DC, and multiple nationally recognized medical facilities. A perfect place to call home! 2 Beds ⋅ 2 Baths Bay Bridge Cove is a premier, amenity-rich, 55+ community on beautiful Kent Island! This absolutely adorable, compact Easton is loaded with cottage charm and offers the opportunity to move into this sought-after community at a remarkable price! It starts with a custom-paved courtyard, hardwood floors, fresh professional painting, and easy main-level living. The open-flow floor plan features an island kitchen with custom pendant and under-counter dimmable lighting, a great room, and a dining room, located on a premium lot with a grassy lawn and privacy from a tree-lined view, and a massive 4' crawl space with inside stairway access for storage. Walking distance to the clubhouse, pool, and all the community amenities, including an outdoor pool, tennis, pickleball, bocce, crab shack, community herb and vegetable gardens, walking paths, dog park, and clubhouse with exercise room, meeting room, library, and game room. Ideally located less than 5 minutes to the Bay Bridge, shopping, and waterfront restaurants, and within walking distance to Kent Manor Beach Club, with easy access to the Cross Island Trail, public parks, Eastern Shore beach towns, Annapolis, BWI, Baltimore, DC, and multiple nationally recognized medical facilities. A perfect place to call home! 854 Moorings Cir Unit #12, Stevensville Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$765,000 Penthouse Unit! Seller offering closing cost assistance to qualified buyers! Rare top floor unit with year-round water views perfectly positioned to capture stunning sunrises every morning. This home has been owned and meticulously maintained by the original owner who spared no expense and opted for every builder upgrade that was offered, over $60,000.00 in options. The open concept design seamlessly connects the living room, dining area, and kitchen areas, all enhanced by expansive windows letting in an abundant amount of natural light. Experience resort style living in the highly sought after Four Seasons at Kent Island, a premier 55+ waterfront community. Residents enjoy access to world class amenities, including indoor and outdoor pools, walking trails, a Chester River pier. Ideally located just minutes from waterfront dining, shopping, and the Chesapeake Bay Bridge, this home offers the perfect blend of relaxation, convenience and low maintenance living at its finest. 2 Beds ⋅ 3 Baths Penthouse Unit! Seller offering closing cost assistance to qualified buyers! Rare top floor unit with year-round water views perfectly positioned to capture stunning sunrises every morning. This home has been owned and meticulously maintained by the original owner who spared no expense and opted for every builder upgrade that was offered, over $60,000.00 in options. The open concept design seamlessly connects the living room, dining area, and kitchen areas, all enhanced by expansive windows letting in an abundant amount of natural light. Experience resort style living in the highly sought after Four Seasons at Kent Island, a premier 55+ waterfront community. Residents enjoy access to world class amenities, including indoor and outdoor pools, walking trails, a Chester River pier. Ideally located just minutes from waterfront dining, shopping, and the Chesapeake Bay Bridge, this home offers the perfect blend of relaxation, convenience and low maintenance living at its finest. 111 Marshgrass Way Unit #43, Chester Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,049,500 Price Reduced $50K – Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and even a sightline to the clubhouse. Inside, the home is bright, open, and thoughtfully designed with 5 bedrooms and 4.5 baths, offering flexibility for guests, work-from-home space, or multigenerational living. It shows like new—but lives better—because everything has already been elevated beyond builder grade. Over $70,000 in post-builder upgrades, including: • Owned solar system (10kW+) providing substantial energy savings • Custom closet systems throughout the home • Custom window treatments already installed • Premium Café Series appliances • Tankless water heater • Upgraded lighting and fixtures • Additional high-end finishes and improvements throughout The spacious floor plan offers room for everyone, while the oversized garage provides ample storage for vehicles, golf carts, and all the gear that comes with Eastern Shore living. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle. With immediate availability, extensive upgrades already completed, and one of the community's most desirable locations, this home represents an opportunity that's becoming increasingly difficult to find. Add in the recent $50,000 price reduction, and this is one of the best values currently available in Four Seasons at Kent Island. Don't miss your chance to enjoy nearly new construction, energy-efficient living, and the Chesapeake Bay lifestyle you've been waiting for. 5 Beds ⋅ 5 Baths Price Reduced $50K – Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and even a sightline to the clubhouse. Inside, the home is bright, open, and thoughtfully designed with 5 bedrooms and 4.5 baths, offering flexibility for guests, work-from-home space, or multigenerational living. It shows like new—but lives better—because everything has already been elevated beyond builder grade. Over $70,000 in post-builder upgrades, including: • Owned solar system (10kW+) providing substantial energy savings • Custom closet systems throughout the home • Custom window treatments already installed • Premium Café Series appliances • Tankless water heater • Upgraded lighting and fixtures • Additional high-end finishes and improvements throughout The spacious floor plan offers room for everyone, while the oversized garage provides ample storage for vehicles, golf carts, and all the gear that comes with Eastern Shore living. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle. With immediate availability, extensive upgrades already completed, and one of the community's most desirable locations, this home represents an opportunity that's becoming increasingly difficult to find. Add in the recent $50,000 price reduction, and this is one of the best values currently available in Four Seasons at Kent Island. Don't miss your chance to enjoy nearly new construction, energy-efficient living, and the Chesapeake Bay lifestyle you've been waiting for. 215 Kingfisher Ln, Chester Listing courtesy of RE/MAX Executive. Contact: 4432741900
