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723 Warbler Way, Chester
$729,990
4 Beds ⋅ 3 Baths
Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the screened patio extends your living area outdoors—perfect for relaxing or hosting guests. The kitchen is designed for both style and function, 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 and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, kitchen, dining area, great room, bedroom 2, owner’s suite, HovHall, loft/second floor, and bedrooms 3 and 4. Tile flooring is featured in all full baths and the laundry room. The owner’s bath includes a walk-in shower with a seat and handheld shower wand, along with a double-sink vanity for added comfort and convenience. 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.

723 Warbler Way, Chester

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

Selling Office: Real Broker, LLC.

1503 Oyster Cove Dr, Grasonville
$720,000
3 Beds ⋅ 4 Baths
PRICED TO SELL! PANORAMIC EASTERN BAY VIEWS + PRIVATE 40' DEEP-WATER BOAT SLIP! This fabulous, meticulously maintained 2,000 sq. ft. townhome has been lovingly cared for by its original owners and offers spectacular, Million-Dollar Water Views down Eastern Bay. With 3 bedrooms and 3.5 baths, beautiful water views can be enjoyed from throughout the home. The bright, open floor plan features a spacious kitchen, hardwood floors throughout the main level, and a wood-burning fireplace that has been barely used. Two new sliding glass doors showcase the incredible waterfront setting, and a newer 2023 HVAC system adds peace of mind. Used primarily as a second home for only a few months each summer, this property has been exceptionally well maintained. Even better, your home includes a private 40' deep-water boat slip (M1-PA-14) in the protected North Marina—making it easy to step aboard and head out to Eastern Bay and beyond. Furnishings may also be available, making this an especially easy opportunity to move right in and start enjoying waterfront living. This gated waterfront community offers an impressive array of amenities, including a saltwater swimming pool, clubhouse and party room, fitness room, picnic areas, two lighted tennis/pickleball courts, basketball court, and two marinas. A scenic 1.5-mile walking and jogging path connects directly to the Cross Island Trail, providing 38 + miles of opportunities to walk, bike and explore the Narrows and Kent Island. And the location is hard to beat! Walk, bike or boat to nearby waterfront restaurants and tiki bars, with coffee and dessert shops just around the corner. Golf and outlet shopping are only minutes away. Whether you're searching for a weekend waterfront escape or a year-round home, this is Eastern Shore living at its best. Move right in, bring your boat, and enjoy the rest of the summer!

1503 Oyster Cove Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: Samson Properties.

615 Ell Downes Rd, Henderson
$715,000
6 Beds ⋅ 4 Baths
Beautiful home with over 3,000 sq ft of living space nestled on 1.83 peaceful acres! The main level welcomes you with a bright, open concept layout, hardwood flooring, and a spacious primary bedroom complete with a walk-in closet and en-suite bath featuring a soaking tub. Two additional bedrooms, a full bath with double sinks, and a dedicated laundry room round out the first floor beautifully. Head upstairs and discover a fully renovated upper level (2021) with three additional bedrooms, a cozy sitting room or home office, and a stunning full bath with a walk-in tile shower. A brand new HVAC system (2023) and encapsulated crawlspace add comfort and peace of mind throughout. Outside, the all-season porch and expansive concrete patio are perfect for relaxing or entertaining while soaking in the gorgeous country surroundings. The impressive 36x42 detached garage with a 12x24 lean-out is fully equipped with 50-amp and 30-amp RV hookups. This is the one you've been waiting for — come take a look!

615 Ell Downes Rd, Henderson

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: RE/MAX Executive.

1000 Chesapeake Dr, Stevensville
$714,280
5 Beds ⋅ 3 Baths
GREAT OPPORTUNITY! Custom-Built Home – with room to Grow! This beautifully updated custom-built residence offers nearly 4,000 sq. ft. of living space with large, light-filled rooms designed for both comfort and entertaining. Featuring five bedrooms and 2.5 baths, the home has been freshly painted and updated with new carpet. Another game changer is not just the space this home offers but a new kitchen with white cabinets granite, and appliances, new re-freshen bathrooms vanities, Luxury vinyl flooring and much more. The open-air floor plan includes a welcoming family room, breakfast area, and kitchen, along with formal living room and dining rooms for more traditional gatherings. A two-car garage and ample driveway parking add convenience, while the corner lot provides plenty of space for a pool, play area, or expanded outdoor living. The third floor is a true standout—perfect for a movie theater, game room, or bonus living space, with generous storage options as well. Located just a short walk to the waterfront, the community features a boat launch, pavilion, playground, and bayfront recreational area. Move-in ready with versatile living spaces and a thoughtful layout, this home at 1000 Chesapeake Drive is ready for your personal touch.

