Refine Search
Sort by
104 Gadd Dr, Centreville
$400,000
3 Beds ⋅ 2 Baths
Nestled in a serene setting, this ranch-style home offers a perfect blend of comfort and quiet, ideal for those seeking a tranquil lifestyle. Built in 2007, this meticulously maintained residence spans 1,482 square feet and is situated on a generous 0.79-acre lot, providing ample space for outdoor enjoyment and relaxation. The spacious living area features wood flooring, complemented by carpeting in the bedrooms, ensuring a cozy retreat. Natural light floods the space through double-hung windows, enhancing the home's welcoming ambiance. The heart of the home is undoubtedly the kitchen, which boasts upgraded countertops, a convenient island, and a well-appointed pantry. Equipped with appliances, including a microwave, range hood, front-loading washer and dryer, and a single oven, this kitchen is a large entertainer's dream. The combination kitchen/dining area is perfect for hosting gatherings, while the adjacent entry-level bedroom offers flexibility for guests or a home office. Retreat to the primary suite, where calming meets comfort. The en-suite bathroom features a jetted tub, providing a spa-like experience right at home. Additional bedrooms are generously sized, ensuring everyone has their own personal space. Outside, the property is equally impressive. The expansive front yard, rear yard, and side yards offer endless possibilities for gardening, outdoor activities, or simply enjoying the fresh air. A charming patio with awning and porch invite you to unwind with a morning coffee or evening glass of wine, while a side-entry garage and ample driveway space accommodate multiple vehicles with ease. This home is not just a residence; it's a lifestyle. Experience the perfect blend of quiet and comfort in a setting that feels like a private retreat. With its one level living features and thoughtful design, this property is ready to welcome you home.

104 Gadd Dr, Centreville

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

Selling Office: Chaney Homes, LLC.

298 Moorings Cir, Stevensville
$525,000
2 Beds ⋅ 2 Baths
OPEN SATURDAY, NOV 8, 1:00-3:00! MOTIVATED SELLERS WILL CONSIDER ANY REASONABLE OFFER! BEST-VALUE HOME IN BAY BRIDGE COVE... a premier 55+ community on beautiful Kent Island! This better-than-new end-unit Laurel model is filled with natural light from a wall of windows and offers an expanded floor plan with a screened porch with a fan and sun shades, a beautifully landscaped and fenced paver patio, and a sitting room off the primary bedroom. The many upgrades include luxury vinyl plank flooring throughout, a premium kitchen with upgraded appliances and custom backsplash, a tiled primary bath, upgraded lighting, including exterior solar lights, and added overhead storage in the garage. Bay Bridge Cove amenities include an outdoor pool, tennis, pickleball, and bocce courts, a crab shack, gardens, walking paths, and a clubhouse with a fitness center, library, game room, meeting room, and dog park. Perfectly located less than 5 minutes to the Bay Bridge, close to shopping, golf, and waterfront restaurants, walking distance to Kent Manor Beach Club, and with easy access to the Cross Island Trail, public parks, Annapolis, BWI, Baltimore, DC, and multiple nationally recognized medical facilities. A perfect place to call home!

298 Moorings Cir, Stevensville

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

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

644 Chester River Beach Rd, Grasonville
$785,000
3 Beds ⋅ 2 Baths
A BOATER'S DELIGHT, this waterfront rancher in Chester River Beach is a small slice of paradise! Enjoy deep, protected water (5ft mlw) and tranquil views of Winchester Creek. As you enter the home, you'll be captivated by the open concept kitchen and living room with expansive water views. The updated kitchen showcases white cabinets and granite countertops. The fully conditioned four season room is perfect for enjoying the views all year long and has brand new high quality windows and slider door! Features 3 bedrooms, 2 full bathrooms and an expansive 2 car garage that's large enough to fit a 25 foot boat w/ trailer inside. The primary ensuite bathroom has been gorgeously updated with floor to ceiling Italian tile. Brand new wood grain tile is featured throughout the main living areas. New roof, new HVAC, and new appliances! The pier features a 15,000 lb boat lift and deep water! Chester River Beach features a community waterfront park, picnic area and pavilion as well as a boat launch and community pier with boat slips. Enjoy the convenience of being minutes from the Kent Narrows dining and entertaining experiences by car or boat! 10 minutes to the Bay Bridge! Schedule your showing today!

