Dorchester Homes with Cape Cod Style

Dorchester Homes with Cape Cod Style

Welcome to Dorchester County, Maryland, a hidden gem on the Eastern Shore that perfectly blends small-town charm with natural beauty. Nestled between the Choptank River and the Chesapeake Bay, this picturesque county is known for its stunning landscapes, rich history, and vibrant community spirit. Whether you’re an outdoor enthusiast, a history buff, or simply seeking a peaceful retreat, Dorchester County has something for everyone.

One of the most delightful aspects of this region is its architectural charm, particularly the enchanting Cape Cod-style homes that dot the landscape. These homes, characterized by their steeply pitched roofs, symmetrical facades, and cozy interiors, evoke a sense of warmth and nostalgia. Often featuring inviting front porches, Cape Cod homes in Dorchester County are perfect for enjoying the gentle breezes and stunning sunsets that the area is known for.

Living in a Cape Cod home in Dorchester means immersing yourself in a community that values both tradition and modern comforts. You’ll find that these homes are not only aesthetically pleasing but also designed for functionality, with open floor plans that make entertaining a breeze. Many properties are situated on spacious lots, allowing for beautiful gardens and outdoor spaces where you can relax or host gatherings with family and friends.

In addition to the charming homes, Dorchester County offers a wealth of recreational opportunities, from kayaking in the serene waters of the Chesapeake to hiking along scenic trails. With a welcoming community and a rich tapestry of culture and history, Dorchester County is the perfect place to call home. Discover your dream Cape Cod-style home today and embrace the idyllic lifestyle that awaits you in this enchanting part of Maryland!

Newest Dorchester Homes with Cape Cod Style

$159,000
1 Baths
More photos coming. 4 Bedroom, 1.5 bath home zoned commercial with residential use. Waking distance to downtown. Property is located on a busy commutable street with great exposure. Adjoining 2 lots are also available.

312 Washington St, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$899,999
4 Beds ⋅ 3 Baths
COMING SOON! Waterfront lover's paradise on Jenkins Creek with quick access to the Choptank River! Nestled on a private lot with a peaceful, country feel and just minutes from downtown Cambridge, this beautiful home offers the ultimate Eastern Shore lifestyle.

2503 Legacy Ct, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to Crump Point, an extraordinary renovated waterfront sanctuary nestled on approximately 5± private acres overlooking the tranquil waters of Church Creek. Offering exceptional privacy and captivating panoramic views, this remarkable property captures the essence of Eastern Shore waterfront living. Thoughtfully designed to embrace its breathtaking surroundings, the 3-bedroom, 2.5-bath residence offers stunning water views from nearly every room. The main level is anchored by a spacious gourmet kitchen featuring an oversized island, creating the perfect space for entertaining or gathering with family while enjoying the picturesque waterfront backdrop. All new stainless steel appliances throughout. The first-floor primary suite provides a private retreat complete with serene waters views, waterside deck, walk-in closet, walk-in shower, and oval soaking tub. Outdoor living is equally impressive with a spacious waterfront deck, screened waterside porch, and an upper-level waterside deck—ideal for morning coffee, evening sunsets, or simply taking in the ever-changing beauty of Church Creek. A private pier offers direct access to the water for boating, kayaking, fishing, and crabbing, while the beautifully landscaped grounds provide ample room to enjoy the peaceful surroundings. Additional features include a circular driveway, attached two-car garage, first-floor split-unit heating and cooling, and second-floor central air with baseboard heat. Whether you’re seeking a full-time residence or a weekend waterfront escape, Crump Point offers a rare opportunity to own an exceptional Eastern Shore property where privacy, natural beauty, and timeless waterfront living come together in perfect harmony.

1619 Perseus Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$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
$599,000
3 Beds ⋅ 2 Baths
Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with stone hearth creates a cozy place to unwind year-round. A private hot tub room, large covered porch, rear deck, fenced yard, and mature shade trees complete the inviting outdoor setting. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 and 2407 Hoopers Island Rd, Fishing Creek

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

$299,000
3 Beds ⋅ 1 Baths
Welcome to 2517 Old House Point Rd, one of the cutest homes in Fishing Creek. Sitting on elevated ground this three bedroom, one bathroom home has water views from the front and back yard. Large garage you could keep a boat or kayaks and bikes with loft and lean to. Quiet area with relaxing feeling.

2517 Old House Point Rd, Fishing Creek

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$444,900
3 Beds ⋅ 3 Baths
Meticulously maintained and surrounded by mature landscaping, this 3BR/2.5BA expanded Cape Cod-style home is in the desirable Hambrooks neighborhood. Follow the brick walkway to the covered front porch and step inside a home filled with natural light, gorgeous Brazilian Cherry hardwood flooring, recessed lighting, a soft neutral color palette, and a thoughtfully designed floor plan. The inviting living room, highlighted by a cozy gas fireplace, flows seamlessly into the large dining room and well-appointed kitchen, creating the perfect setting for everyday living and entertaining. The kitchen boasts abundant cabinetry, including a pantry cabinet, stainless steel appliances with a slide-in gas range, a double porcelain sink set into a peninsula, and generous counter space for meal preparation. Just beyond the kitchen are the convenient main-level laundry room and access to the backyard. The main level also offers a comfortable family room, a half bath, and an impressive primary suite complete with a large walk-in closet and private en-suite bath with a deep jetted soaking tub, double vanity, and walk-in shower. Upstairs, you'll find two generously sized bedrooms, a full hall bath, a versatile bonus room perfect for a home office, playroom, hobby room, or guest space, along with hidden storage. Step outside from either the dining room or laundry room onto the expansive wood deck overlooking a beautifully landscaped backyard complete with mature plantings, hardscaping, a patio, and winding pathways leading to the detached two-car garage. Equipped with electric service and a mini-split providing both heating and air conditioning, the garage is well suited for a workshop, hobby space, home gym, or additional flex space. Located just moments from the waterfront, this exceptional home offers partial water views from the rear deck and second floor while remaining close to shopping, restaurants, parks, and commuter routes.

1007 Hambrooks Ave, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$849,500
3 Beds ⋅ 3 Baths
Price adjustment! Charming custom Cape Cod built by R. Lucas on Church Creek with 150'+/- bulkheaded shoreline, 17K lb. lift and boat ramp perfect for launching kayaks, canoes, etc. The home offers spacious living areas boasting custom built-ins and woodburning fireplace. Just off the family room is access to a hallway with staircase to large unfinished space over the two car garage. Porch to the rear of the house situated to enjoy the tranquil water views. Roof new in 2026 along with other recent upgrades.

4712 Steamboat Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$375,000
3 Beds ⋅ 2 Baths
Charming Cape Cod located in Cambridge’s desirable Historic West End District, just minutes from Downtown, Long Wharf, Great Marsh Park, YMCA, and the Cambridge Yacht Club. This well-maintained 3BR/2BA home offers over 1,700 sq ft with a flexible floor plan featuring a main-level bedroom and full bath, spacious living room with hardwood floors and fireplace, formal dining room, and large kitchen. Upstairs includes two generously sized bedrooms with hardwood flooring throughout. Enjoy the enclosed front porch, detached oversized garage/workshop, corner lot location, and off-street parking. Located within city limits and near the Ironman/Eagleman race course, making it ideal as a primary residence, second home, or investment property.

201 Belvedere Ave, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$219,900
3 Beds ⋅ 1 Baths
Charming 3-Bedroom Cape Cod in the Heart of Hurlock – 305 N. Main St., Hurlock, MD 21643 – $239,900 Discover this classic Cape Cod-style home, perfectly situated on a spacious lot along North Main Street in the friendly small-town community of Hurlock, Maryland. Built in 1939, this residence blends timeless appeal with practical updates, offering approximately 1,560 square feet of living space across 1.5 stories, plus a full basement providing excellent storage or future expansion potential. Key Features Include: 3 Bedrooms — including a convenient main-level bedroom for easy one-floor living. 1 Full Bath on the main level. Cozy Living Areas with ceiling fans for comfort. Updated Systems — central air conditioning, heat pump heating, and public water/sewer service. Exterior Highlights — durable vinyl siding, asphalt roof, enclosed outdoor structures, and a storage barn/shed on the lot. Lot Size — roughly 10,500 sq. ft., offering room for outdoor enjoyment in this quiet, car-dependent yet peaceful neighborhood. This home provides a welcoming layout ideal for anyone seeking affordable Eastern Shore living. The full basement adds valuable flexibility—perfect for a workshop, hobby space, or additional finished area. Hurlock offers a relaxed pace with small-town charm, surrounded by scenic farmlands and just a short drive from the Chesapeake Bay. Enjoy local dining, community events, and easy access to nearby attractions like Suicide Bridge Restaurant or outdoor spots along the Eastern Shore. Priced at $239,900, this property represents excellent value in Dorchester County. Don't miss your chance to own a piece of Hurlock history with modern comforts!

305 North Main St, Hurlock

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

$599,900
5 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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

$349,999
4 Beds ⋅ 3 Baths
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 warm and inviting second living space. Three generously sized bedrooms, each with walk-in closets, along with a full bathroom featuring a tub/shower combination and quartz countertops, complete the upper level. Additional highlights include oak tread stairs, a welcoming front porch with brick row lock detailing and brick steps, as well as a back and side stoop for added convenience. This home is currently under construction and anticipated to be complete in the upcoming week. Builder is offering a one-year home warranty for added peace of mind. **Construction finishing up and additional interior photos will be added in upcoming week(s).**

111 Gay St, Vienna

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
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