$599,000 Offering a 2-1 rate buydown Built in 2024, this beautifully maintained 4-bedroom, 2.5-bath home offers all the benefits of a brand-new home without the wait, construction delays, or additional upgrade expenses. Step inside to a light-filled, open-concept floor plan designed for today's lifestyle. The spacious kitchen serves as the heart of the home, seamlessly connecting to the dining and living areas—perfect for entertaining friends, hosting holiday gatherings, or simply enjoying everyday life. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with room to relax and recharge. The conveniently located second-floor laundry room makes everyday living just a little easier. Step outside to your private, fully fenced backyard featuring a covered patio/gazebo—an ideal space for morning coffee, summer cookouts, evening conversations, or simply unwinding after a busy day. A two-car garage and thoughtfully designed floor plan provide the storage and functionality today's buyers appreciate. Perry's Retreat offers a true neighborhood feel with sidewalks, a community playground, and plenty of opportunities to enjoy the outdoors. Located just minutes from the Chesapeake Bay, Chesapeake Bay Environmental Center, marinas, shopping, dining, and Route 50, you'll enjoy convenient access to Annapolis, Kent Island, and the entire Eastern Shore while coming home to a peaceful community. 4 Beds ⋅ 3 Baths Offering a 2-1 rate buydown Built in 2024, this beautifully maintained 4-bedroom, 2.5-bath home offers all the benefits of a brand-new home without the wait, construction delays, or additional upgrade expenses. Step inside to a light-filled, open-concept floor plan designed for today's lifestyle. The spacious kitchen serves as the heart of the home, seamlessly connecting to the dining and living areas—perfect for entertaining friends, hosting holiday gatherings, or simply enjoying everyday life. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with room to relax and recharge. The conveniently located second-floor laundry room makes everyday living just a little easier. Step outside to your private, fully fenced backyard featuring a covered patio/gazebo—an ideal space for morning coffee, summer cookouts, evening conversations, or simply unwinding after a busy day. A two-car garage and thoughtfully designed floor plan provide the storage and functionality today's buyers appreciate. Perry's Retreat offers a true neighborhood feel with sidewalks, a community playground, and plenty of opportunities to enjoy the outdoors. Located just minutes from the Chesapeake Bay, Chesapeake Bay Environmental Center, marinas, shopping, dining, and Route 50, you'll enjoy convenient access to Annapolis, Kent Island, and the entire Eastern Shore while coming home to a peaceful community. 612 Pathfinder Cir Unit #BALLENGER, Grasonville Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$489,500 Welcome to this beautifully renovated 3-bedroom, 3-bath Rancher in Centreville—with an additional flex room that can serve as a bedroom, home office, or den! Nestled on 1 acre at the end of a private road, this home strikes the perfect balance of privacy, comfort, and convenience. Inside, you’ll find fresh paint, brand-new flooring, and an open layout designed for modern living. The living room flows seamlessly into the updated kitchen, complete with a butcher block island, concrete countertops, and plenty of space for everyday meals and entertaining alike. The primary suite features a stunningly renovated bathroom and French doors leading to the deck—perfect for morning coffee or evening relaxation. Another bedroom, a full bath, and a flexible office/den (or 4th bedroom) complete this side of the home. On the opposite wing, you’ll find versatile spaces ideal for gatherings and hobbies: a dining room, game room, and an oversized bedroom that could also function as a family room or recreation room. A full bath with double sinks, an extra-large laundry with newer front-loading washer/dryer, and abundant storage add both convenience and style. With a newer roof, HVAC, and water heater (all replaced in 2022), no HOA restrictions, and a backyard made for summer fun, this home truly offers the lifestyle you’ve been waiting for—peaceful, private, and move-in ready. 3 Beds ⋅ 3 Baths Welcome to this beautifully renovated 3-bedroom, 3-bath Rancher in Centreville—with an additional flex room that can serve as a bedroom, home office, or den! Nestled on 1 acre at the end of a private road, this home strikes the perfect balance of privacy, comfort, and convenience. Inside, you’ll find fresh paint, brand-new flooring, and an open layout designed for modern living. The living room flows seamlessly into the updated kitchen, complete with a butcher block island, concrete countertops, and plenty of space for everyday meals and entertaining alike. The primary suite features a stunningly renovated bathroom and French doors leading to the deck—perfect for morning coffee or evening relaxation. Another bedroom, a full bath, and a flexible office/den (or 4th bedroom) complete this side of the home. On the opposite wing, you’ll find versatile spaces ideal for gatherings and hobbies: a dining room, game room, and an oversized bedroom that could also function as a family room or recreation room. A full bath with double sinks, an extra-large laundry with newer front-loading washer/dryer, and abundant storage add both convenience and style. With a newer roof, HVAC, and water heater (all replaced in 2022), no HOA restrictions, and a backyard made for summer fun, this home truly offers the lifestyle you’ve been waiting for—peaceful, private, and move-in ready. 107 Whitby Ln, Centreville Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183