1000 Chesapeake Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

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

112 Browning Ln, Centreville
$710,000
5 Beds ⋅ 4 Baths
We are accepting backup offers and will allow showings. Perfectly situated on over an acre in a peaceful Centreville setting, this expansive custom-built home offers more than 4,000 square feet of beautifully designed living space across three finished levels, combining comfort, functionality, and exceptional value. The main level is ideal for both everyday living and entertaining, featuring a formal dining room and a gourmet kitchen with center island, dual wall ovens, induction cooktop, walk-in pantry, and sunlit breakfast nook. Just off the kitchen, the inviting family room includes a pellet stove, wet bar, and oversized sliding doors that open to a screened-in porch and spacious deck, creating seamless indoor-outdoor living. Upstairs, the oversized primary suite serves as a private retreat, complete with a propane fireplace, dual walk-in closets, and a spa-inspired bathroom featuring a jacuzzi soaking tub and rainfall shower. This level also includes two additional bedrooms, a large bonus room with pellet stove, a full bathroom, and a conveniently located laundry room. The third floor offers two additional versatile bedrooms and another full bathroom, perfect for guests, home offices, or hobby spaces. Outside, the property truly shines. Enjoy a fully fenced yard on over an acre, an oversized attached two-car garage, a detached two-car garage/workshop, storage shed, and a partial whole-house generator. With no HOA, you have the freedom to fully enjoy the property while still being just minutes from downtown Centreville, local shops and dining, Route 301, and only 13 miles from the Bay Bridge for an easy commute. A solar energy system is installed on the home, helping offset utility costs. This exceptional property offers size, privacy, and versatility rarely found at this price point in Centreville.

112 Browning Ln, Centreville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Taylor Properties.

266 Peregrine Dr, Chester
$707,000
4 Beds ⋅ 3 Baths
Huge Price Reduction on this beautiful, less than 1 year old home in the sought after community of Four Seasons at Kent Island. This Simone model home with loft features 4 bedrooms and 3 full baths is awaiting it's next owner and priced well below the new construction models that are now selling for over $800,000. With recent improvements including paint and Plantation Shutters, this home is move in ready so that you can enjoy this community and the upcoming Spring and Summer on fabulous Kent Island. Situated on a premium lot with close proximity to the 24,000 sq. ft. club house, indoor and outdoor pools, you won't be disappointed in touring this home. The gourmet kitchen with the "Farmhouse Collection" design features stainless appliances including both a gas stove and built in wall oven to impress the most pampered chef with the oven and stove never used. The master suite is beautifully designed with a master bath which includes a large walk-in shower, double vanity sink and large walk-in closet. The 2nd bedroom and 2nd full bath are located on the main level and the 3rd and 4th bedrooms along with the 3rd full bath are located on the 2nd level. As you pass through the main living area including the propane fireplace, you may eventually choose to relax on the rear screened patio to enjoy some of the outdoor living that the area offers. This home also includes a Rinnai Tankless Water Heater.

266 Peregrine Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Corner House Realty.

630 Warbler Way Unit 2221, Chester
$706,900
2 Beds ⋅ 3 Baths
Magothy || Available May 2026 This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a 1-car garage. Inside, you’ll find an open layout complemented by a dry bar, electric fireplace, and an owner’s suite with a sitting room and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a stylish tile backsplash, all paired with sleek quartz countertops. Additional features include laminate flooring throughout most of the home, with tile in both full baths. The owner’s bath is designed with comfort in mind, offering a shower with a seat, a 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.

630 Warbler Way Unit 2221, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

1401 Oyster Cove Dr, Grasonville
$700,000
3 Beds ⋅ 4 Baths
LOCATION! LOCATION! LOCATION! A rare opportunity! Welcome to this sought-after WATERFRONT END townhouse with SPECTACULAR PANORAMIC VIEW! This southern exposure is ideal for watching the boats head toward St. Michaels, Oxford & Annapolis. Oyster Cove is a gated community with beautiful fountains at the entrance. Nothing soothes the soul like looking at gorgeous, blue water! Enjoy the outdoors from any of your 3 decks - front, rear & primary suite. OPEN floor plan with fresh paint throughout! Great room has hardwood floors, gas FP and spacious deck with electric, retractable awning & gate. Kitchen has Corian counters, window seat, backsplash, ss appliances, convection oven, breakfast bar, large refrigerator with freezer drawer at bottom and TV to enjoy while preparing your favorite dishes for your family and friends. Bonus room also features hardwood floors & an entertainment center with large TV - possible uses are an office/den/bedroom. A big plus for the first floor is a FULL BATH! 2nd floor has LVP flooring & laundry room. Primary suite offers a waterfront deck, large W-I closet, jacuzzi, W-I shower & spacious vanity. A guest bath serves the second and third bedrooms which have water views and wonderful light. Third floor loft has a great water view, carpet and may serve as a 2nd primary suite with bath. Great for guests/den/office with wonderful storage space! This townhouse has 4 FULL BATHS!!! Furniture on both decks included if buyer desires. 1-year WARRANTY. Beautiful clubhouse has been completely remodeled with new furniture, gym w/TV, kitchen for socials & rental occasions. Monthly get togethers & holiday parties are an opportunity to meet your neighbors. Take in the morning sun on the 1.5 mile waterside walking path. Also there are 2 marinas (1 in protected, deep water) with 100+ 35'-60' slips available to rent/buy. Take a dip in the salt-water pool, rent 1 of the 6 jet ski docks or play a game of tennis/pickleball. Storage is available for > 100 kayaks. Walk to 5 restaurants! Near 38-mile Cross Island Trail - great for biking, jogging, dog walking, etc. Pet-friendly community - check with HOA on breed restrictions. Only 20 minutes to Annapolis. Change your address & change your LIFESTYLE!

