1,993 properties for sale in Dorchester County, Maryland

Welcome to this beautiful four-bedroom, two and a half-bath home, located in the highly desirable Crossings Community of East New Market, Maryland. Constructed in 2023, this meticulously designed home by Greg Koski Building and Construction offers modern amenities combined with the charm of a historic town setting. This spacious home features a first floor master bedroom, providing convenience and privacy. With a bonus room on the second floor, you'll have plenty of space for a home office, playroom, or guest room. The open floor plan allows for a seamless flow between the kitchen, living and dining areas, making it perfect for both everyday living and entertainment. The kitchen boasts granite countertops and stainless steel appliances, offering both style and function for all culinary needs. The home is also equipped with a new water filtration system and a fully encapsulated crawlspace, ensuring increased energy efficiency and a healthier living environment. It meets all current insu

Welcome home to space, privacy, and brand-new construction without the wait! Situated on a premium 1.03-acre lot in the country this stunning 2025-built home is 100% completed and ready for its very first owners. The bright, open-concept layout is perfect for modern living, seamlessly connecting the spacious main living areas to a beautifully appointed kitchen. Enjoy the peace of rural Eastern Shore living while staying just a short drive from local amenities. Featuring an attached garage, ample driveway parking, and a sprawling backyard ready for your personal touch. Why wait to build when your dream home is finished and waiting for you today?

Experience the best of Eastern Shore living at 419 Osprey Circle, a spacious and beautifully appointed home offering over 3,400 square feet of thoughtfully designed living space in one of Cambridge's most desirable neighborhoods. Combining generous room sizes, flexible living areas, and an exceptional location just minutes from the waterfront, this home delivers the perfect blend of comfort, convenience, and lifestyle. Step inside to discover a dramatic two-story family room filled with natural light that serves as the heart of the home. The open and inviting floor plan offers plenty of space for both everyday living and entertaining, while a dedicated main-level office or den provides the perfect setting for remote work, studying, or a private retreat. The upper level is highlighted by an impressive luxury primary suite designed to be your own private sanctuary. This expansive retreat features a large bedroom, a separate sitting area, a stunning fully renovated spa-inspired bathroom,

Waterfront Living with Boat Slip in Waterside on Cambridge Creek! Enjoy sweeping water views, three screened porchesu002Fdecks and a deeded deep-water boat slip in this spacious three-level residence designed for easy Eastern Shore living. Offering approximately 3,000 square feet per floor plans, the home combines the comfort of a single-family lifestyle with low-maintenance convenience. The main level features open living and dining spaces filled with natural light, along with a well-appointed kitchen offering granite countertops, stainless steel appliances, island seating and generous storage. A screened waterside porch extends the living space and invites relaxed indoor-outdoor entertaining. The entry level includes a flexible family room with full bath and private screened porch, ideal for guests, recreation or home office use. Upstairs, the waterside primary suite offers vaulted ceilings, a large walk-in closet, spacious bath and private screened porch, plus an adjoining office or

This recently renovated home offers unique flexibility. It sits on a rare TRIPLE corner lot, and the expansive backyard spans two additional lots that may be subdivided. The first floor is beautifully finished with a new kitchen, sculleryu002Flaundry, parlor, great room, 3 bedrooms (including primary ensuite) and 2 more bathrooms. Nine rooms on the 2nd floor are ready to be finished as bedrooms, bathrooms, officeu002Fgym, etc. The 3rd floor includes additional heated space and storage. Historic charm is showcased throughout with grand front and rear staircases, built-in cabinetry, millwork, wainscoting, pocket doors, architectural radiators, and two original Rumford corner fireplaces. Major upgrades include a new two-zoned central HVAC system along with a high efficiency boiler for hot water and adjustable radiant heating, upgraded 320 Amp electric service (the whole home has been rewired), and updated plumbing. The front entrance has been brought back to the original woodwork with res

Welcome to this beautifully crafted two-story Cape Cod home, perfectly situated at the end of a quiet road in the highly sought-after town of Vienna, MD. Offering both privacy and charm, this location provides a peaceful setting while still being close to everything the area has to offer. This thoughtfully designed home features 4 bedrooms and 2.5 bathrooms with a functional and inviting layout. The first floor offers an open-concept living and dining area, ideal for everyday living and entertaining. The kitchen flows seamlessly into the main living space and is complete with stainless steel appliances and elegant quartz countertops. A convenient half bath and a dedicated laundry and mudroom add to the home’s practicality. The primary suite is located on the first floor and includes spacious walk-in closets and a private en-suite bathroom featuring a quartz-topped vanity and a beautifully tiled walk-in shower. Upstairs, you’ll find a large family room with vaulted ceilings, creating a

