Dorchester County Real Estate Search

Dorchester County Properties for Sale

Dorchester County, Maryland, sits on the state’s Eastern Shore and borders the Choptank River to the north. Dorchester is populated by more than 30,000 people spanning 983 square miles, and is located southeast of Talbot County and southwest of Caroline County. The city of Cambridge is the seat of Dorchester County, while other communities within the area include the towns of Brookview, Vienna, Eldorado, and Hurlock. 

Future homebuyers interested in Dorchester County real estate can find homes near major roads like the US-50 and SR-331, 313, 343, and 16 simplifying commutes. Residents of the county have ample opportunity to get out and into nature with sites like Blackwater National Wildlife Refuge and the Nanticoke Nature Preserve. Historical and cultural staples like the Harriet Tubman Museum and Underground Railroad National Historical Park are must-sees in Dorchester County. Homeowners in Dorchester have easy access to restaurants, shopping, businesses, golf, and wineries. 

Real estate in Dorchester County presents prospective homebuyers with an elite selection of properties from which to choose. Timeless homes for sale in Dorchester County are discoverable; with some first built centuries ago, buyers can purchase a piece of American history when shopping the houses in Dorchester County. Homes in Dorchester County feature updates and amenities like outbuilding storage and acres on which to sprawl out and make dreams come true. Lucky buyers can even find Dorchester County waterfront homes available. If you are interested in purchasing one of the Dorchester County homes for sale in Maryland, please contact us today.

Our website features the best Dorchester County real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest Dorchester County Properties for Sale

$965,000
6 Beds 4 Baths
Welcome to this beautiful coastal home perfectly sited on 5 very private acres with panoramic waterfront views of Flowers cove that flows into the Honga River. This combined 6 bedroom, 4 full bathroom residence sits high above 1,000+/- feet of rip wrapped shoreline with southern exposure providing breathtaking 180-degree water views. The main house offers spacious living areas boasting coastal charm, expansive decks and porches to enjoy the outdoors. There is a separate guest house / private in-law suite, with elevated deck, making this an incredible combination of space providing plenty of room ensuring comfort and privacy for family and guests alike. Outdoor living is just as impressive, beautifully landscaped and well maintained with stunning mature shade trees and diverse wildlife, including migratory birds, waterfowl and deer - a haven for nature enthusiasts at your very doorstep. The property provides the utmost in privacy and features a private dock equipped with water, 2 electric boat lifts, additional slips, spacious screened in gazebo at the top of the shoreline for endless views. The private boat/kayak/paddleboard/jetski launch ramp is ideal for boating and outdoor enthusiasts. Take advantage of the ample space for outdoor gatherings and activities. This exceptional property offers the perfect blend of tranquility and comfort, making it an ideal home. This home is move in ready, grounds large enough to host a pool. An attached 2-car garage including a couple outbuildings offer additional storage, room for hobbies and complete the property. Whether you are enjoying the tranquility of outdoor living or hosting lively gatherings with friends and family, this property offers the very best of Eastern Shore living. Whether you are seeking a weekend getaway or a year-round retreat, this property is very unique and versatile, would also be ideal for an airbnb with income potential. This is a great opportunity to own one of the largest private parcels on Hooper’s Island. Bring your bikes, golf cart - Hooper’s Island has it all - a general store, restaurant and bar, seafood houses for fresh catch and oysters, local stores, marinas, sport fishing, festivals, local music, the blackwater wildlife refuge close by! Crabbing, boating, kayaking, waterfowl & deer hunting, great fishing year round! Settle in, make yourself at home and enjoy the Hooper’s Island lifestyle!

