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$784,900
4 Beds ⋅ 3 Baths
New Construction to be built in Queen Anne Colony.Doral Model. The newly designed Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home,. Make this your home with your personal selections, and you can move in this summer. Similar Doral home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining. Welcome home.

303 Queen Anne Club Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$499,500
5 Beds ⋅ 3 Baths
**Still available to TOUR!** Looking for home that offers room to grow, work and relax? 107 Meadowcroft Drive is the spacious Colonial you've been waiting to tour! The main level offers two versatile bonus rooms that can easily function as a home office, playroom, den or hobby space. At the heart of the home, the large kitchen features a center island, pantry and plenty of cabinetry, making it both functional and inviting for everyday living and gathering. The living area features a cozy gas fireplace with a beautiful stone accent, creating a warm focal point for the space. Upstairs, you’ll find five bedrooms, providing flexibility for family, guests or additional work from home needs. Step outside to the large rear deck overlooking the fully fenced backyard. Perfect for relaxing, playtime or entertaining. An attached two-car garage and abundant storage throughout the home add to the everyday convenience. A comfortable home with generous space and endless potential to make it your own. Community offers concrete sidewalks, playground, soccer field, walking path and pavilion with picnic tables! Moments to Downtown Centreville with coffee shops, pizza parlors, delicious drinks, bookstore and pharmacy!

107 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$149,990
HUGE PRICE ADJUSTMENT! REDUCED $47K!! Rare opportunity to own a beautiful double lot (Lots 49 & 50) overlooking the peaceful marsh of Prices Creek in the sought-after Kent Island Estates community. This oversized homesite offers the perfect setting to build your dream home surrounded by nature, wildlife, and endless water-oriented recreation. Current flood mapping indicates the proposed homesite is not located in a flood zone (buyer to verify), providing added confidence as you plan your build. Enjoy the relaxed, coastal lifestyle that makes Kent Island Estates so special. Developed in the 1950s around the opening of the first Bay Bridge, this established community now features more than 600 homes stretching from the Chesapeake Bay to the Eastern Bay along Rt. 8 toward Romancoke Pier. Residents of all ages appreciate the peaceful setting, friendly atmosphere, and abundant outdoor amenities. The South Kent Island Trail runs directly through the neighborhood, offering miles of scenic biking, walking, and jogging from Matapeake Beach to Romancoke Pier. Spend your days fishing, crabbing, kayaking, or picnicking at the pier, or simply soaking in the bay breezes. Community gatherings, social events, yoga classes, and neighborhood activities create a true sense of connection, with the community hall available for private events and celebrations. Water privileges on the Chesapeake Bay, nearby dining and shopping, and a short drive to the Bay Bridge, historic Annapolis, and St. Michaels make this an exceptional location for both full-time living and a weekend retreat. See uploaded documents for important disclosures regarding sewer costs. Build the home you’ve been dreaming of in a community where every day feels like a getaway. THIS LOT IS DIRECTLY TO THE LEFT OF 336 OREGON ROAD, STEVENSVILLE, MD (IF YOU'RE FACING THE HOUSE), SO WE SUGGEST USING YOUR GPS TO THAT ADDRESS. Contact listing agent for questions.

Lot 49-50 Bay Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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: 4432741900
$329,900
3 Beds ⋅ 2 Baths
Comfortable Rancher with fenced back yard backing to wooded area. Back yard has a large storage shed and stone patio with fire pit off the deck. This 3 bedroom 2 bath home is move in ready. Freshly painted, LVP flooring throughout and light filled rooms. Located in Grasonville, minitues to Bay Bridge, Chesapeake Environmental Center( see the wildlife of the Eastern Shore ,rent a kayak) and close to the outlets. American Home Shield's Platinum Sheild offered at settlement for peace of mind. Schedule a tour before it's gone.