644 Chester River Beach Rd, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

214 Beech Ln, Stevensville
$459,900
4 Beds ⋅ 2 Baths
Price reduction on this move-in ready and wonderfully maintained 4-bedroom, 2 full bath Cape Cod in the sought-after Cloverfields community on Kent Island. From the moment you arrive, you’ll notice the pride of ownership throughout. The home has been lovingly cared for and thoughtfully decorated, offering a bright and welcoming feel with stylish touches throughout. Sellers have found their home of choice and have priced to sell! The spacious family room features hardwood floors and flows seamlessly into a large kitchen and dining area—complete with built-ins for extra storage, tile flooring, and newer stainless steel appliances. Both bathrooms have been tastefully remodeled, and recent updates include a new HVAC system, encapsulated crawl space, new washer and dryer, and a newer roof (2018). Nothing left to do but just move in. Step outside to a maintenance-free deck overlooking a fenced, level 0.36-acre backyard—ideal for outdoor entertaining or simply relaxing. The extended paved driveway provides plenty of space for family and guests alike. Cloverfields residents enjoy an array of community amenities including a private beach, boat launch, marina, pool, clubhouse, and playground. Conveniently located near the Bay Bridge, schools, library, and the Cross Island Trail, this home perfectly blends comfort, convenience, and coastal living.

214 Beech Ln, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Rosendale Realty.

957 Cloverfields Dr, Stevensville
$285,000
3 Beds ⋅ 1 Baths
Opportunity on Kent Island! This charming 3 -bedroom, 1-bath home offers 1300 square feet of comfortable living space on a quiet street. Bring your vision and creativity--the property needs renovation and is being sold "as is", but has great potential to become a charming island retreat or year-round residence. Enjoy the peaceful setting while still being just minutes from the Bay Bridge, local restaurants, and waterfront parks. Whether you're looking for your first home, a weekend retreat, or a downsizing opportunity, this property offers the perfect blend of comfort, location, and value. This is a great chance to invest in the Kent Island lifestyle--don't miss out on this affordable opportunity to make it your own.

957 Cloverfields Dr, Stevensville

Listing courtesy of Keller Williams Legacy. Contact:

Selling Office: Keller Williams Flagship.

317 Caspian Dr, Grasonville
$520,000
3 Beds ⋅ 3 Baths
Custom-built home in the desirable Greenwood neighborhood! This beautifully maintained property offers an open floor plan with 9-foot ceilings, gleaming hardwood floors, and a stunning custom kitchen featuring a large island and high-end finishes. The spacious layout includes a double-sided gas fireplace providing warmth and elegance to multiple living areas, including a gorgeous sunroom with a wet bar and wine refrigerator — ideal for entertaining. Three generous bedrooms plus a versatile bonus room offer flexible space for a fourth bedroom, home office, exercise room, or playroom. The professionally landscaped backyard provides the perfect outdoor retreat. The attached garage includes an extended storage area ideal for tools, toys, or a workshop. This is not your typical builder home — quality craftsmanship and thoughtful details throughout. Quick settlement available. Conveniently located near shopping, Route 50, the Bay Bridge, Annapolis, Easton, and the popular Kent Narrows restaurants.

317 Caspian Dr, Grasonville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

202 Ridgeview Ct, Centreville
$290,000
3 Beds ⋅ 3 Baths
Welcome to this charming 3-bedroom, 3-bath townhome nestled in the heart of Centreville. Offering both comfort and convenience, this home features a spacious living area filled with natural light, an eat-in kitchen perfect for family meals, and three generously sized bedrooms. The primary suite includes its own full bath for added privacy, while the additional bedrooms share a well-appointed hall bath. Enjoy a low-maintenance lifestyle with the benefits of living in a close-knit community just minutes from schools, parks, and local shops. With easy access to Route 301, this townhome is ideal for commuters looking for a balance of small-town charm and modern convenience. Professional photographs coming soon!