$355,000 Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!! 2 Beds ⋅ 2 Baths Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!! 2008 Bridgepointe Dr, Chester Listing courtesy of RE/MAX Executive. Contact: 4432741900
$515,000 Buyers loss your WIN !Beautifully maintained 4-bedroom, 2 full bath home located in water-access community of Cloverfields, just mins from Bay Bridge. *Fresh paint and carpet!*This spacious 2,000 sq ft home offers a flexible floor plan with 2 bedrooms and 1 full bath on the main level, and 2 additional bedrooms and 1 full bath on the upper level. A large bonus room off the primary bedroom provides potential for a 5th bedroom, nursery, office, or additional storage. Balcony off master overlooks lush backyard. Large Maintenance-free deck opens to generous patio space- perfect for entertaining! Fenced backyard, large shed & attached garage. Recent updates include roof (2017), vinyl deck (approx. 2 years), paver patio (approx. 1 year), rear slider doors (approx. 1–2 years), and garage door (approx. 2 years).*Home Warranty for the Buyers! Cloverfields community amenities include pool, clubhouse, private beach, boat ramp, marina, fishing pier, basketball court, and tot lot. Convenient location near shopping, dining, Kent Narrows, and major commuter routes. 4 Beds ⋅ 2 Baths Buyers loss your WIN !Beautifully maintained 4-bedroom, 2 full bath home located in water-access community of Cloverfields, just mins from Bay Bridge. *Fresh paint and carpet!*This spacious 2,000 sq ft home offers a flexible floor plan with 2 bedrooms and 1 full bath on the main level, and 2 additional bedrooms and 1 full bath on the upper level. A large bonus room off the primary bedroom provides potential for a 5th bedroom, nursery, office, or additional storage. Balcony off master overlooks lush backyard. Large Maintenance-free deck opens to generous patio space- perfect for entertaining! Fenced backyard, large shed & attached garage. Recent updates include roof (2017), vinyl deck (approx. 2 years), paver patio (approx. 1 year), rear slider doors (approx. 1–2 years), and garage door (approx. 2 years).*Home Warranty for the Buyers! Cloverfields community amenities include pool, clubhouse, private beach, boat ramp, marina, fishing pier, basketball court, and tot lot. Convenient location near shopping, dining, Kent Narrows, and major commuter routes. 931 Petinot Pl, Stevensville Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$525,000 Save up to $320/month with a Lender Paid 1 Point Buy Down with accepted offer by 6/30/26 - Ask Lender for details! Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up to waterfront restaurants or spending full days on the water… this is your launch point. Back at home, enjoy front-row views of the 4th of July fireworks, all without leaving your property. Inside, this home is completely turn-key with LVP flooring, fresh paint, and an updated primary bath. Each bedroom features its own private bath, making it ideal for guests, roommates, or weekend hosting. The garage offers the storage every boater needs—perfect for kayaks, paddleboards, bikes, and all your gear. Even better? This home can be sold furnished, making it a true move-in-ready or weekend getaway opportunity. All of this—boat slip, water access, views, updates, garage, and flexibility—offered at just $540,000. If you’ve been waiting for an easy, low-maintenance way to live the Eastern Shore boating lifestyle… this is it. 3 Beds ⋅ 4 Baths Save up to $320/month with a Lender Paid 1 Point Buy Down with accepted offer by 6/30/26 - Ask Lender for details! Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up to waterfront restaurants or spending full days on the water… this is your launch point. Back at home, enjoy front-row views of the 4th of July fireworks, all without leaving your property. Inside, this home is completely turn-key with LVP flooring, fresh paint, and an updated primary bath. Each bedroom features its own private bath, making it ideal for guests, roommates, or weekend hosting. The garage offers the storage every boater needs—perfect for kayaks, paddleboards, bikes, and all your gear. Even better? This home can be sold furnished, making it a true move-in-ready or weekend getaway opportunity. All of this—boat slip, water access, views, updates, garage, and flexibility—offered at just $540,000. If you’ve been waiting for an easy, low-maintenance way to live the Eastern Shore boating lifestyle… this is it. 114 Bayview, Grasonville Listing courtesy of Samson Properties. Contact: 7033788810
