Dorchester Homes for Sale

Dorchester Homes for Sale

Welcome to Dorchester County, Maryland—a hidden gem on the Eastern Shore that perfectly blends rich history, stunning natural beauty, and a tight-knit community atmosphere. Nestled between the picturesque waters of the Chesapeake Bay and the scenic landscapes of the Delmarva Peninsula, Dorchester is a haven for those seeking a tranquil lifestyle while still enjoying modern conveniences.

As you explore this charming county, you'll discover a vibrant tapestry of small towns, each offering its unique character and charm. From the quaint streets of Cambridge, known for its historic architecture and thriving arts scene, to the serene shores of Hoopers Island, there’s something for everyone here. Outdoor enthusiasts will revel in the myriad of recreational activities available, including kayaking, fishing, and birdwatching in the Blackwater National Wildlife Refuge, a sanctuary for wildlife and a paradise for nature lovers.

For those considering a move to this idyllic locale, there’s an array of homes for sale that cater to various lifestyles and budgets. Whether you dream of a cozy waterfront cottage, a spacious family home in a friendly neighborhood, or a charming historic residence, Dorchester County offers an impressive selection of properties. Each home is a gateway to a lifestyle filled with outdoor adventures, community events, and the warmth of local hospitality.

Discover the beauty and charm of Dorchester County—where your dream home awaits amid stunning landscapes and a welcoming community. Embrace the serene lifestyle you’ve always imagined, and let us help you find the perfect place to call home in this captivating corner of Maryland.

Newest Dorchester Homes for Sale

$239,900
2 Beds ⋅ 1 Baths
Nestled in the charming waterfront community of Hoopers Island, this beautifully renovated traditional home is move-in ready and full of modern updates. Completely renovated in 2026, this home offers the perfect combination of comfort, style, and coastal charm. Inside, you'll find 2 spacious bedrooms and 1 full bathroom, featuring brand-new flooring, fresh paint throughout, new kitchen cabinets, and an inviting layout that feels bright and welcoming. The home also includes a brand-new roof, new windows, and a new HVAC system, giving you peace of mind for years to come. Ceiling fans add extra comfort, and the home comes equipped with a refrigerator, stove, washer, and dryer. Step outside onto the balcony and enjoy the peaceful surroundings, or take advantage of the 0.19-acre lot, offering space for gardening, relaxing, and entertaining. A storage shed provides additional room for tools and outdoor equipment. Located just minutes from the water, this home offers easy access to the Chesapeake Bay, making it a great choice for boating, fishing or simply enjoying the laid-back Eastern Shore lifestyle. With driveway and on-street parking available, convenience is built right in. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this beautifully updated home is ready to welcome its next owner. Don't miss your chance to experience the charm of Hoopers Island living!

1227 Horse Point Rd, Fishing Creek

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$274,999
3 Beds ⋅ 2 Baths
Breaking ground soon in Cambridge! BRAND- NEW constructed rancher built by “Lomax Custom Homes” at 1,232 sq ft. featuring an open floor concept layout, kitchen island with quartz countertops, high-end cabinetry, stainless appliances, LVP floors, central air and heat, electric fireplace with mantel, encapsulated crawl space, and a 1-year builder warranty. Minutes to Easton, close to Cambridge amenities, and a straight drive to Ocean City beaches. Style, comfort, convenience, and peace of mind with a one year home warranty- make your move now and get it under contract before it is completed!**** Renderings and photos shown are from a previously constructed Lomax Custom Homes model and are intended to represent the quality and craftsmanship of the home to be built. Actual finishes, colors, and features may vary******* Property taxes are estimated and are subject to reassessment upon completion of construction. Buyers are encouraged to verify tax information with the appropriate county offices or a qualified real estate or tax professional.

20607 Southside Ave., Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$799,900
4 Beds ⋅ 3 Baths
Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with multiple boat lifts, a bulk headed shoreline, a private boat ramp, a small sandy beach, and expansive lawn surrounded by mature landscaping. This charming 4-bedroom, 2½-bath home has been thoughtfully designed to capture panoramic water views from virtually every room. The updated kitchen features granite countertops, stainless steel appliances, and ample workspace, while hardwood flooring flows throughout the main living areas. The open floor plan seamlessly connects the spacious dining area and living room, creating an inviting setting for everyday living and entertaining. Three generously sized bedrooms are located on the main level. The impressive family room is the heart of the home, showcasing a gas fireplace, built-in bar, and walls of windows that frame the ever-changing waterfront scenery. Upstairs, the private primary suite is a true sanctuary, featuring soaring cathedral ceilings and dramatic floor-to-ceiling windows that provide sweeping panoramic water views from both the sleeping and sitting areas. A second gas fireplace creates a cozy atmosphere, while the luxurious en-suite bath offers a garden tub, walk-in shower, and spacious walk-in closet. Outdoor living is equally exceptional. Relax on the expansive screened porch while enjoying spectacular sunsets and the abundant wildlife and waterfowl that call Brooks Creek home. An oversized concrete patio provides additional space for entertaining, and two storage sheds—including one equipped with two refrigerators—offer excellent convenience for boating, fishing, and gatherings. Dual driveways provide ample parking for multiple vehicles, boats, and trailers. From your private pier, enjoy easy access by boat to Tilghman Island, St. Michaels, and many of the Mid-Shore's most charming waterfront towns, where you'll find renowned restaurants, marinas, boutique shopping, and endless opportunities to experience the best of Eastern Shore living. Whether you're seeking a full-time residence, weekend escape, or the ultimate waterfront lifestyle, this rare Brooks Creek property offers an extraordinary combination of privacy, recreation, and unforgettable views.

803 Seabreeze Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$339,900
4 Beds ⋅ 3 Baths
Welcome to 105 Mako Drive, where modern style, everyday comfort, and move-in-ready convenience come together. This beautifully renovated home has been updated from top to bottom with careful attention to detail, creating a like-new feel from the moment you step inside. The bright, open floor plan is filled with natural light and features brand-new flooring, fresh interior paint, and stylish finishes throughout. The impressive kitchen offers sleek cabinetry, beautiful countertops, and stainless steel appliances, making it ideal for both daily living and entertaining. Spacious bedrooms provide a comfortable place to relax, while the fully renovated bathrooms feature clean, contemporary finishes with upscale touches. Step outside to enjoy your own private backyard, perfect for quiet evenings or entertaining family and friends. Conveniently located just minutes from downtown Cambridge, local marinas, shopping, and dining, this home offers the ideal combination of convenience and Eastern Shore charm. Simply move in and start enjoying everything this exceptional home has to offer. Schedule your private showing today!

105 Mako Dr, Cambridge

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$325,000
4 Beds ⋅ 3 Baths
Secure a high potential residence in the heart of the sought after Blackwater Landing community. This 2,340 square foot home is priced to offer immediate value, making it an ideal choice for buyers who want to build equity through their own custom updates. The property features a transferable solar panel system, which serves as a major benefit for the next owner by lowering monthly energy costs from day one. The interior layout is open and airy, featuring a large great room that flows toward the back of the home. Upstairs, you will find an expansive primary suite and well proportioned bedrooms. One of the home's most impressive assets is the massive rear deck, providing a vast space for outdoor dining and seasonal gatherings. Located near the Choptank River and local amenities, this property offers the perfect foundation for a modern coastal lifestyle.

1627 Osprey Cir, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$295,000
3 Beds ⋅ 3 Baths
Welcome to 201 Wright Avenue, Hurlock, MD! Offering over 1,700 square feet of living space, this 3-bedroom, 3 full-bath home provides a comfortable layout with room to spread out—all at an affordable price of $315,000. The kitchen has been updated with new appliances, and the bathrooms have been refreshed, making this home truly move-in ready. The spacious living area is centered around a cozy fireplace, creating a warm and inviting gathering space for family and friends. Upstairs, you’ll find all three bedrooms, including a spacious primary suite featuring a large private bath and a walk-in closet. Additional features include a walk-up storage attic, a stone driveway, and a level backyard with plenty of space for entertaining, gardening, or simply relaxing. If you’re looking for a move-in-ready home with generous living space, practical updates, and exceptional value, 201 Wright Avenue is one you won’t want to miss. Schedule your private showing today!