105 Gravel Run Rd, Grasonville

Listing courtesy of Keller Williams Flagship. Contact:

$689,990
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 #3032, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$699,990
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: 2403755074
$949,990
3 Beds ⋅ 3 Baths
The Severn combines an open floorplan with thoughtful design elements, with a projected settlement date of November 2026. Designed for comfortable and modern living, this home features 3 bedrooms, 2.5 baths, and a 1-car garage. The owner’s suite includes a sitting room, large walk-in closets, and a spa-inspired bath with a shower featuring a seat and handheld shower wand, double sinks, and quartz countertops. The living area is anchored by an electric fireplace, while a dry bar adds both functionality and style for entertaining. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, complemented by quartz countertops for a polished and practical space. Laminate flooring flows throughout the home, with tile in the two full baths for added durability. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit #3034, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$849,990
3 Beds ⋅ 3 Baths
The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat, complete with a private sitting room and large walk-in closets. The spa-inspired owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. The kitchen is equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all anchored by quartz countertops. Laminate flooring flows throughout the home, with tile in both full bathrooms for a polished finish. 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 #3031, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$749,990
3 Beds ⋅ 3 Baths
The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat, complete with a private sitting room and large walk-in closets. The spa-inspired owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. The kitchen is equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all anchored by quartz countertops. Laminate flooring flows throughout the home, with tile in both full bathrooms for a polished finish. 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 #3021, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$375,000
2 Beds ⋅ 3 Baths
*100% Renovated* Welcome to this *BEAUTIFUL RENOVATED* 2-bedroom, 2.5-bath townhome nestled in a desirable condo community on Kent Island. This fully updated home shines with thoughtful upgrades and modern touches throughout — including new storm doors, 2025 heat pump, new water heater, upgraded electrical system, new blinds, a new Samsung washer and dryer, double-pane windows, and brand-new carpet on the stairs and upper level. The open-concept main floor flows effortlessly to a private outdoor deck, perfect for morning coffee or evening entertaining with a tranquil view. Upstairs, the spacious primary suite features its own private balcony overlooking Thompson Creek, creating a peaceful personal retreat. The second bedroom and beautifully renovated bathrooms provide a flexible living space for guests and family. Enjoy serene water views, a quiet and walkable neighborhood, and easy access to scenic community walking trails. Whether you’re savoring the outdoors or relaxing amid a fully renovated, stylish interior, this move-in-ready townhome perfectly blends comfort, convenience, and the best of Kent Island living. PLEASE REMOVE SHOES...THANK YOU.

1205 Marion Quimby Dr, Stevensville

Listing courtesy of Taylor Properties. Contact:

$565,000
3 Beds ⋅ 3 Baths
Custom builder selling his own home that has been well built, well maintained, and thoughtfully designed. This home is in great condition and offers just under 3,000 square feet of living space with 3 bedrooms and 2.5 baths. On everyone's wish list is the generous sized 2-car garage with extra side entrance. The first floor features an open and functional layout designed for everyday living. The kitchen is open to the breakfast area and living room, creating a cohesive main living area. The living room includes a built-in fireplace, while a formal dining room sits just off the kitchen. The kitchen features granite countertops and tile flooring, which continues through the pantry and mudroom. All other countertops throughout the home are upgraded. A spacious laundry room and pantry are conveniently located off the kitchen. The first floor also includes a powder room and a first-floor extra room ideal for a home office or study. A spacious entryway from the attached two-car garage or additional side entrance provides a practical everyday entry. The first-floor primary suite offers comfortable main-level living and includes cathedral ceilings, a private door leading to a roomy composite back deck, and an attached bathroom with marble heated flooring and a walk-in shower, along with a spacious walk-in closet. Upstairs, the home offers two bedrooms with a loft area in between , providing flexible additional living space. Custom inlay flooring is featured in the formal dining room, living room, foyer, primary suite and first-floor extra room, tastefully alternating wood types and adding subtle character. Overall, this home offers quality construction, thoughtful design, and a layout that works well for everyday living. Still more details and touches to be seen when you come to visit. This home truly is move in ready.

204 Double Creek Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$595,000
Discover the charm of the Blue Lantern Inn in the quaint, historic town of Centreville on Maryland's Eastern Shore. Built in the 1800s, this property offers over 6000 sq ft of living space, featuring four bedrooms, two full baths and living room with a fireplace. A 3 minute drive to Centreville Landing for boating, fishing and crabbing on the Corsica River. Walking distance to restaurants. Approximately 42 minutes to Annapolis, 30 minutes to Easton,1 hour 8 minutes to Baltimore and less than 2 hours from Ocean City and Rehoboth, DE. Property is 'AS IS" -Seller to make no repairs.