202 Ridgeview Ct, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

103 Trevors Ct, Queenstown
$649,900
4 Beds ⋅ 3 Baths
Located on a quiet corner lot in Bishops Meadow, this 4-bedroom, 2.5-bath home offers 2,200 sq. ft. of living space with easy access to Routes 301 and 50. The open floor plan features a kitchen with granite countertops, stainless steel appliances, and a large island that flows into the living room with a gas fireplace. Upstairs, the primary suite includes a walk-in closet with a full IKEA closet system and private bath. New carpet has just been installed throughout the entire top floor, including the bedrooms and stairway. The 1,254+/- sq. ft. insulated basement is unfinished, plumbed for a full bathroom, and ready for your vision. Outside, enjoy a private backyard oasis with a custom pool featuring a waterfall, a gazebo, and full fencing—ideal for entertaining or relaxing. This home offers a great location, a private setting, and is truly move-in ready.

103 Trevors Ct, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: CENTURY 21 New Millennium.

224 Wye Knot Ct, Queenstown
$499,000
3 Beds ⋅ 2 Baths
This charming 3-bedroom, 2-bath home sits on a spacious lot and offers the perfect blend of comfort and convenience. Inside, you’ll find a warm and inviting layout with plenty of natural light and functional living space throughout. The property has been well cared for and provides a wonderful opportunity to enjoy peaceful Eastern Shore living. The Wye Knot Farms neighborhood is known for its quiet setting, large lots, and close-knit feel all while being just minutes from Route 50, shopping, dining, and the nearby Wye River. Whether you’re looking to downsize, purchase your first home, or enjoy a relaxed lifestyle on Maryland’s Eastern Shore, 224 Wye Knot Court is must see. Professional photographs coming soon!

224 Wye Knot Ct, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Waterman Realty.

272 Granny Branch Rd, Church Hill
$542,000
5 Beds ⋅ 4 Baths
Fantastic Opportunity! Experience the very best of country living in this spacious 5-bedroom home—with the potential for a 6th bedroom or office on the lower level! Enjoy sweeping views of farmland and open countryside, and start your mornings to the sound of a rooster crowing. This beautiful property sits on a full acre backing to farmland and includes: **An oversized 2-car garage **A large screened rear porch and expansive deck, perfect for entertaining or relaxing **A huge, eat-in country kitchen with plenty of space for family gatherings **Gas and Electric heating and a flexible floor plan to suit your needs Upstairs, a large playroom currently serves as a combined bedroom and recreation area—ideal as a playroom, library, in-home office, or studio. *** Come discover the charm, space, and tranquility this home has to offer!

272 Granny Branch Rd, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

104 Golden Eye Ct, Chester
$300,000
2 Beds ⋅ 2 Baths
What sets this Bayside Marina condo apart? Let us start with the spectacular view, a peaceful pond and sparkling fountain right outside your windows. Picture perfect location in a waterfront community on the Chester river. Add in the rare first floor convenience, and you have got a home that is as easy to live in as it is to love. Step inside and you will instantly feel the open, airy, coastal vibe. The fresh new flooring, new paint, and cozy touches throughout make this unit shine. This home has been beautifully refreshed and well cared for so you can move right in and start enjoying life by the water. Tucked away in a private, serene setting, you will love the peaceful surroundings and the abundance of overflow parking for guests. This condo also comes with a one-year home warranty, giving you added peace of mind. Whether you are sipping coffee by the window, strolling to the marina, or relaxing by the pond, this home delivers comfort, convenience, and that signature Kent Island charm. First floor units like this do not come along often. Priced to sell, with a lifestyle that is truly priceless.

104 Golden Eye Ct, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

214 Orchestra Pl, Centreville
$400,000
3 Beds ⋅ 2 Baths
NEW PRICE... Welcome to 214 Orchestra Place in Symphony Village at Centreville. This Bach model home is currently the best value to get you into this community filled with amenities. This 3 bedroom, 2 full bath home features hardwood and carpet flooring, a bright and welcoming floor plan. As you enter this home, you'll find the combination living and dining rooms, passing through you'll enter the gourmet kitchen connecting to the dining room. The master suite features two walk-in closets, a connecting master bath with corner soaking tum, split vanity and walk-in shower. This home is move in ready and available for a quick settlement. Get in and immediately start enjoying all of the amenities that this community has to offer.