$599,999 PRICE IMPROVEMENT- Sellers lowered strictly because they are motivated to sell!! Welcome to your peaceful retreat in Centreville! This beautifully maintained 2018 home sits on 1.25 acres in a quiet neighborhood, offering the perfect blend of space and comfort. The main level features 3 bedrooms and 2 full bathrooms, hardwood floors, and 10 ft ceilings, with a stunning room off the kitchen boasting 12 ft ceilings. The updated kitchen includes upgraded quartz countertops, not builder grade. The basement offers 2 additional rooms, perfect for a home office or guest space. Primary bedroom closet and kitchen pantry have been updated too, not builder grade.Solar panels were added, making this home more energy efficient and helping save on electric costs. Enjoy outdoor living with a Trex deck and patio off the back of the home, plus the convenience of an attached garage, a spacious yard, and top-rated Queen Anne’s County schools. 3 Beds ⋅ 3 Baths PRICE IMPROVEMENT- Sellers lowered strictly because they are motivated to sell!! Welcome to your peaceful retreat in Centreville! This beautifully maintained 2018 home sits on 1.25 acres in a quiet neighborhood, offering the perfect blend of space and comfort. The main level features 3 bedrooms and 2 full bathrooms, hardwood floors, and 10 ft ceilings, with a stunning room off the kitchen boasting 12 ft ceilings. The updated kitchen includes upgraded quartz countertops, not builder grade. The basement offers 2 additional rooms, perfect for a home office or guest space. Primary bedroom closet and kitchen pantry have been updated too, not builder grade.Solar panels were added, making this home more energy efficient and helping save on electric costs. Enjoy outdoor living with a Trex deck and patio off the back of the home, plus the convenience of an attached garage, a spacious yard, and top-rated Queen Anne’s County schools. 129 Independence Ct, Centreville Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$160,000 Come build your dream home or invest for later. This hard to find 1 acre in Grasonville sits off Forest Rd and has a public sewer hookup available. Owner is putting in the culvert pipe/driveway entrance and some of the driveway. Beautiful mostly wooded lot that can't wait to meet its new owners. So close to everything yet in a country residential area on MDs Eastern Shore. No HOA or covenants/restrictions - WOW! Owner will consider all reasonable offers. Come build your dream home or invest for later. This hard to find 1 acre in Grasonville sits off Forest Rd and has a public sewer hookup available. Owner is putting in the culvert pipe/driveway entrance and some of the driveway. Beautiful mostly wooded lot that can't wait to meet its new owners. So close to everything yet in a country residential area on MDs Eastern Shore. No HOA or covenants/restrictions - WOW! Owner will consider all reasonable offers. Forest Rd, Grasonville Listing courtesy of Taylor Properties. Contact:
$159,900 2 Great Building Lots - Sewer Approved on Kent Island , Sewer fee is paid for - Harley Lane Lot #1 Parcel 63 comes with working Well $159,900. An Adjacent Lot #2 Parcel 64 is available. Sewer is also approved with fee paid. $149,900. These approved Lots are registered with Queen Annes County. *****The Harley Lane 2 lot sub division was created by adding 2 lots on land owned on Good hand creek road. Entrance to lots is from Harley lane left turn from Dominion road 2 Great Building Lots - Sewer Approved on Kent Island , Sewer fee is paid for - Harley Lane Lot #1 Parcel 63 comes with working Well $159,900. An Adjacent Lot #2 Parcel 64 is available. Sewer is also approved with fee paid. $149,900. These approved Lots are registered with Queen Annes County. *****The Harley Lane 2 lot sub division was created by adding 2 lots on land owned on Good hand creek road. Entrance to lots is from Harley lane left turn from Dominion road Lot #1 Harley Ln, Chester Listing courtesy of NetRealtyNow.com, LLC. Contact: (703) 581-8605
$749,000 Welcome to Kent Island luxury living in the sought-after community Queen Anne Colony. This home is where major upgrades, high-end finishes, and effortless coastal lifestyle come together. From the moment you arrive, you’ll notice the peace of mind that comes with big-ticket updates already DONE. With over 2100 sq ft, a new roof (2023), siding (2026), garage door (2025), water heater & softener (2024), and HVAC system (2018), this home offers the kind of confidence buyers are looking for. Even the details are handled, brand new washer & dryer (2026),a pool liner replaced in 2021, and an encapsulated crawlspace, mean you can move in and start enjoying immediately. Step inside and it only gets better… The heart of the home is a gorgeous, fully renovated kitchen featuring quartz countertops and a true chef’s layout, perfect for cooking, entertaining, and gathering. Throughout the home, you’ll find beautiful hardwood floors that add warmth and character, along with updated bathrooms that feel fresh, modern, and move-in ready. Cozy up in not one, but TWO stunning fireplaces, creating the perfect ambiance for relaxing nights or hosting guests. Every space has been thoughtfully upgraded to blend comfort with style. And when it’s time to unwind? Step outside to your private backyard retreat, complete with a refreshed pool ready for summer, setting the stage for the ultimate Kent Island lifestyle. And the lifestyle doesn’t stop at your front door… Queen Anne Colony offers a community marina with easy boating access plus a community park, giving you the true waterfront lifestyle buyers dream about. This is what Kent Island luxury looks like, fully upgraded, completely move-in ready, and designed to impress. 4 Beds ⋅ 3 Baths Welcome to Kent Island luxury living in the sought-after community Queen Anne Colony. This home is where major upgrades, high-end finishes, and effortless coastal lifestyle come together. From the moment you arrive, you’ll notice the peace of mind that comes with big-ticket updates already DONE. With over 2100 sq ft, a new roof (2023), siding (2026), garage door (2025), water heater & softener (2024), and HVAC system (2018), this home offers the kind of confidence buyers are looking for. Even the details are handled, brand new washer & dryer (2026),a pool liner replaced in 2021, and an encapsulated crawlspace, mean you can move in and start enjoying immediately. Step inside and it only gets better… The heart of the home is a gorgeous, fully renovated kitchen featuring quartz countertops and a true chef’s layout, perfect for cooking, entertaining, and gathering. Throughout the home, you’ll find beautiful hardwood floors that add warmth and character, along with updated bathrooms that feel fresh, modern, and move-in ready. Cozy up in not one, but TWO stunning fireplaces, creating the perfect ambiance for relaxing nights or hosting guests. Every space has been thoughtfully upgraded to blend comfort with style. And when it’s time to unwind? Step outside to your private backyard retreat, complete with a refreshed pool ready for summer, setting the stage for the ultimate Kent Island lifestyle. And the lifestyle doesn’t stop at your front door… Queen Anne Colony offers a community marina with easy boating access plus a community park, giving you the true waterfront lifestyle buyers dream about. This is what Kent Island luxury looks like, fully upgraded, completely move-in ready, and designed to impress. 