1401 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact:

Selling Office: Star Realty.

118 Dabbling Ct, Church Hill
$699,999
5 Beds ⋅ 4 Baths
SELLERS HAVE FOUND HOME OF CHOICE AND SAY BRING AN OFFER! Welcome to 118 Dabbling Court, a beautifully appointed home offering over 5,000 square feet of versatile living space on 1.27 private acres, just 25 minutes from the Bay Bridge. Designed for both everyday living and long-term flexibility, this home features 5 bedrooms, including a main-level option, and 3 full bathrooms, with four bedrooms located upstairs. A dedicated home office provides the ideal space for remote work or study, while hardwood floors and detailed moldings add warmth and character throughout. The expansive layout continues with a fully finished basement apartment, offering exceptional flexibility for multi-generational living, an au pair suite, or potential rental income. Additional storage space in the basement ensures everything has its place. Outside, enjoy a welcoming front porch with stone accents, a 2-car garage, a storage shed, and a back deck perfect for grilling and chilling. Set in a peaceful Church Hill location, this property offers the rare combination of space, function, and opportunity, all at an exceptional value of $750,000.

118 Dabbling Ct, Church Hill

Listing courtesy of Samson Properties. Contact:

Selling Office: Kevin Dey Realty.

536 Warbler Way, Chester
$699,990
2 Beds ⋅ 3 Baths
Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 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.

536 Warbler Way, Chester

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

Selling Office: Douglas Realty LLC.

201 Beachside Dr, Stevensville
$699,990
4 Beds ⋅ 3 Baths
This home offers flexible living space in a water-privileged community and a lifestyle that’s hard to beat. Set on a generous 0.8 acre corner lot directly across from the Bay, this 4-bedroom, 3-bath home delivers space, scenery, and access to the water in one great package. The upper level features bright main living areas with a functional layout for everyday living and entertaining. The lower level expands your living space with a comfortable family room and wet bar, making it a great spot for gathering and entertaining. It also offers flexibility to create a guest suite, home gym, or recreation area giving you options to adapt the home to your needs. Outdoor living is just as impressive, with a spacious deck featuring a DEK-Drain system that creates a dry, usable space below, so you can enjoy the outdoors even when the weather doesn’t cooperate. A detached garage adds even more versatility, complete with an elevator lift for convenient storage solutions. Major updates provide added confidence and peace of mind, including roof and gutters replaced in 2018, A/C system replaced in 2020, and kitchen appliances and water heater all less than 10 years old. To top it off, a one-year home warranty is included for true peace of mind. Enjoy easy access to the community boat ramp and beach just steps away, making boating, kayaking, paddleboarding, or sunset walks part of your everyday routine. This home offers space, flexibility, thoughtful upgrades, and a coastal lifestyle at a compelling value.

201 Beachside Dr, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Chaney Homes, LLC.

630 Warbler Way Unit 2224, Chester
$699,990
2 Beds ⋅ 3 Baths
Introducing the Severn Lot 2224, projected to settle in May 2026. This thoughtfully designed home offers 3 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights include a dry bar, electric fireplace, a spacious owner’s suite with a sitting room, and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, tile backsplash, and Quartz countertops. Laminate floors run throughout the home except for tile in the two full baths. The owner’s bath features a shower with seat, a handheld shower wand, double sinks, and quartz countertops for a luxurious touch. 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.

630 Warbler Way Unit 2224, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

12 Fairway Is, Grasonville
$699,900
4 Beds ⋅ 3 Baths
Back on the market at no fault of the seller. The previous contract was contingent upon the buyer's home sale, and the buyer was unable to secure a contract on their current home within the 60-day contingency period. Inspections and appraisal had been completed. This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront community—golf, boating, dining, and social events are just steps from your door. The community features a welcoming clubhouse with a restaurant and event space, a pool, and courts for pickleball and tennis. Enjoy a pro shop and driving range, plus a private marina and boat ramp providing direct access to Prospect Bay!

12 Fairway Is, Grasonville

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Unrepresented.

117 Overlook Dr, Queenstown
$690,000
5 Beds ⋅ 4 Baths
117 Overlook (1.15 Acres) is ideally located in Queenstown, Maryland—just 30 minutes to Annapolis and only 15 minutes to Easton—offering both convenience and a peaceful setting. This spacious home features 2,672 square feet of finished living space above, along with the basement area of 1270 sf/ 400 sf finished, providing ample opportunity for customization or future expansion. The property includes 5 bedrooms, with two serving as primary suites. One of the main-level bedrooms can also function as a private in-law suite, offering flexibility for multi-generational living or guest accommodations. Throughout the home, you’ll find custom molding, granite counter tops, hardwood flooring, custom build-in, ceramic tile, and two wood-burning fireplaces, adding warmth and character. A two-car attached garage provides added convenience. The roof is only 2.5 yrs young. The large barn at the rear of the property is a standout feature, offering a workshop, office space, and second-floor storage that could easily be transformed into a studio. Electricity is already in place, enhancing its functionality. The barn also provides ample space for RV or large boat storage, along with room for lawn equipment and more.

117 Overlook Dr, Queenstown

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

Selling Office: Taylor Properties.

2702 Harrington Rd, Chester
$689,000
3 Beds ⋅ 2 Baths
Get ready to be wowed!!! This home has undergone an extensive renovation over the last 5 years. The owners have poured so much love into this home, and it shows. On the interior one of the big standouts is the gourmet kitchen that will surely be the heart of the house. From the granite counters to the 10x4 quartz center island with seating and a built in beverage fridge, to the cozy built in window seating. The living area offers a great pellet stove for those chilly winter nights. Two bedrooms off the living area share a beautifully updated hall bath. The second sitting area is the family room that has a custom pine ceiling and direct access to your Trex deck to enjoy your morning coffee. But wait till you see the primary bedroom with a built in electric fireplace to cozy up too! Cold feet in the mornings no more with the heated primary bath floor, gorgeous shower with rainfall shower head and dual vanities. The exterior of this home is just as amazing as the interior. Get ready all you motorheads for this 30x46 outbuilding with 12 ft ceiling, 200-amp electric service, 2 automatic garage doors, a 18x10 bump out and a craft room for an added bonus! But wait there's more! The above ground pool was just purchased in 2022, with extensive decking for lounging about, or maybe an afternoon cocktail at your own tiki bar. Tired of having to purchase new plants every season well now you can safely store them over the winter in your own 10x12 greenhouse. The backyard even offers a great firepit area for those chilly evenings. Don't take my word for it come and experience all this property has to offer for yourself, you won't be disappointed!

2702 Harrington Rd, Chester

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Douglas Realty LLC.

121 Merlin Dr, Chester
$685,000
2 Beds ⋅ 2 Baths
Assumable VA Loan available w/interest rate in 5's to qualified buyers! Experience the ease of elegant one-level living in this exceptional home, located in one of Maryland's premier 55+ active adult communities on the Chesapeake Bay. Designed for both comfort and style, this beautifully appointed residence features a three-car tandem garage with an EV charger, a spacious screened porch, a cozy gas fireplace, upgraded trim and designer feature walls. Thoughtful enhancements include Hunter Douglas plantation shutters, custom California Closets in the owner's suite and second bedroom, modern ceiling fans throughout, reverse osmosis water filtration, and professionally treated energy-efficient windows that reduce UV rays and heat for year-round comfort. Beyond your front door, enjoy a true resort-style lifestyle just 45 miles from both Washington, D.C. and Baltimore. The impressive 24,000-square-foot clubhouse offers indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, and an active social calendar led by a full-time lifestyle director. From kayaking, yoga, and walking clubs to mahjong, pickleball, and countless social events, there is something for everyone. Located just steps from the waterfront and minutes from historic Annapolis, this vibrant Kent Island community combines small-town charm with exceptional convenience. Enjoy easy access to Route 50, along with nearby shopping, dining, and everything that makes Chesapeake Bay living so special.

121 Merlin Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXIT First Realty.

247 Breeding Blvd, Stevensville
$685,000
6 Beds ⋅ 5 Baths
**KENT ISLAND LIVING, THOUGHTFULLY DESIGNED FOR EVERYDAY LIFE!** OPEN DAILY BY APPT - Or stop by one of our OPEN HOUSES! With OVER $50,000 worth of upgrades when built - This beautiful Ellendale home offers the space you need, the flexibility you want, and an unbeatable Kent Island location just minutes from the Chesapeake Bay Bridge. While this is one of the community's larger homes, the thoughtfully designed floor plan keeps the main living areas comfortably centered on the main and upper levels, with the finished English basement providing additional space when you need it. The main level is where everyday life happens, with a beautiful gourmet kitchen featuring granite countertops, stainless steel appliances, an oversized island, and a butler's pantry with cabinetry and a beverage refrigerator. The kitchen opens to the family room and casual dining area, with sliding doors leading to the deck and fenced backyard. A private office and formal dining room add even more functionality without taking away from the open feel of the main living space. Upstairs, you'll find four bedrooms, including an expansive primary suite with dual walk-in closets and a spacious en-suite bath, plus a second primary bedroom/Jr. suite and two additional bedrooms connected by a Jack and Jill bath. The finished English basement adds an entirely separate level of flexibility with two additional bedrooms, both with walk-in closets, a full bath, a second family room, and a recreation/game room. Use it for guests, extended family, hobbies, entertaining, or simply have the extra space available when you need it. With nearly 4,300 square feet, a two-car garage, and six bedrooms total, this home offers plenty of room without requiring every square foot to be part of your everyday routine. And the location is hard to beat. Ellendale is close to Kent Island's schools, shopping, waterfront restaurants, marinas, parks, resorts, and water access, while the Chesapeake Bay Bridge is just minutes away for an easy commute off the island. Community amenities include a pool, tot lot, walking trails, and creek access for kayaking and other water activities. **Come see how this spacious home can give you room to live, room to host, and room to grow, all in the heart of Kent Island.**

247 Breeding Blvd, Stevensville

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

Selling Office: Unrepresented.

132 Cecil Rd, Stevensville
$685,000
3 Beds ⋅ 3 Baths
Located at the end of a quiet road in the desirable Kent Island Estates community, this charming coastal retreat offers a rare blend of privacy, character, and captivating water views. Situated on nearly an acre and surrounded by mature landscaping and open space, the property provides a serene setting that embraces the beauty of Chesapeake Bay living. The home features three spacious bedrooms, including two conveniently located on the main level, and two and a half baths that balance timeless charm with comfortable everyday living. The upgraded kitchen offers quartz countertops, island with storage, stainless steel appliances, and overlooks the living room with vaulted ceilings. The sunroom is located on the other side of the kitchen, featuring new LVP flooring and plenty of natural light. Thoughtfully designed outdoor spaces invite year-round enjoyment, including a screened porch overlooking the fenced backyard, a recently stained second-level deck off the primary suite with views of Shipping Creek, and a custom stone fireplace with an adjoining BBQ area perfect for gathering with family and friends. Other exterior amenities include a freshly painted detached garage ideal for a workshop, gym, or additional storage, a separate storage shed, and a newly paved asphalt driveway. Additionally, the home features a freshly painted exterior and matching detached garage, refinished hardwood floors, upgraded luxury vinyl plank flooring in the sunroom, fresh interior paint, a tankless water heater, new well pump, and crawlspace encapsulation. Residents of Kent Island Estates enjoy an exceptional waterfront lifestyle with access to a community pier, public beach, private community beach, waterfront playground, and kayak and canoe launch, all within walking distance. Whether spending the day on the water, launching a kayak, or enjoying an evening by the fire, this community offers endless opportunities to experience the Chesapeake Bay. Ideally situated on Kent Island, the property is a short drive to local shopping, dining, marinas, and entertainment. Commuters will appreciate easy access to Route 50 and the Chesapeake Bay Bridge, providing convenient connections to Annapolis, Baltimore, Washington, D.C., Kent Narrows, and Delaware beaches. Combining scenic water views, thoughtful updates, and sought-after community amenities, this inviting retreat offers the perfect setting for full-time living or a relaxing coastal escape. Schedule your tour today!

132 Cecil Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

335 Anna Carol Dr, Stevensville
$685,000
5 Beds ⋅ 4 Baths
Welcome to 335 Anna Carol Dr, a stunning home nestled in the highly sought-after Ellendale community in the town of Stevensville on Kent Island. Built in 2022, this 5-bedroom, 3.5-bathroom “Wright” model by Baldwin Homes offers the perfect blend of contemporary design and the relaxed Eastern Shore lifestyle. With over 3,500 square feet of finished living space across three levels, this home is designed for flexibility. Step inside to find an open, airy floor plan bathed in natural light, featuring luxury vinyl plank flooring and elegant recessed lighting. Just off of the entryway, you’ll find a convenient half bath and access to the garage. At the heart of the home on the main level, the gourmet kitchen is a chef’s dream, boasting a massive center island for gathering, sleek quartz countertops, stainless steel appliances, and a large pantry. The seamless flow to the attached dining space includes access to the rear deck overlooking the private fenced backyard, perfect for al fresco dining on those warm Eastern shore evenings. The grand living room, highlighted by a cozy gas fireplace and integrated surround sound, is perfect for movie nights or entertaining friends and family. The upper level features a luxurious primary suite with ample closet space and en-suite with a spa-like soaking tub and walk-in shower. Additionally, 3 spacious bedrooms with desirable closet space, a second full bathroom and a convenient laundry room complete the upper level. The expansive finished basement adds significant value, providing a daylight-filled retreat for a home gym, theater, or guest suite including a fifth bedroom and a third full bathroom. This level also includes a dedicated utility room and ample storage. Take advantage of the resort like amenities Ellendale has to offer. Launch your canoe or kayak from the community pier into Thompson Creek, or enjoy the outdoor pool all season long with your neighbors. The community also features a clubhouse, boat storage, playground and scenic walking/jogging paths. Situated just minutes from the Chesapeake Bay Bridge, this home offers a unique opportunity to enjoy peaceful Eastern Shore living, while being conveniently located to commuter routes, dining, shopping, parks, trails, golfing, farmers markets, and public fishing piers. Your Eastern Shore escape awaits. Schedule your tour today!

335 Anna Carol Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: RE/MAX Executive.

352 Topside Dr Unit 229, Stevensville
$685,000
3 Beds ⋅ 3 Baths
The seller welcomes non-contingent offers! Please schedule a showing! Welcome to easy coastal living in the sought-after 55+ community of Bay Bridge Cove! Perfectly positioned on a premium pond-front lot, this beautifully maintained 3 Bedroom, 3 Bath home offers the lifestyle buyers dream about — peaceful, social, and low maintenance with resort-style amenities just moments away. Inside, the bright and inviting kitchen is truly the heart of the home, featuring stunning marble countertops, a spacious bump-out dining area, and the perfect vantage point to enjoy glowing sunsets over the pond while preparing dinner. The thoughtfully designed floor plan includes a convenient first-floor guest bedroom and full bath, ideal for visiting family and friends. The spacious screened porch and outdoor living spaces take full advantage of the home’s quiet setting, where the largest pond in Bay Bridge Cove — complete with a lighted fountain — creates a serene backdrop and evening ambiance. Thanks to the unique positioning of the homes, a natural breeze flows beautifully through the north-facing windows and porch spaces, making outdoor living even more enjoyable. Additional highlights include propane hard-wired for grilling, an irrigation system with five watering zones for easy lawn maintenance, and energy efficiency benefits from the attached duplex design helping absorb summer heat. Upstairs, the expansive owner’s suite offers a relaxing retreat, while additional guest accommodations provide flexibility for hobbies, visitors, or office space. And perhaps one of the sellers’ favorite features of all? The fantastic neighbors and incredibly peaceful atmosphere tucked away from road and traffic noise. Bay Bridge Cove residents enjoy an unmatched lifestyle with a stunning clubhouse, outdoor pool, fitness center, tennis and pickleball courts, dog park, community garden club, walking trails, and an active social calendar full of clubs, gatherings, and events. This is more than a home — it’s a lifestyle. A rare opportunity to own a private, pond-view home in one of the area's most desirable communities.

352 Topside Dr Unit 229, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Engel & Volkers Annapolis.

1700 Saint Marys Rd, Chester
$685,000
2 Beds ⋅ 2 Baths
Open house CANCELLED due to multiple offers. First time on the market, this exceptional waterfront property on Crab Alley Bay offers stunning views, one-level living, and endless potential. The home currently includes two bedrooms, with the possibility of creating a third bedroom with a new design. Spacious rooms, a large kitchen, and a sunroom filled with sliding glass doors showcase the home’s beautiful bayfront setting. Important improvements have already been made, including a new roof in 2024, a recently serviced water treatment system, and a boiler in great working order. Outside, the property is well-equipped with a pier, bulkhead, and rip rap, plus a large attached garage and bonus space between the house and garage. Ideally located near shopping and everyday conveniences, this home is a wonderful opportunity for waterfront living in sought-after Marling Farms, where residents enjoy four community beaches, boat launches, kayak launches, and playgrounds. Property is being sold strictly as-is and will require updating.

1700 Saint Marys Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

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

464 Web Foot Ln, Stevensville
$685,000
4 Beds ⋅ 3 Baths
Don’t miss this opportunity to own one of the largest models in Mallard Run! This updated home offers not only style, but also functionality for every day living! With all of the big ticket items done in the last few years, all you need to do is move right in! Freshly painted. Newer dual-zone HVAC with air scrubber UV light in ductwork. Newer appliances, recessed lighting, wood floors on main level. Roof from 2019, so much more, this house is ready for YOU! Expansive kitchen with a large island, dual seating areas, granite counters, white cabinets, and SS appliances including gas double oven. Formal dining room + eat-in area. Sunroom off back. Extra wide family room. 4BR + main-level office/den (or 5th BR if needed), 2.5 BA, and 2-car garage, it sits on a private lot backing to woods. Upstairs, the primary suite offers a large walk-in closet with organization system & en-suite with dual sinks, soaking tub & separate tiled shower. 3 additional BRs (2 with large walk-in storage closets appx 15ft of room in each) + recently updated hall bath with gorgeous tiled shower/tub combo! Bright & open layout with high ceilings & crown molding throughout. Mudroom/laundry off garage adds convenience. Mallard Run includes boat/RV storage, access to Cross Island Trail, nearby parks/library, sidewalks & street lights, just minutes to schools, downtown Stevensville & Bay Bridge!

464 Web Foot Ln, Stevensville

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

Selling Office: Samson Properties.

917 Moorings Cir Unit 131, Stevensville
$685,000
3 Beds ⋅ 3 Baths
Welcome to this exceptional model home, fully loaded with upgrades and offering over 2,200 square feet of luxurious living space. The main level showcases beautiful luxury plank flooring and an open-concept design that seamlessly connects the dining room, kitchen, and great room—ideal for both everyday living and entertaining. Stylish shiplap wall accents and a whole-house sound system add to the home’s modern charm. Enjoy peaceful views of the pond from the bright three-season room or relax in the separate sunlit den. The spacious and private primary suite features a custom bath and a walk-in closet, creating a perfect retreat. A second bedroom and full bath are also conveniently located on the main level, along with a dedicated laundry area. The Gourmet kitchen is thoughtfully upgraded with premium countertops, appliances, cabinetry, and a pantry for extra storage. The two-car garage offers epoxy flooring and custom built-in storage for added functionality. Upstairs, you’ll find a large third bedroom, a full bath, and additional flexible space ideal for a home office or fitness room. The expansive upper-level foyer provides the perfect setting for a built-in bar and comfortable seating area. Seller upgrades include custom blinds throughout, an Easy Breeze porch with two storm doors, a beautifully designed patio with walls and lighting, closet organizers, security cameras, enhanced exterior lighting, and a sprinkler system. Conditioned crawl space w/plenty of additional room for storage. The community features a pool, clubhouse, and a variety of activities. Conveniently located just a short drive to the Bay Bridge, shopping, golf courses, Matapeake Beach, restaurants, and more. Come experience the island lifestyle in this beautifully upgraded home in Bay Bridge Cove! NO SIGN on PROPERTY

917 Moorings Cir Unit 131, Stevensville

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

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

306 Old Line Dr, Centreville
$680,000
3 Beds ⋅ 3 Baths
Spacious Claiborne Fields Home with Beautiful Views & Convenient Centreville Location! Welcome home to this spacious and beautifully situated 3-bedroom, 3-bath, large bonus room over garage home in the established and highly sought-after community of Claiborne Fields. With a 2-car garage and plenty of room both inside and out, this home offers the space and setting you've been looking for. The property sits on a beautiful lot with expansive views of open fields, mature trees, and a peaceful pond. The outdoor spaces are truly a highlight, with a wonderful sunroom and patio with a permanent umbrella—perfect for morning coffee, afternoon relaxation, or gathering with family and friends while enjoying the scenery. Inside, the generous floor plan offers comfortable living spaces, original hardwood floors, and plenty of room for everyday living and entertaining. The home has been thoughtfully maintained and features numerous updates and improvements, including a newer roof, newer heat pumps and furnace, Anderson 400 Series windows, granite countertops, Rinnai tankless hot water, water treatment system, and an encapsulated crawl space. Enjoy the best of both worlds—a peaceful neighborhood setting with beautiful open views, while being just minutes from downtown Centreville. Shopping, restaurants, parks, schools, and local amenities are all conveniently close by. A wonderful opportunity to enjoy space, privacy, beautiful surroundings. Come see why this one is special!

306 Old Line Dr, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Compass.

402 Conor Dr, Stevensville
$679,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained home in Ellendale on Kent Island, ideally situated on a premium corner lot with peaceful pond views and a spacious, fenced backyard. Offering four bedrooms and two and a half bathrooms, this home combines thoughtful upgrades, comfortable living spaces, and scenic surroundings, all in one of the most conveniently located communities on the Eastern Shore. As you enter, you are greeted by high ceilings and a dedicated office just off the entryway that provides the perfect work-from-home space with views of the pond. The living room is filled with natural light and features a cozy propane fireplace along with built-in surround sound for your home theatre, creating a warm and inviting gathering space. The kitchen offers refinished cabinetry, a pantry, and abundant storage, flowing seamlessly into the dining area and sunroom that overlook the backyard—ideal for everyday living and entertaining. Interior access to the two-car garage is located off the kitchen, as well as a door to the approximately four-foot-tall conditioned crawlspace with plenty of space for additional storage. Upstairs, the oversized primary suite enjoys tranquil views of the pond and trees beyond and includes multiple closets and a spacious en-suite bathroom with double sinks and a tiled shower. Three additional bedrooms and a full bathroom complete the upper level. This home also features hardwood flooring throughout much of the main level, a sunroom addition with a breakfast nook, French glass doors in the office, an upgraded staircase banister, and dual-zone climate control. Recent improvements include a new HVAC system (2023), solar panels, a whole-home generator, a deck, a new sliding glass door with built-in blinds, refinished kitchen cabinets, updated appliances including a dishwasher (2023) and washer and dryer (2025), and new living room carpet. Ellendale is one of the most sought-after communities on Kent Island, offering a clubhouse, community pool, playground, pier perfect for launching kayaks and canoes into Thompson Creek, community social events, and more, all conveniently located at the first exit off Route 50 and the Chesapeake Bay Bridge. Just minutes to local shopping and dining options and offering a quick commute to Annapolis, Baltimore, Washington, DC, St. Michaels, Easton, and beyond. Schedule your tour today to learn all about what Ellendale and the Kent Island lifestyle have to offer!

402 Conor Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

110 Boatswain Way Unit 3033, Chester
$675,000
2 Beds ⋅ 3 Baths
The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space perfect for working from home or quiet retreat. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops for a polished finish. Luxury vinyl plank flooring flows throughout the home, with tile flooring in the two full baths for added durability. The owner’s bath features a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a spa-inspired retreat. 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 3033, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Maryland Residential Realty.

344 Prospect Bay Dr W, Grasonville
$670,000
3 Beds ⋅ 2 Baths
Nestled in the serene Prospect Bay community, this charming ranch-style home offers a perfect blend of comfort and convenience. Roof is only 3-4 years old. HVAC 2024-2025 . Hardie Plank Siding and Soffits were installed only a couple of years ago, with Aztec PVC Trim and new gutters and gutter guards, make this pretty much a maintenance free home. With three bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining. The heart of the home features a well-appointed kitchen equipped (redone in 2021) with Viking appliances, including a double wall oven, gas cooktop, and a Bosch dishwasher, making meal preparation a delight. Step into the inviting living area, where a cozy fireplace beckons for quiet evenings or gatherings with loved ones in the Sunroom or relax in the separate Living Room. The thoughtful layout ensures that every corner of this home feels warm and welcoming. The attached garage provides ample space for vehicles and storage. Outside, the community amenities are truly exceptional. Dive into the refreshing outdoor pool, challenge friends on the tennis courts, or enjoy leisurely strolls around the beautifully maintained grounds. For golf enthusiasts, a golf course membership is available, offering endless opportunities for recreation. With a generous one-acre lot and access to navigable waters, this property is perfect for those who appreciate nature and outdoor activities. Experience the tranquility of living in a community that prioritizes leisure and lifestyle. This home is not just a place to live; it's a place to thrive.

344 Prospect Bay Dr W, Grasonville

Listing courtesy of Rosendale Realty. Contact:

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

116 Mallard Dr, Stevensville
$669,900
3 Beds ⋅ 2 Baths
Welcome to your private Eastern Shore oasis at 116 Mallard Drive, Stevensville, MD 21666! This beautifully maintained and recently updated Cape Cod home sits on a rare 1.1-acre lot in a quiet, private neighborhood on Kent Island — one of the hardest-to-find lot sizes in this desirable area. Enjoy serene, protected views of Mallard Pond, where you can watch ducks glide across the water, sip morning coffee on the screened porch, and truly experience peaceful Kent Island living at its finest. Boasting 1,976 square feet of above-grade living space (built in 2000), this 3-bedroom, 2-bath home features thoughtful updates throughout. Enjoy new LVP flooring and carpet, a bright open-concept main level perfect for everyday living and entertaining, and a stunning kitchen with granite countertops and all new appliances. The spacious primary suite includes a luxurious soaking tub and walk-in closet, while two additional bedrooms and a full bath complete the main level. A 2-car garage and newer furnace add convenience and peace of mind. The standout feature is the large unfinished attic with electrical wiring and HVAC already extended — substantial, flexible space ready for your vision. Easily finish into additional bedrooms, a home office, playroom, or family suite. Outside, the expansive 1.1-acre lot delivers exceptional privacy and natural beauty, bordered by community-owned preserved woodlands and Mallard Pond that ensure your views remain undisturbed for years to come. Enjoy the screened porch overlooking the pond, low-maintenance exterior, low HOA fees of only $17 per month, and the incredible location on Kent Island — walk or bike to the public golf course, Kent Island Trail, waterfront parks, piers, and just minutes from Chesapeake Bay adventures, shopping, and dining. This updated home combines solid construction, modern finishes, low monthly costs, and a truly rare 1.1-acre private setting. Whether you’re looking for a peaceful full-time residence or a lifestyle property with room to grow, 116 Mallard Drive is a standout opportunity on Kent Island. Don’t miss it!

116 Mallard Dr, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: LPT Realty, LLC.

219 Overlook Dr, Queenstown
$667,500
4 Beds ⋅ 3 Baths
Welcome to Overlook at Carmichael. This beautiful home shows true pride of ownership, from the well-kept exterior with mature plantings and blooming flowers, including raised strawberry garden beds, to the spacious interior with well-appointed rooms for everyone. Hardwood floors and tile span the first floor. Enjoy the view from the kitchen and living area, overlooking the fully fenced backyard and inground pool. The kitchen features granite countertops and updated appliances. There’s a separate dining room and a large family room with a wood-burning fireplace. Added touches like chair rail and crown molding are found throughout. Rest easy with a 10-year-old roof and a brand-new HVAC in 2025. The open, unfinished basement already has exterior walls framed, ready for your personal touch. The pool will be open soon.

219 Overlook Dr, Queenstown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Samson Properties.

440 Moorings Cir, Stevensville
$667,500
3 Beds ⋅ 3 Baths
THE SELLER WELCOMES SHOWINGS FOR A BACK-UP OFFER! Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island. This sought-after Laurel model sits on a premier lot and offers the largest floor plan in the community, filled with natural light from a wall of exterior windows. Upgrades include an expanded layout with over 2,700 square feet, a bump-out sunroom and patio, premier plank flooring, upgraded kitchen and baths, plantation shutters and custom window treatments, an irrigation system, and upgraded lighting throughout. The expansive main level features open living with a large primary suite, an office/den, and convenient main-level laundry. The upper level provides a second living area, a private guest bedroom, and a full bath—ideal for visitors or extended stays. Bay Bridge Cove amenities include an outdoor pool, tennis, pickleball, and bocce ball courts, a crab shack, a vegetable garden, a dog park, and a community center with a clubhouse, exercise room, library, and game, meeting, and party rooms. Ideally located less than five minutes to the Bay Bridge and close to shopping, golf, restaurants, and parks, with easy access to Annapolis, BWI, Baltimore/DC, Eastern Shore beach towns, and nationally recognized medical facilities. A perfect place to call home!

440 Moorings Cir, Stevensville

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

Selling Office: Coldwell Banker Realty.

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