1225 Flowers Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$324,900
2 Beds 3 Baths
Welcome to 812 Pinehurst Drive. Located in the water privileged community of "Seabreeze" on Brooks Creek. Enjoy all the wonders of boating, crabbing, fishing without the expense of direct waterfront. This Coastal style home is tastefully done with many recent updates boasting a large deck for entertaining. Escape a hectic day to day world and rest and relax where you can truly see the stars at night. This home is turnkey. This style of construction is truly a lock it and leave it 2nd home. The cathedral ceiling living/dining room gives an airy open feel that blends seamlessly into the large deck. Primary bedrooom on main floor as well as full guest bath. Upstairs offers a 2nd bedroom and half bath. Outside amenities include 1/9th interest in the sand beach, pier and dockage, just down the street from your home. Slips are not numbered and accommodate various boat drafts. Bring kayaks and spend time fully immersed in nature. Abundant closets inside and great storage under the house. The HVAC was installed this year. Between 2019 and 2024 many renovations, including, windows, doors, electric were completed. New HVAC in 2024 and washer/dryer replaced 2023. Just under a half acre with graveled parking area - you won't have to worry about weekly lawn maintenance either. Auto/boat covered parking. Cambridge offers exceptional downtown dining, Ava's, RAR, Vintage 414, Portside, Blue Ruin ...so many choices. Cambridge Main Street has seasonal activities to enjoy and shopping. There is so much to love in our downtown. With wonderfully flat topography, bring your bikes enjoy hours of riding in one of the most scenic areas of Maryland. There is a demand for weekly rentals, this may make a great addition to your current Air B & B portfolio.

812 Pinehurst Dr, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 221-8000

$350,000
4 Beds 2 Baths
Nestled in the Historic West End District of Cambridge, this charming home is within walking distance to the Cambridge Yacht Club, the Municipal Yacht Basin, Long Wharf Park, and downtown Cambridge. The property boasts a delightful wraparound front porch offering picturesque views of the Choptank River. Inside, a beautiful foyer welcomes you with its original staircase and pocket doors leading to the living room, which features a stunning decorative mirrored mantle. The bright and spacious dining room is perfect for entertaining and hosting holiday gatherings. The remodeled kitchen is expansive and offers ample cabinet space. Adjacent to the kitchen, a side screened-in porch provides an ideal spot for al fresco dining. The second floor houses two bedrooms, a small office, and a versatile den/study/family room, conveniently accessed via a rear staircase from the kitchen. This floor also includes a full bathroom with a full-sized bathtub. The third floor offers two additional well-sized bedrooms that can be used for various purposes. Modern ductless mini-split systems service the third-floor and second-floor bedrooms, complemented by additional gas forced air and central air units for efficient heating and cooling. A rear storage shed, equipped with electric service, is perfect for storage and hobbies. The crawlspace has been encapsulated, featuring a 10 mil vapor barrier and a French drain with a sump pump. Lovingly maintained and updated over the past 12 years, this home offers a wonderful living experience in a prime location, surrounded by properties with excellent value.

104 Choptank Ave, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$499,900
3 Beds 2 Baths
Discover the potential of this cape cod home situated on a stunning 1.5 acre waterfront lot with an impressive 502 feet of shoreline. Nestled in the quaint community of Fishing Creek, this 1968 built, single story home offers endless possibilities for customization and personalization and features 3 bedroom, 1.5 baths and 4 car detached garage and workshop and offers unobstructed and breathtaking views of the Chesapeake Bay and Barren Island. Step inside and enter into the warm and inviting living and dining room featuring a brick fireplace, making it the perfect setting for both relaxation and entertainment. The kitchen includes updated appliances providing a good starting point for additional renovations. Travel down the hallway where you will find bedrooms with generous closet space that share spacious hall bath. Despite the home’s intimate size, you'll be pleasantly surprised by the abundance storage space throughout, including a boarded attic, ensuring a clutter-free living environment. This home offers breathtaking outdoor views that can be fully appreciated from the spacious deck, built over a sturdy block foundation offering potential to become enclosed for additional living space. Whether you're enjoying a quiet morning coffee or hosting an evening gathering, the deck provides the perfect spot to relax and take in the stunning scenery This meticulously landscaped property includes level grassy yard that leads to the water's edge, with bulk head in need of repair and stone. The impressive detached four-car garage building is a versatile space, perfect for multiple vehicle storage and more. Inside, you'll find ample room for a well-equipped workshop, with a second floor that has been boarded for additional storage needs. The expansive parking area in front of the building provides plenty of space for storing a boat, RV, or other large vehicles, making this property ideal for anyone in need of extensive storage and workspace options. This home's stunning waterfront setting is not just a backdrop but an integral part of its charm and appeal. It offers an oasis of peace and tranquility, where you can escape the hustle and bustle of everyday life and immerse yourself in the beauty of nature. This is a place where memories are made, amazing sunsets can be enjoyed and moments become treasured experiences, making it the perfect haven for those seeking a truly unique waterfront lifestyle. This home is waiting for its new owner to add personal touches and take it to the next chapter of its life. Whether you’re looking to maintain its current charm or infuse it with modern design, the choice is yours! This home’s location in Fishing Creek MD provides the perfect balance of peaceful living and is conveniently located by Old Salty’s Restaurant which serves amazing food, drinks and entertainment and is a gathering spot to unwind, socialize, and enjoy the vibrant community spirit. Conveniently located nearby, Hooper Island General Store is your go-to spot for groceries, beverages, fishing supplies, and gas, making everyday essentials easily accessible. Although this home is nestled in a quiet and quaint community, it is just a quick 35-minute drive to Cambridge, MD, where you can enjoy a variety of shopping, entertainment, the arts, fine dining and access to Rt 50 for traveling to the Maryland and Delaware Beaches and the Bay Bridge. Nearby Blackwater Wildlife Refuge has over 20,000 acres for outdoor enthusiasts! Enjoy the benefits of living near key travel routes without sacrificing the charm of small-town life. Don’t miss out on this unique waterfront opportunity that can serve as a primary residence or vacation home. This home is being sold in strictly AS IS condition and the Seller will make no repairs.

2556 Hoopers Island Rd, Fishing Creek

Listing courtesy of Redfin Corp. Contact: 301-658-6186

$565,000
4 Beds 3 Baths
A Deeded Boat Slip accompanies this splendid 4-bedroom, 2.5-bathroom residence situated in the charming Historic West End District of Cambridge. Constructed in 2003, the home boasts an open floor plan with nearly 2,600 square feet of meticulously maintained living space. The first floor features a luxurious primary suite complete with a walk-in closet, dual sink vanity, jetted tub, and walk-in shower, all accented by gleaming hardwood floors and elegant crown molding. The great room, enhanced by a cozy gas fireplace, seamlessly flows into a spacious kitchen designed for both culinary endeavors and entertaining guests. The kitchen showcases granite countertops, a ceramic tile backsplash, and an array of stainless steel appliances including a cooktop, wall oven, GE Advantium microwave/oven, refrigerator, dishwasher, and garbage disposal. A two-tiered center island with a breakfast bar and additional space for a kitchen table further enhance the kitchen's functionality. The versatile floor plan accommodates a formal dining room adjacent to the kitchen, as well as a separate space that can be utilized as a living room, home gym, dance studio, office, or den, according to your needs. Additional highlights of the home include crown moldings, chair rails, and raised panel detailing. The spacious laundry room is equipped with front-load washer and dryer units, along with a convenient laundry sink. On the second floor, you'll find a full bathroom and three additional bedrooms, one of which features an attached balcony with picturesque water views. The property also includes a detached two-car garage with automatic door openers and a fenced rear yard complete with a brick patio. The deeded boat slip comes equipped with a 12,500 lb. boat lift, extended pilings, and an expanded finger pier. Conveniently located within walking distance to the Cambridge Yacht Club, Great Marsh Park, and downtown Cambridge, this home offers the perfect blend of historic charm and modern amenities. Enjoy leisurely strolls through Cambridge's Historic District en route to the downtown area's shops, brewery, restaurants, and bars. Cambridge is also known for hosting the Eagleman and Chesapeake Man triathlons, with this home situated at the heart of these renowned events. This property holds tremendous potential as a vacation rental, offering an exceptional opportunity for those seeking a beautiful and versatile living space.

1005 Hambrooks Ave, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$269,990
3 Beds 4 Baths
Located in the beautiful city of Cambridge, Maryland, the vibrant and growing community of Southside Crossing offers an array of benefits for potential homeowners looking for a comfortable and convenient lifestyle—all within easy reach of the city’s most popular attractions. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the water’s edge, you’ll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If you’re looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, and a full bath. 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. GEMCRAFT HOMES, QUICK MOVE IN HOME!

2530 Boeing Way, Cambridge

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

$268,990
3 Beds 4 Baths
This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet and attached, private bath , 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the water’s edge, you’ll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If you’re looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. GEMCRAFT HOMES, QUICK MOVE IN HOME!

2532 Boeing Way, Cambridge

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

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