407 Five Farms Dr, Stevensville Listing courtesy of RE/MAX Executive. Contact: 4432741900
$849,900 The Sawgrass is a modern take on the center hall colonial home. Enjoy formal living and dining rooms as well as a huge island kitchen with tons of cabinet space, breakfast area and spacious family room. A main level library or guest room is included. Add a morning room and a three-car garage to increase your space. Upstairs, you’ll enjoy four spacious bedrooms. Your Owner’s suite features a sitting room and deluxe bath with tub and shower. Customize your lower level to match your lifestyle needs. 4 Beds ⋅ 3 Baths The Sawgrass is a modern take on the center hall colonial home. Enjoy formal living and dining rooms as well as a huge island kitchen with tons of cabinet space, breakfast area and spacious family room. A main level library or guest room is included. Add a morning room and a three-car garage to increase your space. Upstairs, you’ll enjoy four spacious bedrooms. Your Owner’s suite features a sitting room and deluxe bath with tub and shower. Customize your lower level to match your lifestyle needs. 120 Placek's Ln, Stevensville Listing courtesy of Keller Williams Flagship. Contact:
$789,900 Exuding a quiet elegance, the Merion by Lacrosse Homes is a new single family home design featuring a modern take on the classic center hall colonial design. Highlights of this comfortable home include a main level study for an ideal work from home set-up, chef’s island kitchen with tons of cabinetry and food prep space and a spacious light-filled causal eating area. the stairs are tucked to the rear of the home creating oversized living and dining rooms as well as a spacious great room. Add a morning room to the main level to further expand your living space. Upstairs, enjoy four bedrooms including a large owners suite with deluxe bath, laundry room with linen storage, and three nicely sized secondary bedrooms. Customize your lower level (site specific) with a recreation room, media space, den, bath and more. 4 Beds ⋅ 3 Baths Exuding a quiet elegance, the Merion by Lacrosse Homes is a new single family home design featuring a modern take on the classic center hall colonial design. Highlights of this comfortable home include a main level study for an ideal work from home set-up, chef’s island kitchen with tons of cabinetry and food prep space and a spacious light-filled causal eating area. the stairs are tucked to the rear of the home creating oversized living and dining rooms as well as a spacious great room. Add a morning room to the main level to further expand your living space. Upstairs, enjoy four bedrooms including a large owners suite with deluxe bath, laundry room with linen storage, and three nicely sized secondary bedrooms. Customize your lower level (site specific) with a recreation room, media space, den, bath and more. 121 Placek's Ln, Stevensville Listing courtesy of Keller Williams Flagship. Contact:
$723,400 One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. 4 Beds ⋅ 3 Baths One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. 109 Placek's Ln, Stevensville Listing courtesy of Keller Williams Flagship. Contact:
$774,900 This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner’s suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities — choose to finish dual owner’s suites — one on the main level and a second on the upstairs level, or, create a large rec/play area for kids/family. The options are endless and you’ll love designing the home that meets your lifestyle needs! A lower level offers continued customization options including a very spacious recreation room. 4 Beds ⋅ 3 Baths This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner’s suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities — choose to finish dual owner’s suites — one on the main level and a second on the upstairs level, or, create a large rec/play area for kids/family. The options are endless and you’ll love designing the home that meets your lifestyle needs! A lower level offers continued customization options including a very spacious recreation room. 101 Placek's Ln, Stevensville Listing courtesy of Keller Williams Flagship. Contact:
$519,900 Tucked away just south of the scenic Chester River and moments from the timeless charm of Chestertown, this inviting home offers a warm and welcoming retreat in the heart of Queen Anne’s County. Surrounded by the natural beauty of Maryland’s Eastern Shore, the setting feels peaceful and relaxed—where quiet mornings and golden sunsets become part of everyday life. Inside, the home is designed for comfort and easy living, featuring a desirable first-floor primary suite that provides both privacy and convenience. The spacious family room, anchored by a cozy gas fireplace, creates the perfect gathering space, while the rear screened-in porch invites you to unwind and enjoy the tranquil surroundings. Upstairs, you’ll find two additional bedrooms along with a versatile bonus room—ideal as a home office, playroom, or craft space—plus walk-in attic storage for added functionality. Outdoor living shines with a brand new deck complete with a hot tub, perfect for relaxing or entertaining under the stars. An oversized two-car garage and ample parking accommodate your lifestyle with ease, including space for an RV, a boat, or both. Recent updates offer peace of mind, including a new roof (2024), HVAC system and hot water heater within the last five years, and the added benefit of a one-year Choice Home Warranty. Blending comfort, flexibility, and Eastern Shore charm, this home is a wonderful opportunity to enjoy a lifestyle that feels both relaxed and connected. Schedule your private tour and make this home yours. 3 Beds ⋅ 3 Baths Tucked away just south of the scenic Chester River and moments from the timeless charm of Chestertown, this inviting home offers a warm and welcoming retreat in the heart of Queen Anne’s County. Surrounded by the natural beauty of Maryland’s Eastern Shore, the setting feels peaceful and relaxed—where quiet mornings and golden sunsets become part of everyday life. Inside, the home is designed for comfort and easy living, featuring a desirable first-floor primary suite that provides both privacy and convenience. The spacious family room, anchored by a cozy gas fireplace, creates the perfect gathering space, while the rear screened-in porch invites you to unwind and enjoy the tranquil surroundings. Upstairs, you’ll find two additional bedrooms along with a versatile bonus room—ideal as a home office, playroom, or craft space—plus walk-in attic storage for added functionality. Outdoor living shines with a brand new deck complete with a hot tub, perfect for relaxing or entertaining under the stars. An oversized two-car garage and ample parking accommodate your lifestyle with ease, including space for an RV, a boat, or both. Recent updates offer peace of mind, including a new roof (2024), HVAC system and hot water heater within the last five years, and the added benefit of a one-year Choice Home Warranty. Blending comfort, flexibility, and Eastern Shore charm, this home is a wonderful opportunity to enjoy a lifestyle that feels both relaxed and connected. Schedule your private tour and make this home yours. 101 Coleman Dr, Chestertown Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$75,000 Centreville - Building lot available zoned R-2. Lot size is .075 acre. Centreville - Building lot available zoned R-2. Lot size is .075 acre. 317 N Liberty St, Centreville Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$589,990 THIS IS A TO BE BUILT HOME - Welcome to the Monroe—where timeless style meets modern living. This thoughtfully designed new construction home offers the perfect blend of comfort, functionality, and charm. From the moment you step inside, you’re greeted by a bright, open-concept layout with 9-foot ceilings and recessed lighting throughout, enhancing the home’s airy and inviting feel. The great room, dining area, and kitchen flow seamlessly together—ideal for both everyday living and entertaining. At the center of it all, the kitchen shines with a spacious island perfect for casual meals and conversation, complemented by stainless steel appliances, abundant 42" cabinetry, and a layout designed to make cooking and hosting a breeze. A versatile main-level flex space offers endless possibilities—whether you need a home office, cozy reading nook, or private retreat. Upstairs, the owner’s suite serves as a peaceful sanctuary, featuring a generous walk-in closet and plenty of space to relax and recharge. An upstairs laundry area adds everyday convenience right where you need it most. Whether you're hosting friends, working from home, or simply enjoying a quiet evening in, the Monroe is designed to fit your lifestyle with ease—offering the perfect place to call home. Residents may join the Beach Recreation Association for Bay access or join the voluntary Community Association for community engagement. 4 Beds ⋅ 3 Baths THIS IS A TO BE BUILT HOME - Welcome to the Monroe—where timeless style meets modern living. This thoughtfully designed new construction home offers the perfect blend of comfort, functionality, and charm. From the moment you step inside, you’re greeted by a bright, open-concept layout with 9-foot ceilings and recessed lighting throughout, enhancing the home’s airy and inviting feel. The great room, dining area, and kitchen flow seamlessly together—ideal for both everyday living and entertaining. At the center of it all, the kitchen shines with a spacious island perfect for casual meals and conversation, complemented by stainless steel appliances, abundant 42" cabinetry, and a layout designed to make cooking and hosting a breeze. A versatile main-level flex space offers endless possibilities—whether you need a home office, cozy reading nook, or private retreat. Upstairs, the owner’s suite serves as a peaceful sanctuary, featuring a generous walk-in closet and plenty of space to relax and recharge. An upstairs laundry area adds everyday convenience right where you need it most. Whether you're hosting friends, working from home, or simply enjoying a quiet evening in, the Monroe is designed to fit your lifestyle with ease—offering the perfect place to call home. Residents may join the Beach Recreation Association for Bay access or join the voluntary Community Association for community engagement. 103 Worcester Rd, Stevensville Listing courtesy of RE/MAX United Real Estate. Contact:
$4,158,000 Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property. 9 Beds ⋅ 8 Baths Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property. 319 Blue Bay Rd, Stevensville Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$1,750,000 Investment property available to purchase located in growing Centreville, Maryland. This property includes four 2-bedroom apartments on the second level and four commercial office units on ground level. All units are tenant occupied. All four 2 bedroom apartments feature 2 baths, separate in unit laundry, semi private balcony, exterior storage, open floor plan. The ground level commercial office units are composed of 2 separate large office spaces featuring half bath, kitchenettes and private office and conference rooms and then 2 smaller office spaces with private half baths and open space. All units share private lane parking, street parking, and a parking lot. Water, sewer, and trash pick up are provided by the town. All units are electric heat pumps with separate meters. Please contact showing agent for more details on this building. Investment property available to purchase located in growing Centreville, Maryland. This property includes four 2-bedroom apartments on the second level and four commercial office units on ground level. All units are tenant occupied. All four 2 bedroom apartments feature 2 baths, separate in unit laundry, semi private balcony, exterior storage, open floor plan. The ground level commercial office units are composed of 2 separate large office spaces featuring half bath, kitchenettes and private office and conference rooms and then 2 smaller office spaces with private half baths and open space. All units share private lane parking, street parking, and a parking lot. Water, sewer, and trash pick up are provided by the town. All units are electric heat pumps with separate meters. Please contact showing agent for more details on this building. Building B Pennsylvania Ave, Centreville Listing courtesy of Michael J. Bozek. Contact:
$949,000 OPEN HOUSE Saturday, August 1st 12PM - 2PM. STUNNING NEW CONSTRUCTION located within the highly sought-after water-access community of Queen Anne’s Colony. Welcome to the Talbot, a beautifully designed, single-level residence offering over 2,000 square feet of thoughtfully designed living space, complete with 4 bedrooms and 2.5 baths. This exceptional coastal Craftsman-style home on Kent Island blends modern luxury, elegant design, and upscale finishes. The exterior showcases HardiePlank lap siding, signature Craftsman-style double columns, and a full-length front porch that creates inviting curb appeal, along with upgraded front and garage doors that enhance the home’s character and charm. Inside, the open-concept kitchen is beautifully designed, featuring upgraded cabinetry with dovetail construction and soft-close doors and drawers, quartz countertops, and a high-end GE Café appliance package. Additional highlights include a custom trim package that includes a brick-surround fireplace flanked by custom built-in shelving units, a soaring cathedral ceiling in the Great Room with white painted beams and shiplap trim, durable luxury vinyl plank flooring throughout the main living areas, and beautifully tiled shower surrounds, offering both style and functionality at every turn. Enjoy an unbeatable location with stunning water views, peaceful streets, and a true sense of community. Keep your boat at Queen Anne Marina within the neighborhood, take a leisurely stroll to the adjacent Blue Heron Golf Course and enjoy being just minutes from a variety of exceptional waterfront dining and local restaurants. Incredible opportunity you won't want to miss! 4 Beds ⋅ 3 Baths OPEN HOUSE Saturday, August 1st 12PM - 2PM. STUNNING NEW CONSTRUCTION located within the highly sought-after water-access community of Queen Anne’s Colony. Welcome to the Talbot, a beautifully designed, single-level residence offering over 2,000 square feet of thoughtfully designed living space, complete with 4 bedrooms and 2.5 baths. This exceptional coastal Craftsman-style home on Kent Island blends modern luxury, elegant design, and upscale finishes. The exterior showcases HardiePlank lap siding, signature Craftsman-style double columns, and a full-length front porch that creates inviting curb appeal, along with upgraded front and garage doors that enhance the home’s character and charm. Inside, the open-concept kitchen is beautifully designed, featuring upgraded cabinetry with dovetail construction and soft-close doors and drawers, quartz countertops, and a high-end GE Café appliance package. Additional highlights include a custom trim package that includes a brick-surround fireplace flanked by custom built-in shelving units, a soaring cathedral ceiling in the Great Room with white painted beams and shiplap trim, durable luxury vinyl plank flooring throughout the main living areas, and beautifully tiled shower surrounds, offering both style and functionality at every turn. Enjoy an unbeatable location with stunning water views, peaceful streets, and a true sense of community. Keep your boat at Queen Anne Marina within the neighborhood, take a leisurely stroll to the adjacent Blue Heron Golf Course and enjoy being just minutes from a variety of exceptional waterfront dining and local restaurants. Incredible opportunity you won't want to miss! 410 5 Farms Dr, Stevensville Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,990,000 This is more than a waterfront estate - it is an invitation to experience one of Maryland's Eastern Shore's most treasured lifestyles. Step from your private dock onto your boat, and within minutes, you will be cruising the scenic waters of the Wye River and Eastern Bay. Renowned for exceptional crabbing and fishing, the Wye River offers endless opportunities to pull crab pots, teach the kids to fish, or spend memorable days exploring the waterways. At home, your private beach provides the perfect setting for swimming, kayaking, relaxing along the shoreline, and gathering with family and friends to watch spectacular sunsets over the bay. The property's private lighthouse - a truly distinctive feature that conveys with the home - creates an unforgettable backdrop for entertaining, peaceful evenings, and panoramic water views. When it is time for dinner, shopping, or a change of scenery, historic St. Michaels is just a 10-minute boat ride away. One of the Eastern Shore's most beloved waterfront towns, it is known for award-winning restaurants, charming boutiques, picturesque marinas, and year-round events. Whether you are boating across the Wye River and Eastern Bay, enjoying world-class crabbing, fishing with the family, or ending the day with a sunset from your private beach or lighthouse, this property captures waterfront living at its finest - a rare Eastern Shore experience few homes can offer. 4 Beds ⋅ 7 Baths This is more than a waterfront estate - it is an invitation to experience one of Maryland's Eastern Shore's most treasured lifestyles. Step from your private dock onto your boat, and within minutes, you will be cruising the scenic waters of the Wye River and Eastern Bay. Renowned for exceptional crabbing and fishing, the Wye River offers endless opportunities to pull crab pots, teach the kids to fish, or spend memorable days exploring the waterways. At home, your private beach provides the perfect setting for swimming, kayaking, relaxing along the shoreline, and gathering with family and friends to watch spectacular sunsets over the bay. The property's private lighthouse - a truly distinctive feature that conveys with the home - creates an unforgettable backdrop for entertaining, peaceful evenings, and panoramic water views. When it is time for dinner, shopping, or a change of scenery, historic St. Michaels is just a 10-minute boat ride away. One of the Eastern Shore's most beloved waterfront towns, it is known for award-winning restaurants, charming boutiques, picturesque marinas, and year-round events. Whether you are boating across the Wye River and Eastern Bay, enjoying world-class crabbing, fishing with the family, or ending the day with a sunset from your private beach or lighthouse, this property captures waterfront living at its finest - a rare Eastern Shore experience few homes can offer. 121 Kilby Pt, Queenstown Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$200,000 This is a unique opportunity to invest in cleared and level acreage just off one of the Eastern Shore's commercial corridors and a few minutes from Downtown Chestertown. Suburban Commercial Zoning allows for a variety of possible uses. This is a unique opportunity to invest in cleared and level acreage just off one of the Eastern Shore's commercial corridors and a few minutes from Downtown Chestertown. Suburban Commercial Zoning allows for a variety of possible uses. Round Top Road, Chestertown Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$599,000 Queenstown - This 4 bedrooms, 2.5 bath home is located between Route 50 and Route 301, so great access to either. Nice country setting with no HOA. Bright and open kitchen/family room with also formal living room and dining room. Spacious bedrooms and a bonus room over the garage. You will enjoy the wrap around porch and country living, but still close to everything. 4 Beds ⋅ 3 Baths Queenstown - This 4 bedrooms, 2.5 bath home is located between Route 50 and Route 301, so great access to either. Nice country setting with no HOA. Bright and open kitchen/family room with also formal living room and dining room. Spacious bedrooms and a bonus room over the garage. You will enjoy the wrap around porch and country living, but still close to everything. 107 Chestnut Ln, Queenstown Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$429,900 Fully Rebuilt Designer Home on 0.74 Acres — Turn-Key Living on Kent Island Under $430k A rare opportunity on Kent Island — this fully rebuilt 4-bedroom, 2-bath home offers the feel of new construction with custom high end finishes. This attention to detail doesn't happen at this price range very often. Set on a private 0.74-acre lot with a detached garage, this property delivers space, privacy, and the kind of breathing room that’s getting harder to find in Stevensville. Inside, everything has been completely redone from top to bottom — including HVAC, ductwork, roof, windows, insulation, drywall, flooring, and all finishes. The kitchen is designed for modern living with quartz countertops, custom cabinetry, stainless steel appliances, and an open layout that connects seamlessly to the main living space. With 4 true bedrooms and a private primary suite featuring a tiled shower, plus convenient main-level laundry, the home is both functional and fully move-in ready. If you’ve been waiting for a completely updated home with land, privacy, and long-term value on Kent Island — this is one of the few true turn-key options under $450K. 4 Beds ⋅ 2 Baths Fully Rebuilt Designer Home on 0.74 Acres — Turn-Key Living on Kent Island Under $430k A rare opportunity on Kent Island — this fully rebuilt 4-bedroom, 2-bath home offers the feel of new construction with custom high end finishes. This attention to detail doesn't happen at this price range very often. Set on a private 0.74-acre lot with a detached garage, this property delivers space, privacy, and the kind of breathing room that’s getting harder to find in Stevensville. Inside, everything has been completely redone from top to bottom — including HVAC, ductwork, roof, windows, insulation, drywall, flooring, and all finishes. The kitchen is designed for modern living with quartz countertops, custom cabinetry, stainless steel appliances, and an open layout that connects seamlessly to the main living space. With 4 true bedrooms and a private primary suite featuring a tiled shower, plus convenient main-level laundry, the home is both functional and fully move-in ready. If you’ve been waiting for a completely updated home with land, privacy, and long-term value on Kent Island — this is one of the few true turn-key options under $450K. 9401 Romancoke Rd, Stevensville Listing courtesy of Coldwell Banker Realty. Contact: 4102638686