201 Wrights Ave, Hurlock

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$624,000
4 Beds ⋅ 3 Baths
Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$419,999
2 Beds ⋅ 2 Baths
Great opportunity to own affordable waterfront on the Honga River! This private, one-level 2 bedroom, 2 full bath home is move-in ready and offers the opportunity to add your own personal updates. Enjoy a rip-rapped shoreline, a private pier, protected boat basin and spectacular sunrises and sunsets. Boat, fish, crab, kayak or simply relax from your own backyard. Bring your golf cart and enjoy the Hoopers Island lifestyle, just minutes from Old Salty's Restaurant and the Hoopers Island General Store. The property also includes the recreational lot across the street. Two (2) sheds convey.

1211 Flowers Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$329,000
3 Beds ⋅ 2 Baths
Welcome to 6910 Quail Run, a beautifully renovated ranch-style residence offering modern comfort, thoughtful design, and the ease of one-level living. Nestled in the charming community of Hurlock, this exceptional home provides the perfect balance of peaceful Eastern Shore living with convenient access to nearby destinations, outdoor recreation, and local amenities. Completely renovated from top to bottom, this 3-bedroom, 2-bath home features a bright and inviting open-concept floor plan designed for both everyday living and effortless entertaining. The spacious living, dining, and kitchen areas showcase luxury vinyl plank flooring, abundant natural light, and a beautifully appointed kitchen with white, quartz countertops, stainless steel appliances, and ample cabinetry. The dining area opens through sliding glass doors to a spacious rear deck overlooking a large, level backyard—creating a private outdoor retreat perfect for morning coffee, gatherings with friends, or enjoying the tranquility of your surroundings. The thoughtfully designed floor plan continues with three generously sized bedrooms, two updated full bathrooms, and a convenient laundry closet complete with a brand-new washer and dryer. Beyond the home, enjoy the best of Maryland’s Eastern Shore lifestyle with nearby access to scenic waterways, outdoor adventures, local parks, and the region’s beloved restaurants, shops, and community destinations. Located within easy reach of Cambridge, Easton, and surrounding coastal attractions, Hurlock offers a relaxed pace of living while keeping everyday conveniences close at hand. Beautifully updated and ideally situated, 6910 Quail Run presents a rare opportunity to own a turnkey residence where modern finishes meet the timeless appeal of Eastern Shore living.

6910 Quail Run, Hurlock

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$179,900
3 Beds ⋅ 2 Baths
Move-In Ready & Move-In Beautiful in the Heart of Cambridge This renovated 3-bedroom home is ready for its next owner — no projects, no punch lists, just move in and enjoy. Recent updates include a new roof, new flooring, new appliances, updated bathrooms, and fresh paint throughout, so the major work is already done for you. The layout is bright and functional, anchored by a charming enclosed front porch and comfortable living spaces that make everyday life easy. Out back, a generous yard offers plenty of room to garden, entertain, or simply unwind. Location adds even more value here — Cambridge's waterfront downtown is just minutes away, with restaurants, marinas, boutique shops, galleries, and the weekly farmers market all part of the daily rhythm. Whether you're searching for a primary residence or a weekend escape from the metro area, this home delivers character, comfort, and convenience in one of the Eastern Shore's most walkable downtowns.

809 Truman St, Cambridge

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442
$80,000
4 Beds ⋅ 2 Baths
Buy 1/10 of an equity co-op ownership of a hunting compound & club! Apx. 251 acres & 12,500 ft. of waterfront on the Honga River & Chesapeake Bay. Turn key operation w/11 deer stands, 9 duckblinds. 5+ tidal & fresh water ponds. Ducks Unlimited 4 acre pond. Excellent waterfowl hunting, fishing & deerhunting! Owner doing all showings. BY APPOINTMENT ONLY!

2209 Asquith Island, Crapo

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$309,000
3 Beds ⋅ 2 Baths
Welcome to 3548 Chateau Dr. in East New Market! This well-maintained property offers the perfect blend of comfort, functionality, and additional living space. Major upgrades were completed in 2018, providing peace of mind and modern appeal. The property features an oversized detached two-car garage with a studio apartment above—ideal for guests, extended family, a home office, or potential rental income. Enjoy the privacy of the fully fenced backyard, complete with a storage shed for all your outdoor equipment and tools. Don't miss this versatile property with plenty of space and endless possibilities! Buyer to verify permitted uses of the studio apartment with local zoning requirements.

3548 Chateau Dr, East New Market

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
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