214 Orchestra Pl, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: EXP Realty, LLC.

227 Homeport Dr, Grasonville
$2,100,000
5 Beds ⋅ 5 Baths
Well-Appointed Waterfront Home on 2.58 Acres with Spectacular Views Private & exceptional design and craftsmanship define this magnificent custom-built waterfront residence, offering three finished levels of refined luxury and breathtaking water views from nearly every room. Perfectly sited on 2.58 acres along picturesque Winchester Creek and the Chester River, this home includes its own private sandy beach — a rare and unique offering. Step through the welcoming 8-foot leaded glass double doors into a grand foyer where soaring ceilings, walls of glass, and wide-planked walnut floors create a sense of openness and light. The sun-drenched great room features an 18-foot custom fireplace and opens effortlessly to a fabulous heated screened porch and expansive decks overlooking the water—complete with remote-controlled shades and a retractable roof. This home is not only well maintained, also amazing up-dates throughout. The gourmet kitchen is both beautiful and functional, designed for serious cooks and entertainers alike. It boasts high-end appliances, custom cabinetry, propane cooking, a walk-in pantry, double refrigerators, and a butler’s pantry for additional prep and storage. Recent updates include fresh paint and stunning new counters, giving the space a crisp, contemporary look. The main-level primary suite serves as a luxurious retreat, featuring his-and-her walk-in closets, a beautifully refinished bath with dual vanities, and an oversized glass walk-in shower. Also on the first floor are a private library/office, a formal dining room, a breakfast room, and an attached two-car garage—creating the perfect, functional layout for everyday living. Upstairs, the second level offers three spacious bedrooms, two full baths, a large family room with access to an upper deck, and a finished bonus room over the garage—ideal as a playroom, hobby space, or sixth bedroom. The third floor is a showstopper, featuring a stunning guest suite with a fully renovated bath and a private theater room with surround sound—perfect for movie nights or entertaining guests. Outdoors, the setting is every bit as impressive as the home itself. Positioned on a point with sweeping views of the creek, river, and bay, this property includes beautifully landscaped grounds, irrigation systems, and a sandy beach with protected shoreline. Enjoy access to a dedicated boat slip (number 2) and jet ski lift at the nearby community marina, just steps from your door. The 18.5’ Aqua Spa offers a heated 18’ lap pool with a four-seat jet spa—ideal for year-round relaxation. Additional highlights include a whole-house generator, propane heat (two underground tanks), four central HVAC units (three recently replaced), motorized Silhouette blinds, an attached storage shed, and meticulous attention to detail throughout. Every element of this home reflects thoughtful maintenance and superior quality. Conveniently located near the Cross Island Trail, restaurants, shopping, gyms, golf courses, and the Bay Bridge, this extraordinary home combines elegance, comfort, and the best of Eastern Shore waterfront living. Come experience it for yourself—create your own waterfront lifestyle.

227 Homeport Dr, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co Realtors.

629 Warbler Way, Chester
$694,900
4 Beds ⋅ 3 Baths
Simone Home || Available December 2025 This thoughtfully designed 4 bed, 3 bath home with a 2-car garage offers both comfort and character. Enjoy a spacious screened patio, cozy up by the stunning 2-story stone fireplace, or get to work in your private home office. The kitchen is a standout with quartz countertops, French door refrigerator, gas cooktop, tile backsplash, and pendant lighting. Laminate floors span the main level, while the loft and secondary bedrooms feature soft carpet. The owner’s suite includes a luxurious bath with quartz counters, double sink vanity, seated shower, and handheld wand for a spa-like experience. 📸 Photos are for illustrative purposes only. Features and finishes may vary. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. *pictures are representative of a similar home.