112 S Commerce St, Centreville

Listing courtesy of Keller Williams Select Realtors of Easton. Contact: 4106907356
$249,000
1 Beds ⋅ 1 Baths
Price improvement and ready to move in! Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

3 Queen Victoria Ct, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$474,000
4 Beds ⋅ 3 Baths
VA approved short sale at the current list price. Please note there is a noticeable smoke odor in the garage, with a lighter residual odor that carries into portions of the home. This home offers the kind of space and flexibility that’s hard to find. With four bedrooms, two and a half baths, and over 4,300 square feet total, there’s room here to spread out, settle in, and make it your own. Just over 2,700 square feet are finished, giving you generous living areas while still leaving plenty of opportunity to customize what comes next. Inside, you’ll find hardwood floors, granite countertops, and stainless steel appliances that bring a clean, timeless feel to the main living spaces. There’s also a flexible room that works well as a home office or creative space and could even function as a small additional bedroom with the use of an armoire. The layout feels practical and comfortable, whether you’re hosting friends or enjoying a quiet night in. The home includes a two car garage and a 120V GFI outlet for electric vehicle charging. Solar panels are already in place and will be assumed by the buyer. Downstairs, the unfinished basement offers even more potential. It includes an egress window, has been professionally waterproofed, and features thoughtful upgrades such as a foundation crack repair, two pillar reinforcements, and a backup sump pump. Completing the system, the hot water heater is an electric and propane hybrid with an eco mode option, designed with efficiency in mind. Beyond the home itself, the lifestyle here is a big part of the appeal. Centreville offers small-town charm with plenty to explore close by. Downtown is home to local favorites like Mamma Mia Italian Bistro, Doc’s Riverside Grille, Colosseum Pizza, and Commerce Street Creamery for coffee, ice cream, or an easy stop downtown. Outdoor time comes naturally with Tuckahoe State Park just a short drive away, offering miles of trails, a lake for kayaking or fishing, and wide open space to unwind. Wye Island Natural Resources Management Area is also nearby, known for its quiet shoreline, wooded trails, and abundant wildlife. With community events, local shops, and quick access to Route 301 for travel toward Annapolis or the Eastern Shore beaches, life here feels relaxed, connected, and easy to enjoy. This property is being sold as a VA short sale and is subject to bank approval. Per short sale requirements, the home must be on the market for a minimum of 15 days before a contract can be written and accepted.

138 Cool Meadow Dr, Centreville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$259,900
2 Beds ⋅ 2 Baths
This charming two-bedroom, one-and-a-half-bath townhouse is designed for comfortable everyday living within a friendly, family-oriented community setting. A thoughtfully designed traditional floor plan showcases engineered flooring, carpeting, and ceramic tile in select areas, creating a warm interior. The well-appointed kitchen features coordinating appliances, including a dishwasher and microwave, offering both style and convenience for everyday living and entertaining. Main-floor laundry enhances the home’s effortless functionality. A designated location for a pellet stove is already in place, complete with chimney piping through the upper levels and roof. A one-time fee is required to obtain a boat slip. Slips are assigned by unit number and are available for use only after purchase by a unit owner. The current assigned slip is 17-2, located on the pier behind the pool. Enjoy a resort-style lifestyle with access to community amenities, including an in-ground pool and direct access to Thompson Creek, which flows into the Cox Creek—ideal for unlimited boating, fishing, and kayaking. The home also offers an attached garage, additional off-street parking, and an overflow guest lot for added convenience. Situated in a vibrant, well-maintained neighborhood residents benefit from the nearby parks, schools, and essential public services, this property delivers low-maintenance luxury. Association-managed common areas ensure a pristine setting, allowing residents to enjoy a carefree and elevated lifestyle.

17 Mariners Way Unit #17-2, Stevensville

Listing courtesy of Up-County Realty, Inc.. Contact:

$2,495,000
5 Beds ⋅ 4 Baths
Price improvement. Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. Cove Creek is a Golfer's Paradise! This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay, this southern-facing residence offers breathtaking water views from nearly every room. Upon entering, you’re greeted by a dramatic two-story foyer with soaring vaulted and coffered ceilings that set an immediate tone of refinement, drawing the eye straight through to the large backyard and shimmering water views beyond. The thoughtfully designed main level features high ceilings throughout and a serene primary suite with views of the pool and waterfront. The primary retreat offers a custom walk-in closet with built-ins, tray ceiling, and a spa-inspired bath with dual vanities, private water closet, soaking tub, expansive walk-in shower, and plantation shutters for added privacy. Upstairs, enjoy a recreation room with wide angle water views and balcony perfect for enjoying sunsets while playing a game of pool or darts. Four additional bedrooms can be found here as well, two on either side of the home sharing jack-and-jill style bathrooms with private closets. Designed for effortless entertaining and elevated everyday living, the open-concept living and dining spaces flow seamlessly from the beautifully updated kitchen. Here, refined finishes include soft-close cabinetry, granite countertops, a marble backsplash, center island, walk-in pantry, stainless-steel appliances, gas cooktop, wine refrigerator, and warming drawer. The kitchen opens to an inviting living room with sliding doors to access the outdoor living area. Outside you’ll find extensive hardscaping with a built-in grill, granite countertops, and a granite dining table seating eight, perfect for hosting refined waterfront gatherings. The resort-style backyard is a private sanctuary, featuring a sparkling pool and a private pier equipped with three boat lifts—ideal for boating, paddle boarding, crabbing, or simply enjoying sunsets accompanied by visits from blue herons and bald eagles. Professionally designed landscaping offers year-round color with mature plantings all complemented by a lush, level lawn maintained by a multi-zone irrigation system. Additional highlights include a spacious three-car garage with room for vehicles, golf carts, and storage, along with premium finishes throughout that reflect timeless craftsmanship and meticulous attention to detail. As a resident of Cove Creek, enjoy access to an exceptional array of private amenities including a USGA-rated golf course, deep-water marina, private beach, clubhouse, fitness center, tennis, pickleball, and bocce courts, boat ramp and storage yard, as well as miles of scenic walking and biking trails - all located on Kent Island, just minutes from the Chesapeake Bay Bridge and Route 50.

137 Tanners Point Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$450,000
Prime Business Opportunity on High-Visibility Water Street in Centreville! Seller financing may be available for buyers with 20% down, 5% interest, amortized at 15 years with a 5 year balloon. Well-established commercial property offering exceptional exposure in a sought-after location. The first floor commercial space features about 1800+ sq' separated between a large retail space, office/kitchen , and storage space. The second floor includes a 2-bedroom, 1-bath apartment—ideal for owner occupancy or rental income. The building offers flexible layout potential and is truly ready for your vision. Downstairs can easily be divided into three sections to rent out separately. Situated on nearly a half-acre lot, the property boasts a generous parking area with 15+ spaces and room for future expansion. A rare opportunity for entrepreneurs, investors, or owner-operators looking to establish or grow their business in the heart of Centreville. Take advantage of the seller financing opportunity and 5% rate!

305 E Water St, Centreville

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

$979,900
2 Beds ⋅ 3 Baths
The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry bar for entertaining, a cozy electric fireplace, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and a polished finish. The kitchen is well equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owner’s bath serves as a relaxing retreat with a shower featuring a built-in seat, handheld shower wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit #2443, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$799,990
2 Beds ⋅ 3 Baths
The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar ideal for entertaining, an electric fireplace for added ambiance, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and easy maintenance. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owner’s bath features a shower with seat, handheld shower wand, double sinks, and quartz countertops, creating a comfortable and refined 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.

176 Flagstaff Way Unit #2433, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$935,990
3 Beds ⋅ 3 Baths
The Severn, located on Lot 2424, is scheduled for a August 2026 settlement and offers a well-designed layout with 3 bedrooms, 2.5 baths, and a 1-car garage—perfect for low-maintenance living without sacrificing style. This home features a welcoming electric fireplace, a convenient dry bar for entertaining, and a dedicated storage room to keep everything organized. The kitchen is thoughtfully equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all paired with sleek quartz countertops. Throughout the home, LVP flooring provides durability and a cohesive look, with tile flooring in both full baths. The primary bath offers a relaxing retreat with a walk-in shower featuring a seat and handheld shower wand, dual sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit #2424, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$659,990
2 Beds ⋅ 3 Baths
The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit #2412, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$599,990
2 Beds ⋅ 3 Baths
The Magothy at Lot 2411 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit #2411, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074
$530,000
2 Beds ⋅ 3 Baths
Four Seasons @ Kent Island - 55+ Community - Price Improvement + Seller to Credit $4000 towards Capital Contribution Fee * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop with range hood, wall oven + microwave combo and a huge Island that accommodates plenty of bar seating. Spacious Bedroom suites each with private full baths and generous closet spaces. The Primary bath has His 'n Her's double sinks with Moen fixtures, comfort height vanities, large vanity mirrors, medicine cabinets and a walk-in tiled shower with seat. The Primary bedroom features 2 closets; one walk-in-closet and one generous wall closet, a ceiling fan and a single French door to access the balcony. The 2nd Bedroom is large enough to hold a traditional sized bedroom set and features a tub/shower combo in the bath. The open Great Room is large, bright and has serene pond views and winter water views of Macum Creek with oversized sliders to a covered balcony. You will love the convenient laundry room located off the foyer area that accommodates the included full-sized GE washer and dryer. Elevator down to the Lobby level to your private garage and a just a few steps down the corridor is your private, keyed storage closet. This condo building features a secure lobby entrance and is impeccably decorated and maintained. Additionally, the 2nd floor has a common Club Room/Meeting Room great for socializing with your neighbors or as additional entertainment space. It features Public Water, Public Sewer, individually metered propane gas heat and cooking. All residents have access to the community amenities which include a huge 20,000 sf Club House with Billiards Room, Casual Lounge Area, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, Cabana House, Private Beach Area, Outdoor Concert Space, Pier for Fishing and taking in the magnificent Chester River views & Kayak launch and Walking Trails. Pickle Ball enthusiasts you are in luck as there are Tennis Courts and Pickle Ball Courts for all, and grand kids can be entertained at a small Playground Area. Come tour today and see why this is THE place to be in Kent Island for 55+ living!

