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

$235,000
3 Beds ⋅ 2 Baths
Welcome to this charming 3 bedroom, 2 bath cape offering convenience, charm & plenty of space to enjoy. Located one block from the Nanticoke River and walking to parks & downtown amenities, this home features a cozy wood burning fireplace, an inviting rear sun porch overlooking the back yard, an open bricked side porch, full unfinished basement and generous sized main rooms. A private driveway & street parking only add to its convenience. Enjoy all of the benefits of small-town living. Bonus...only 45 minutes to Ocean City!

107 Church St, Vienna

Listing courtesy of Blue Heron Realty, Inc.. Contact: (410) 440-6634
$335,000
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 HomeZu by Simple Choice. Contact: (855) 885-4663
$349,900
3 Beds ⋅ 2 Baths
Timeless charm and significant modern updates come together perfectly at 113 Vue de Leau Street, a one-of-a-kind property in the historic West End district of Cambridge, MD. The home features 3 bedrooms and 2 full baths, one on each level. The main level boasts a beautifully remodeled kitchen with stainless steel appliances and granite countertops, a separate living and dining room with floor-to-ceiling built-in display shelves, and a stunning, light-filled sunroom with vaulted ceiling and wood flooring that opens to the inviting backyard. Easy care LVP flooring extends throughout the remainder of the main level. Upstairs are three bedrooms and a full bath with a clawfoot tub/shower. The private, fully-fenced backyard features a gazebo with ceiling fan and power outlets, providing additional space for outdoor relaxation and fun. There is also a shed for storing all of your tools and toys as well as off-street parking for two cars. Notable improvements to the home include a new roof, siding and windows (2023) that not only bring peace of mind and savings on utilities, but also enhance its wonderful coastal vibe. The home delivers dual-zone HVAC, with a separate heat pump serving the upper level, and a new gas furnace serving the main level, installed in 2026. Boaters will love the property's location--just a half block away from the city marina, Cambridge Yacht Club and the waterfront at Long Wharf Park, with the iconic Choptank River Lighthouse. It's also just a short walk to popular downtown restaurants and shops and exactly one mile away from Gerry Boyle Park, the starting point for Cambridge's famous annual IRONMAN and Eagleman competitions, as well as many other community events. At this house, you're always in the heart of all that makes Cambridge great.

113 Vue De Leau St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$39,900
2 Beds ⋅ 1 Baths
Investor opportunity in Cambridge! This 2-bedroom, 1-bath property offers plenty of potential for renovation, rental income, or resale. A great opportunity for investors looking to add value and expand their portfolio. Property is being sold strictly as-is, with the buyer responsible for all inspections, repairs, and due diligence. This one will not last! Please note : This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

428 High St, Cambridge

Listing courtesy of Tesla Realty Group, LLC. Contact: (844) 837-5274
$20,000
2 Beds ⋅ 1 Baths
This property, situated on a 0.5-acre lot, offers a blank canvas for your vision. Located in Dorchester County, you can take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details, zoning, and permitted uses. Don’t miss this opportunity to secure a piece of land in Dorchester County with the opportunity to make it your own. NO ACCESS TO ANY STRUCTURE ON SITE; LOT VIEWING ONLY.

1906 E Tedious Creek Rd, Toddville

Listing courtesy of The Parker Group. Contact: 3022176692
$319,000
3 Beds ⋅ 1 Baths
Welcome to 5318 River Drive, a beautifully updated home offering a peaceful setting while still being conveniently located near shopping, dining, and everyday amenities. Inside, you'll find a bright and inviting interior with an updated kitchen featuring ample cabinetry, a center island, stainless steel appliances, and a comfortable layout that flows into the home's living spaces. Main-level bedrooms and additional upstairs living space provide a flexible floor plan, while the mature trees and the serene surroundings make the outdoor space just as enjoyable.The property also features a large two-story barn, offering much more than ordinary storage. The first level provides plenty of room for a workshop, hobbies, equipment, or additional storage, while upstairs you'll find a finished, comfortable living space with plenty of room to relax, entertain, or create a private retreat. Step outside onto the elevated deck overlooking the property and enjoy the peaceful surroundings from above. With generous parking, versatile spaces, and a setting that offers both privacy and convenience, 5318 River Drive is a truly unique property with plenty to offer. Schedule your showing and come experience it for yourself.

5318 River, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$184,900
2 Beds ⋅ 1 Baths
Coming Soon - affordable 1 story home with new roof. Cute porch and alley accessible yard. Updated bath. Pine floors.

209 Dorchester Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$1,690,000
7 Beds ⋅ 3 Baths
A rare opportunity on the Honga River! Jenny Island Hunt Club offers a recreational property spanning 156 acres with an established hunt club marketed through Gage Outdoors Expeditions and short-term airbnb rental business. This active, turnkey operation generates six figures in income, with multiple bookings already in place for the upcoming 2026-2027 hunting season. The 7-bedroom, 3-bath waterfront lodge is rich in history and character. Enjoy incredible water views, stunning sunrises and sunsets, cozy fireplaces and abundant wildlife right outside your door. A private beach and 105-foot pier with boat lift provide direct access to the Honga River. The property borders Blackwater National Wildlife Refuge no-hunting zone, providing abundant wildlife habitat with no hunting pressure. Multiple offshore blinds provide excellent opportunities for waterfowl hunting. Enjoy premier waterfowl and Sika deer hunting, boating, kayaking, crabbing and excellent fishing right from the property. For outfitters looking to expand their business or anyone looking for an established hunting and recreational operation or a private family retreat, Jenny Island Hunt Club is a truly unique Eastern Shore property. Two Argos, a lawn mower, center console boat, several other pieces of equipment and home furnishings may convey with the property depending on an acceptable offer.

1510 Crocheron Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$79,999
3 Beds ⋅ 1 Baths
Opportunity in Cambridge! This 3-bedroom, 1-bath home offers plenty of potential for an investor, handyman or buyer looking to make a home their own. Newer roof, windows and siding! Interior is in need of remodeling. Currently occupied and conveniently located near downtown Cambridge, shopping, dining and the Choptank River. More details coming soon.

903 Springfield Ave, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$499,000
3 Beds ⋅ 2 Baths
Nestled in the charming West End neighborhood, this stunning Victorian home, originally built in 1920 and beautifully renovated over time, this lovely home offers a perfect blend of historic elegance and modern convenience. With 1,418 square feet of meticulously maintained living space, this detached residence is a true gem. Step inside to discover a warm and inviting interior featuring traditional floor plans that seamlessly connect the living and dining areas. The formal dining room is perfect for hosting gatherings, while the eat-in kitchen boasts upgraded countertops, an island for additional prep space, and recessed lighting that creates a bright and airy atmosphere. The wood flooring throughout adds a touch of sophistication, making every room feel cozy and welcoming. This home features three spacious bedrooms and two full bathrooms, ensuring ample space for relaxation and privacy. The main floor laundry, complete with washer and dryer, adds to the convenience of daily living. Outside, the property shines with its delightful wrap-around porch open to views of the river, as well as the municipal marina. The home also has a rear screened porch, perfect for enjoying morning coffee or evening gatherings. The exterior is enhanced by thoughtful features such as exterior lighting and low maintenance yard fencing. A garage provide additional storage and utility, while the gravel driveway offers off-street parking for two vehicles. One of the standout features of this property is its proximity to the serene Choptank River and Cambridge Creek, just a short walk away the downtown and restaurants. Imagine spending weekends exploring the nearby waterways or enjoying leisurely strolls into town. The neighborhood is rich with local amenities, including parks, shops, and dining options, making it an ideal location for those who appreciate a vibrant community atmosphere. With its captivating views of the creek and river, this home is not just a place to live; it's a lifestyle. Experience the perfect blend of historic charm and modern living in a neighborhood that offers both tranquility and convenience. Don't miss the opportunity to make this exquisite property your own! Some of the exterior photos were AI improved.

102 Vue De Leau St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$35,000
2 Beds ⋅ 1 Baths
ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 9/14/2026 @ 10:00 AM. Bidding ends 9/16/2026 @ 11:10 AM. List Price is Suggested Opening Bid. Deposit: $5,000. Two story detached home located in Dorchester County. JUST MINUTES to the many attractions at Eaton Point. Easy access to major traffic artery Race St. Property is vacant.

201 Boundary Ave, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$1,495,000
7 Beds ⋅ 5 Baths
McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

5207 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
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