629 Warbler Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

104 Woods Rd, Chester
$795,000
5 Beds ⋅ 4 Baths
PERFECT MULTI GENERATIONAL HOME!!!! 5 BEDROOMS! LIST PRICE ADJUSTED !!FANTASTIC HOME! THE COMPLETE PACKAGE AND THEN MORE! INGROUND GUNITE SALT WATER(LOW MAINTENANCE) POOL! TWO PRIMARY BEDROOM/BATH SUITES! BOTH WITH GIANT WALK IN CLOSETS! EACH PRIMARY BATH HAS A STEP IN SHOWER, DOUBLE STONE VANITY PLUS SOAKING TUB! THIS HOME HAS A TOTAL OF 5 BEDROOMS PLUS 3 AND ONE HALF BATHS! PLENTY OF SPACE FOR THE HOME OFFICE! THE OPEN KITCHEN IS FULLY UPDATED WITH ISLAND, STAINLESS STEEL DOUBLE OVENS, COOKTOP, DRAWER MICROWAVE, DISHWASHER,3 DOOR REFRIGERATOR, STATEMENT GRANITE, CUSTOM LIGHTING WITH DIMMERS. HEAT MONITORING DIRECTIONAL FAUCET. THE ADJACENT FAMILY ROOM FEATURES A GRANITE TRIMMED GAS FIREPLACE, TOWERING 19 FOOT CEILINGS, A UNIQUE WINDMILL STYLE CEILING FAN, AND DOUBLE TIERED WINDOWS FOR EXTRA LIGHT! THE HUGE 17X18 COVERED SCREENED PORCH IS RIGHT OFF THE KITCHEN AND FAMILY ROOM CREATING SUPER FLOW! A FEW STEPS DOWN FROM THE SCREENED PORCH THE NEW BUYER WILL FIND AN ATTRACTIVE CUSTOM PAVER PATIO AND THE INVITING IN GROUND POOL! THE REAR YARD IS SURROUNDED BY A LOW MAINTENANCE VINYL PRIVACY FENCE! OTHER FEATURES INCLUDE THE 2 CAR GARAGE WITH TONS OF SHELVING, AND A RINSE OFF SINK. THE REAR GARDEN SHED IS THE BEST EVER! ON THE INTERIOR CUSTOM WINDOW TREATMENTS, 2 INCH WHITE SHADES, LACE AND SHEER CURTAINS, WINE BAR, HUGE WALK IN CLOSETS(3), CUSTOM LIGHTING, CEILING FANS, CUSTOM CERAMIC TILE, RECENT LVP FLOORING & CARPET, MULTIPLE CONVENIENCE ITEMS, AND INCAPSULATED CRAWL SPACE HELP COMPLETE THE PACKAGE! OVER $150,000 OF RECENT IMPROVEMENTS & UPGRADES- LIST AVAILABLE. POOL EQUIPMENT INCLUDED! ONE YEAR HOME WARANTY AVAILABLE WITH ACCEPTABLE OFFER. A MUST SEE HOME !!! IMPROVEMENT LIST AND VALUES IN BRIGHT DOCS!

104 Woods Rd, Chester

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: The KW Collective.

124 Nauset Ln, Chester
$825,000
3 Beds ⋅ 3 Baths
10K price reduction!!! Better Than New – $175K+ in Upgrades and Lifestyle Ready Now Four Seasons at Kent Island – Killarney with Loft Model Why wait months—and spend thousands more—for a base-level new build when you can move into your dream home today? This beautifully enhanced Killarney with Loft model in sought-after Phase I delivers over $100K in builder upgrades plus $75K in custom renovations—a total investment of $175K+—all included. To replicate this home new through the builder would exceed $1 million. For added peace of mind, the sellers are including a two-year full-service home warranty, and an invisible fence is already installed and included. Exceptional Interior & Outdoor Living The gourmet kitchen is a showstopper with a 10’ white quartz island, dry bar, SMART stainless appliances, InstaHot water dispenser, and walk-in pantry. A marble-mantled electric fireplace anchors the open-concept living area and flows to the builder-upgraded screened porch overlooking a private backyard retreat. Entertain year-round on the expansive 40' × 15' paver patio with built-in gas fire pit, gas grill, and wood-burning pizza oven—all part of the $175K+ in thoughtful upgrades that make this home truly turnkey. The spa-inspired primary suite features a fully renovated bath (2025) with new flooring, lighting, towel warmer, and upgraded fixtures. Additional highlights include Pinnacle concrete coatings on the front and screened porches, a new front door, $5K+ in custom window treatments, all-new main-level lighting, a guest en-suite, and a loft with third bedroom and full bath. A Community & Lifestyle Second to None Four Seasons at Kent Island offers a 24,000 sq ft waterfront clubhouse with indoor and outdoor pools, a fitness center, yoga studio, game room, library, tiki bar, and outdoor amphitheater. Lighted pickleball and tennis courts, bocce, a dog park, a pier with transient slips, 4+ miles of walking trails, and direct access to the Cross Island Trail complete the resort experience. A full-time lifestyle director curates events from crab feasts and live music to holiday gatherings and fitness classes. The Smarter Choice: Waiting vs. Ready Skip construction delays, surprise upgrade costs, and months of dust and noise. This home is fully finished, beautifully landscaped, and move-in ready now. Proven resale strength in an established section of the neighborhood protects your equity and provides quiet streets and friendly neighbors from day one. This is the definition of turnkey luxury—offering comfort, style, and an unmatched Chesapeake Bay lifestyle today. Schedule your private showing and experience why this home is truly better than new.

124 Nauset Ln, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Compass.

109 E Meadow Dr, Centreville
$590,000
4 Beds ⋅ 5 Baths
This beauty is back on the market. Buyers financing fell through, creating a fantastic opportunity for you to seize! Welcome to your dream home at 109 E Meadow Drive, nestled in the sought after North Brook community. This stunningly remodeled residence offers 4 bedrooms and 4.5 bathrooms, with an expansive layout of over 4,500+ finished square feet of perfect living space. Upon entering, you'll fall in love with a home that's truly move-in ready. The centerpiece is a brand-new kitchen, designed to be the heart of your gatherings with its high-end cabinetry, stylish tile backsplash, spacious center island, farmhouse sink, and state-of-the-art appliances—all crafted for both beauty and functionality The main level showcases the beautifully upgraded kitchen, a family room with soaring vaulted ceilings, a formal dining room, a cozy living room, a versatile bonus room, a convenient laundry room, and a half bathroom. Upstairs, discover the generous primary bedroom with a newly updated en suite, a second bedroom with its own full bath, plus two additional bedrooms connected by a Jack and Jill bathroom. The lower level is an entertainer’s paradise, featuring an expansive recreation room, a bonus room, an extra room that could be a fifth bedroom, a full bathroom, and two unfinished storage areas. Walkout stairs lead to a backyard with a beautiful paver patio perfect for relaxing. Recent updates include a freshly interior paint, upgraded flooring, and new lighting fixtures, all contributing to a modern and inviting environment. The remodeled laundry/mud room further adds to the home's functionality and convenience. Outside, new landscaping boosts curb appeal, providing a picturesque setting. This home embodies modern living with a perfect blend of luxury and comfort, all in a highly desirable location and with just a short 25-minute drive to the Bay Bridge. The North Brook Community offers a Tot Lot, Soccer Field, Pavilion, and Walking Trails, while being minutes to Historic Centreville, the Centreville Wharf & Public Landing, and various parks and restaurants. Don’t miss the opportunity to make 109 East Meadow Drive your new home.

109 E Meadow Dr, Centreville

Listing courtesy of Compass. Contact:

Selling Office: Keller Williams Realty Centre.

7014 Bridgepointe Dr, Chester
$363,000
3 Beds ⋅ 3 Baths
Welcome Home! This beautifully designed townhome features a bright and sunny kitchen that invites natural light to fill the space, perfect for cooking and entertaining. The high ceilings create an airy atmosphere, enhancing the open feel of the main level. The primary bedroom suite is conveniently located on the main level, offering privacy and ease of access. A stylish powder room is also available for guests. Upstairs, you will find two generously sized bedrooms, providing ample space for family, guests, or a home office, along with a full bath that caters to their needs. Recently refreshed with new carpet and luxury vinyl flooring, this townhouse is ready for your personal touches. Freshly painted throughout, it offers a clean slate for you to make it your own.

7014 Bridgepointe Dr, Chester

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

Selling Office: Taylor Properties.

106 Turpins Ln, Centreville
$389,900
3 Beds ⋅ 2 Baths
Back on the market at no fault of the seller, the buyer's home sale contingency fell through, creating an excellent opportunity for you to make it yours! Welcome to 106 Turpins Ln, a charming 3-bedroom, 2-bath home in the heart of historic Centreville, Maryland. This property offers the perfect blend of comfort, style, and location. Completely renovated in 2025, everything is brand new! Step inside to find an open layout with beautiful hardwood flooring throughout. The kitchen features granite countertops, stainless steel appliances, and a breakfast bar. The spacious primary suite features a private ensuite bathroom and double closets. All the bedrooms include generous closet space, and the layout is designed for modern living. Enjoy a low-maintenance yard and patio and an oversized 1–2 car garage—ideal for storage or workshop space. Located steps from restaurants, shopping, the library, parks, playgrounds, and a public landing for boating and water access. This affordable, move-in-ready home is in a prime walkable location, perfect for homeowners and small business owners. The property is zoned for residential and/or commercial use, offering a unique opportunity or investment potential. Don't wait—schedule a private showing today!

106 Turpins Ln, Centreville

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

Selling Office: Compass.

320 William Way, Stevensville
$480,000
5 Beds ⋅ 3 Baths
Welcome to your dream home in one of Stevensville’s most desirable water-oriented communities, Bay City. This beautifully updated 5-bedroom, 3-bath home combines comfort, luxury, and coastal living at its best. Step inside to an inviting open-layout filled with natural light. The spacious living areas are perfect for all entertaining. The gourmet kitchen offers modern cabinetry, granite countertops, stainless steel appliances and flows seamlessly into the dining and family rooms. The primary suite provides a beautiful private full bathroom. Four additional bedrooms and two full baths offer flexibility for guests, home office space and more. Outdoors, enjoy your own personal oasis with privacy— an inground pool surrounded by a large patio and fenced backyard, ideal for summer cookouts and relaxation. The property sits in a water-privileged neighborhood with access to a community pier and boat ramps; perfect for kayaking, fishing, and sunset views over the Chesapeake Bay. Experience Eastern Shore living at its finest — where every day feels like a getaway!!

320 William Way, Stevensville

Listing courtesy of Curtis Real Estate Company. Contact:

Selling Office: Curtis Real Estate Company.

109 2nd St, Chestertown
$75,000
ONLINE AUCTION: Bidding begins 11/12/2025 @ 10:00 AM. Bidding ends 11/14/2025 @ 11:40 AM. List Price is Suggested Opening Bid. Deposit: $5,000. This +/- 1.80 acres lot of land located is in Chestertown, MD within Queen Anne’s County. A prior soil evaluation completed by the Queen Anne’s County Health Department (7/17/2009) certified suitability for a conventional mound septic system, confirming the property’s true build‐ready potential (see our documents tab). Prime Location + Proven Market Value Situated just moments from the Chester River, Wilmer Park, Chestertown Historic District, marinas, and downtown amenities, this lot appears in an area where strong sales activity is underway. Recent listings and disposals nearby include several residential lots selling in the $14,000 to $85,000 range, underscoring the compelling value of a lot with confirmed build feasibility. This parcel offers an entry point into Chestertown’s growth corridor, with the unique advantage of its verified build status fully documented. Buyer to verify all utilities, access, zoning/permits, and any development feasibility directly with Queen Anne’s County. The property also provides convenient vehicular access to MD Route 213 and MD Route 291, offering smooth connections to surrounding towns and regional highways.

109 2nd St, Chestertown

Listing courtesy of Ashland Auction Group LLC. Contact:

Selling Office: Unrepresented Buyer Office.

302 Rosin Dr, Chestertown
$550,000
5 Beds ⋅ 4 Baths
Nestled in the serene Chester Harbor community of Chestertown, MD, 302 Rosin Drive offers an idyllic waterfront lifestyle along the tranquil shores of Rosin Creek. Perched on an elevated lot with stunning vistas of Rosin Creek, this charming home blends classic Eastern Shore character with modern comforts. Imagine mornings with coffee overlooking the water, afternoons kayaking from your backyard and evenings just minutes from historic Chestertown's shops, dining, and Washington College. Seamless indoor-outdoor flow make this the ultimate retreat—perfect for entertaining with indoor and outdoor spaces. This home has a complete in-law-suite perfect for hosting guests, accommodating extended family, or creating a private home office with serene water views. This deceivingly large 5-bedroom, 4-bath home features; extensive landscaping, lovely gazebo and brand-new roof.

302 Rosin Dr, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Cross Street Realtors LLC.

725 Old Love Point Rd, Stevensville
$450,000
3 Beds ⋅ 2 Baths
This beautifully updated 3-bedroom, 2-bathroom home combines comfort and modern style in a bright, open-concept layout. Natural light pours in through the solar skylights (July 2025), creating a warm and inviting atmosphere throughout the living and dining spaces. The spacious primary suite offers its own private retreat with a full bathroom, while two additional bedrooms and another full bath provide flexibility for family, guests, or a home office. At the heart of the home, the updated kitchen (2023) shines with a new range, hood, dishwasher, and water filtration system – perfect for cooking, entertaining, and everyday living. Major improvements add peace of mind, including a new roof (July 2025) with transferable warranty, insulated pipes (2025), and French drains (2019) for long-term protection. Conveniently located near shopping, schools, and just minutes from the Bay Bridge, this move-in-ready home offers the ideal balance of small-town charm and easy access to Annapolis, D.C., and beyond.

725 Old Love Point Rd, Stevensville

Listing courtesy of Blackwell Real Estate, LLC. Contact:

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

600 Rosin Dr, Chestertown
$413,300
3 Beds ⋅ 2 Baths
Charming 3-bedroom, 2-bathroom waterfront cottage nestled along the peaceful shores of Rosin Creek. Combining classic character with modern updates, the open floor plan creates a warm and inviting flow. Perfect for everyday living or entertaining. The renovated kitchen features stylish finishes and connects seamlessly to the dining and living areas. Updated flooring throughout the downstairs, which extends to the main floor master, complete with his and her closets. Refreshed bathrooms, skylights, and a brand-new rear porch extend the living space to the outdoors, where you can relax and take in the serene water views while being surrounded by nature. With direct access to the creek, this property offers the perfect blend of comfort, charm, and waterfront living.

600 Rosin Dr, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Doug Ashley Realtors, LLC.

111 Dell Foxx Rd, Barclay
$385,000
3 Beds ⋅ 3 Baths
Escape to the tranquility of rural living with this delightful 3 bedroom, 2 bath property nestled on a sprawling 1-acre parcel. Located in the heart of the countryside, this inviting home is ideal for a permanent home or as a second home to enjoy everything the Eastern Shore of Maryland has to offer, such as hunting, fishing, boating, or just a peaceful getaway. The vaulted living area is spacious and accented by a wood stove that provides both a cozy ambiance and efficient heating during colder months. The living room opens to a new 2-level outdoor deck, as well as the kitchen, perfect for entertaining family and friends. The large kitchen has an overabundance of new granite countertops, plenty of cabinets, and an island. The perfect kitchen for multiple cooks, and maybe an even larger island! The laundry room is located directly off the kitchen with access to the back yard, and to the garage. Perfect for extra storage or as a mudroom. The home features three nice sized bedrooms, including a primary suite with a full bathroom and dual closets. The property has plenty of room for a garden, boat or RV storage, or just sit back and enjoy the serenity of country living. Located just 1.5 miles from Route 301, the location is perfect for commuting north to Wilmington or Philadelphia, or head south to Annapolis and Washington DC.

111 Dell Foxx Rd, Barclay

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

Selling Office: Doug Ashley Realtors, LLC.

116 Pine, Grasonville
$320,000
3 Beds ⋅ 2 Baths
Welcome to this well-kept home on a quiet cul-de-sac, just minutes from Route 50 and about 10 minutes from the Bay Bridge. This freshly painted single-level home offers 3 bedrooms and 2 full baths on nearly a quarter-acre lot. The bathrooms have been recently renovated, and the kitchen features updated cabinets, giving the home a fresh and ready move-in feel. The property also includes a detached 1-car garage. The previous owner began working on it but left it unfinished. Buyers should confirm intended use with local county for permits. With the right vision, there is a lot of potential, or it can be turned back to its original purpose as a garage. A great location, updated features, and future potential make this home one you don’t want to miss!

116 Pine, Grasonville

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

Selling Office: Unrepresented Buyer Office.

How much is your home worth?

Get instant property value now!