Unobstructed westerly waterfront views, small waterfront access (20+ ft. Estimated) and stunning sunsetsan incredible opportunity to own a Madison Bay cottage at just $250,000. Charming 1930 waterfront cottage set on. 91 acres, this 2-bedroom, 2-bath home offers timeless character and exceptional potential. Inside, youll find a sunroom, kitchen, and living room thoughtfully positioned to capture the surrounding water views. Multiple waterside decks provide the perfect setting for relaxing or entertaining while taking in the expansive bay vistas. Additional highlights include public sewer, a newer roof, and an unfinished attic space offering exciting expansion possibilities. With a small stretch of waterfront that isnt suited for a pier, the property still invites you to enjoy the waterperfect for launching a kayak and taking in the peaceful surroundings. While the property does require further improvements, it presents a rare opportunity to create your ideal full-time residence, weeken

Opportunity awaits with this ranch-style home situated on a generous 0.83-acre lot in a highly convenient Cambridge location. Positioned along Route 16 (Cambridge Beltway), the property offers excellent accessibility with quick access to Route 50, making commuting to Easton, Salisbury, the Delaware beaches, or the Chesapeake Bay region simple and convenient. Whether you're an investor or a buyer looking to create your dream home, this property presents an excellent opportunity to renovate and add value. The spacious lot provides plenty of room for outdoor living, gardening, recreation, or future improvements while offering the privacy and flexibility that larger parcels provide. Enjoy the convenience of being just minutes from downtown Cambridge's waterfront, shopping, restaurants, schools, and everyday amenities, while benefiting from easy regional travel via Route 50. Bring your vision and transform this property into something special. With its desirable location, sizeable lot, and

Offering up to 12k in closing cost assistance with use of approved lender and title Welcome to the Aloha — where every day feels like a getaway. Step into effortless, main-level living designed for connection and comfort. Three beautifully appointed bedrooms surround an open, light-filled kitchen and family room — the heart of the home — where laughter flows as easily as the ocean breeze. Vaulted ceilings soar overhead, while the screened lanai invites you to slow down, sip your morning coffee, and take in the tranquil views. The primary suite is your private retreat, complete with elegant tray ceilings and thoughtful touches that make every morning feel special. Upstairs, a spacious guest suite offers the perfect hideaway for visiting friends or quiet moments of your own. Here, luxury meets leisure just steps from the Hyatt Regency — where the rhythm of the waves and the beauty of the greens remind you that you’re exactly where you’re meant to be

Located in the Hyatt Regency Chesapeake Resort, this exquisite end-of-row fully furnished and accessorized townhouse with an abundance of natural light This beauty offers a perfect blend of luxury and comfort. Spanning 2,240 square feet, this home features four spacious bedrooms and three and a half elegantly appointed bathrooms, ensuring ample space for relaxation and privacy. Step inside to discover a traditional floor plan that seamlessly connects the dining area to a kitchen, complete with stainless steel appliances, a built-in microwave, and a convenient island for culinary creativity. The inviting living spaces are enhanced by warm wood floors and recess lighting, as well as a lot of natural light, creating an ambiance that is both sophisticated and welcoming. Retreat to the primary suite, where a generous walk-in closet and a spa-like bathroom, providing a serene escape at the end of the day, perfect for summer relaxation. The association takes care of common area maintenance, l

Nestled in the charming Blackwater Landing community, this stunning Colonial-style home, built in 2022, offers a perfect blend of modern comfort and timeless elegance. With 2,431 square feet of thoughtfully designed living space, this residence is ready to welcome you home. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining. The abundance of natural light, enhanced by recessed lighting, highlights the luxurious vinyl plank flooring and plush carpeting throughout. The eat-in kitchen is a chef's dream, featuring ENERGY EFFICIENT appliances, including a refrigerator, freezer, dishwasher, microwave, and electric ovenu002Frange, ensuring energy efficiency without compromising on style. The home boasts a spacious walk-in closet, providing ample storage for your wardrobe and personal belongings. Convenience is key with a laundry area located on the upper floor, complet

Welcome to Back Landing Estates! This development is located between Preston and Hurlock within the Warwick School District. This spacious 3-bedroom, 2-bathroom home features a large family room and a kitchen with a hardwood floor that overlooks open farmland, along with a generous yard and deck. The sellers have made several updates to the home, including new LVP flooring, a roof (2025), plumbing, and vinyl siding (2026), as well as a new washer and dryer. The primary bedroom includes an ensuite bathroom and a walk-in closet. The home sits on just over an acre at the end of a cul-de-sac, and the sellers have also added interior access to the spacious 2-car garage. Seller to find HOC

Welcome to 2506 Boeing Way, Cambridge, MD 21613 a beautifully maintained three-story townhome that perfectly blends space, comfort, and convenience. This inviting home offers 3 spacious bedrooms, 2.5 bathrooms, and a versatile finished ground level that can easily serve as a family room, home office, gym, or recreation area. An attached garage adds both convenience and additional storage. The main living level features a bright and open layout, highlighted by a generously sized eat-in kitchen complete with a center islandideal for casual meals, entertaining guests, or everyday living. Ample cabinetry and workspace make this kitchen as functional as it is welcoming. Upstairs, the primary suite provides a peaceful retreat, featuring a private en-suite bathroom and a large walk-in closet. Two additional bedrooms and a full bath offer comfortable accommodation for family members or guests. Ideally situated near shopping, dining, and everyday conveniences, this home also offers quick access

Enjoy the beauty and serenity of Hoopers Island from this spacious water-view retreat in Fishing Creek, Maryland. This stunning home offers over 4,500 square feet of beautifully finished living space, featuring 4 bedrooms and 3 full bathrooms, including a convenient first-floor bedroom and full bath—perfect for guests or multigenerational living. Set on 4.9 acres, the home showcases gorgeous wood details and hardwood floors throughout, creating a warm and inviting atmosphere. Recent updates include: attic fan, ceiling fans, bathroom ceiling, encapsulated crawlspace with dehumidifier, new dishwasher, ovenu002Fmicrowave, stovetop, stylish kitchen backsplash, faucets, sinks, tub and flooring in the primary bath, and fresh interior paint. Other enhancements include a new AC unit (1), porch ceiling, reverse osmosis system at the kitchen sink, new washer and dryer, new toilets, updated roof, and outdoor power sockets for both generator and general use. Located in the peaceful community of Fi

9 West End Avenue. A perfect blend of sophistication and tranquility. 9 is proudly sited on the corner of West End Avenue and Hambrooks Blvd. Just 5 houses from the banks of the mighty Choptank River! Now is the perfect time to host an upstairs porch party with views of the beautiful river. 9 has been quietly owned by a professional couple from DC for almost 20 years. You can see the subtle city influence in various details of every room, but, more importantly, you can glimpse the wife's artistic attention to minute details throughout this charming haven. Charles Goebel, a highly-respected Easton architect designed the renovations and additions. The work was flawlessly executed by esteemed Cambridge builder Thom Huntington. The renovations included a new Living Room, a glamorous first-floor bathroom, and generously-sized porches on the first floor, covered by a gull-winged roof. The outstanding spacious kitchen features a multitude of light sources, a top-of-the-line propane range with

New Construction & Move-in Ready: Your Charming Cape Cod Retreat Awaits in Historic East New Market! Discover this newly constructed three-bedroom, two-and-a-half-bath Cape Cod nestled in the picturesque town of East New Market. This home combines modern amenities with classic charm, offering an inviting atmosphere perfect for both relaxation and entertaining. Step inside to an open layout that flows seamlessly from room to room. The spacious kitchen features elegant quartz countertops, 42-inch cabinets, and sleek stainless steel appliances, making it a chef's dream. The dining area overlooks a generous family room, creating an ideal setting for gatherings and celebrations with friends and family. Convenience meets comfort with the owners suite located on the first floor. This tranquil retreat boasts a spacious bedroom adorned with a tray ceiling, recessed lighting, and ample closet space. The en-suite bathroom is a luxurious haven, featuring a quartz vanity and a roomy shower that enh

Backyard golf course views, end-unit location, and a two-level townhome designmove-in ready, this new luxury end-unit 3-bedroom townhome offers a bright, open-concept main living area on the first floor, where the modern kitchen features a center island overlooking the dining area and a spacious Great Room, with glass sliders that open to the backyard showcasing beautiful golf course views; upstairs, all three bedrooms provide comfortable retreats, including the owners suite with split walk-in closets and a private en-suite bathroom

Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances, a utility room, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. Outside, you'll find a detached storage garage, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long

Price reduced! Must see! Even better in person! This historic gem boasts 2,316 sq ft of living space with 4 spacious bedrooms and 2 bathrooms. Full of character & charm from the covered front porch adorned with a welcoming swing, plus two additional two upstairs balconies, perfect for savoring the neighborhood's ambiance. You can walk everywhere! A mere couple of blocks away, is both the Choptank River, as well as a variety of great restaurants, coffee shops, and cute boutiques, making everyday life a delight. The yacht club is just a few blocks away, offering endless opportunities for recreation. Lots of Capital Improvements & Upgrades: NEW ROOF, new kitchen appliances, high-end two-zoned low-profile radiators, Rinnai on-demand gas hot water heater, storm windows, upgraded electrical, new plumbing & all new sewer connections. Inside you'll find refinished hardwood floors, a warm kitchen featuring top-of-the-line countertops, stainless steel appliances and a eat-in kitchen with breakfa

Do you dream of a serene escape that offers space for horses, waterfront views, and unlimited potential? This 10-acre horse farm on Hudson Creek in Dorchester County might just be the solution you’ve been looking for. The property is already set up with two fenced pasture areas, a barn, run-in shed, storage shed, and fresh water systems designed to care for your horses. It’s a peaceful and private setting, promising quiet moments and unchanging landscapes due to limited future development in the area. Water lovers will appreciate the 100-foot T-shaped pier offering over 4 feet of mean low water on protected Hudson Creek. From here, access the Chesapeake Bay easily or indulge in the best crabbing and fishing the region has to offer. There’s even a charming old crab shack near the shore, which, with some repairs, can regain its full potential. The oversized, detached brick 4-car garage is a bonus—ideal as a workshop, storage for hobby equipment, or a safe haven for collectible vehicles.

Offering up to 12k in closing cost assistance with use of approved lender and title Model Home Available. One Year Lease and Month to Month After Contact Showing Contact for more details The St. Kitts features three bedrooms with the primary suite on the main level and a guest bedroom. Complete with a beautiful chef’s kitchen, a spacious breakfast area, and family room. This home features an expanded screen porch with an outdoor stone fireplace, perfect for entertaining outdoors. Upstairs you will find a spacious loft along with a bedroom and full bath. This model has all the bells and whistles, don’t don’t miss the opportunity for this investment!

Welcome to your dream cabin! This stunning log cabin and two car garage are situated on over 17 wooded acres. Large welcoming front porch with an equally large enclosed rear porch. Inside you will find several areas for seating and entertaining. Interior walls are also logs. Three bedrooms and 2 bathrooms

Lovely home in Historic West End with water views of the Choptank River. This house has been completely updated while still maintaining historic charm. The first floor living space contains Living Room, Dining Room, kitchen, laundry room, and full bath. The second floor has 3 bedrooms and a full bath. The current owners use the finished 3rd floor as a bunk room for extra sleeping space. This area would also make a great playroom/office/studio. Custom kitchen with stainless appliances, tile backsplash, open shelves, and center island. The original hardwood floors have been carefully refinished. Natural gas for cooking and heating. The living space extends to the beautifully landscaped fenced backyard with a patio and storage shed-the perfect place to relax. Close to Long Wharf Park, Great Marsh Park, the YMCA, and downtown Cambridge restaurants and shops. House can be sold furnished through separate negotiation/bill of sale with sellers. This can be a turn-key second home or vacation pr

Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay. Also located in the highly sought after Cambridge South Dorchester School District. Featuring over 470 feet of protected shoreline, a private dock with 4 feet of water depth, and a boat lift, this property is a rare opportunity for true waterfront living. The 3400 square foot, two and a half story home is thoughtfully designed to capture stunning water views from every angle. In side you will find four spacious bedrooms, including a grand primary suite, along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining. Offering a large waterfront dining room, a cozy water view den, and an expansive living room with a wood burning fireplace. The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provi

Hunters Haven! The perfect blend of recreation and opportunity with this 16-acre hunting property with 2 ponds. Featuring a versatile large agricultural field, a blank canvas to make it your own, strategically plant food plots or the back right corner is an ideal location for a future impoundment to attract and sustain wildlife. This property has a little bit of everything for outdoor enthusiasts, offering excellent hunting for sika deer, whitetail deer, waterfowl, and turkeys along with some pond fishing. The diverse habitat and open field create ideal conditions for both seasoned hunters and those looking to establish a private retreat. An older mobile home currently sits on the property and is considered a tear-down, but it provides a valuable head start with existing infrastructure. Electric service is active, and there is an existing septic system on site (condition unknown), offering potential for future building or campsite development. Whether you're looking to create your own