4000 Herons Nest Way Unit #22, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$529,000
3 Beds ⋅ 3 Baths
Welcome to resort-style living in this beautifully appointed home nestled in the back of a desirable 55+ community, offering serene pond views and exceptional amenities. Rich cherry hardwood flooring flows throughout the main living areas, including the formal living and dining rooms, creating warmth and elegance from the moment you enter. The gourmet eat-in kitchen is a true highlight, featuring granite countertops, stainless steel appliances, and an open layout that seamlessly connects to the family room—perfect for everyday living and entertaining. Relax by the cozy gas fireplace or step outside to the private patio overlooking the tranquil pond for peaceful outdoor enjoyment.This home offers three spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in shower, soaking tub, and generous closet space. A custom built-in buffet with glass cabinetry adds both beauty and functionality, while the separate laundry room and two-car garage provide everyday convenience. Enjoy unparalleled community amenities including indoor and outdoor pools, billiards room, meeting room, bar, bocce ball and tennis courts, and a tot lot—everything you need for an active and social lifestyle. This exceptional home combines comfort, style, and resort-like living in a prime setting.

125 Encore Ct, Centreville

Listing courtesy of Rosendale Realty. Contact: 4107580333
$349,900
2 Beds ⋅ 2 Baths
NEW CONSRUCTION. 2 BEDROOM 2 BATH RANCHER LOADED WITH UPGRADES. PICTURES ARE FROM PREVIOUS MODEL BUT FINISHES STILL THE SAME JUST DIFFRENT COLORS. COME SEE FOR YOURSELF. LOADED WITH UPGRADES. WHY BUILD WHEN YOU CAN JUST MOVE IN. UPGRADED LIGHTING PACKAGE, TRAY CEILING, CUSTOME 2 COLOR PAINT, UPGRADED TRIM, THE LIST JUST GOES AND GOES.

114 W Main St W Main, Sudlersville

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

$429,900
4 Beds ⋅ 2 Baths
*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

1906 Harbor Dr, Chester

Listing courtesy of Five Star Real Estate. Contact:

$88,900
This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience. The lot is perc approved and has site plans—see documents for details. With close proximity to Chestertown’s shops, galleries, and restaurants, it’s the perfect setting for those looking to enjoy small-town living with easy access to Middletown, Easton, and Annapolis.

East St, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$470,000
3 Beds ⋅ 3 Baths
New and improved price! This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‑acre corner lot, this 3‑bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower‑level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. *Recent improvements add peace of mind and long‑term value, including a new roof (2019) with 50‑year shingles, new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. *Enjoy peace of mind with brand-new Pella tilt-in windows installed throughout the home in 2025, combining style, convenience, and energy efficiency. The pool is also equipped with a new robotic cleaner, making maintenance simple and hassle-free. The pool is open! Step outside to a fully fenced backyard oasis featuring a private in‑ground pool and deck— ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one‑acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5‑mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home is move‑in ready and offers an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

1916 Stevens Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$679,900
4 Beds ⋅ 3 Baths
New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, and you can move in this summer. Model home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining. Welcome home.

312 Columbia Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact: