Dorchester Homes with Pool

Dorchester Homes with Pool

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Newest Dorchester Homes with Pool

4 Beds ⋅ 4 Baths

Beautifully positioned backing to the golf course, this move-in ready luxury 4-level end-unit townhome is located in Lennar's premier waterfront community of Tides at River Marsh on Maryland's scenic Eastern Shore. Offering 3 bedrooms, 3 full baths, 1 half bath, and a 2-car garage, this home features luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive fourth-level loft opens to a private rooftop deck, perfect for relaxing or entertaining. Adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, championship golf, and nearby marina access. Conveniently located just minutes from downtown Cambridge's shopping, dining, and waterfront attractions, with easy access to Annapolis and Delaware beaches.

2206 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

2 Beds ⋅ 2 Baths

Experience the best of Eastern Shore living in this beautifully appointed, fully furnished condo located in a gated waterfront community. This turnkey home offers 2 spacious bedrooms, 2 full bathrooms, and 1,610 square feet of thoughtfully designed living space. Designer furnishings throughout create an elegant, move-in-ready retreat, making it perfect as a full-time residence, weekend retreat or investment. Enjoy the relaxed waterfront lifestyle with the comfort, security, and amenities of this exceptional community.

700 Cattail Cove Unit #411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

2 Beds ⋅ 3 Baths

Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

329 Shipyard Dr, Cambridge

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

3 Beds ⋅ 2 Baths

Whether you're dreaming of a peaceful country lifestyle or ready to bring your horses home, this picturesque farmette on nearly 5.5 acres is ready for you. The property is already set up with established pastures, a barn featuring four stalls and a feed room and plenty of space for horses and other animals. The updated 3 bedroom, 2 full bath farmhouse blends modern updates with timeless charm and features newer mini-split heating and cooling systems, a cozy pellet stove and a convenient first-floor primary bedroom. A detached two car garage includes a 1 bedroom, 1 bath apartment above, ideal for guests, extended family, rental income, or a private home office.

5125 Rhodesdale Rd, Rhodesdale

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

3 Beds ⋅ 3 Baths

Welcome to Tides at River Marsh, an exceptional community adjacent to the renowned River Marsh Golf Club and Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina along the scenic Choptank River. Residents enjoy resort-style amenities, including a clubhouse, swimming pool, and walking and biking trails, with convenient access to historic downtown Cambridge's waterfront dining, shopping, museums, and marinas. Annapolis, Easton, and Ocean City are all within easy reach. This move-in ready villa offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The gourmet kitchen is beautifully appointed with quartz countertops, a designer tile backsplash, stainless steel appliances, double wall ovens, and a vented range hood. Wide-plank flooring flows throughout the main living areas, complementing the open-concept design. Relax year-round on the screened porch or entertain on the paver patio while enjoying peaceful open-space views and added backyard privacy. Experience low-maintenance living with luxury finishes in one of Maryland's premier Eastern Shore communities.

2129 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

4 Beds ⋅ 2 Baths

Calling nature lovers; the private Eastern Shore retreat you've been searching for. This potential AIr BnB home set in the heart of Maryland's Lower Eastern Shore offers the peace, privacy, and wide-open space that outdoor enthusiasts value most. Surrounded by natural habitat and abundant wildlife, the area is well known for frequent sitka deer sightings and exceptional opportunities to enjoy the outdoors right from your own backyard. Whether you're looking for a hunting retreat, recreational property, or full-time residence with room to roam, this property delivers. The home features 4 bedrooms, a dedicated office, and 2 full bathrooms, along with a remodeled kitchen that serves as the perfect gathering place after a day outdoors. Additional amenities include a spacious floore attic, a fenced yard with an above-ground pool, a barn with multiple stalls, and a storage shed, and a brand-new generator, providing both convenience and functionality for country living. Located in Toddville, a community known for its rich watermen's heritage, scenic marshlands, and unspoiled landscapes, you'll enjoy easy access to the outdoor lifestyle the Eastern Shore is famous for. Spend your days hunting, fishing, crabbing, boating, kayaking, birdwatching, or simply enjoying the quiet beauty that surrounds you. Whether you're searching for a basecamp for outdoor adventures, a weekend getaway, or a peaceful place to call home, 1511 Crocheron Road offers the space, privacy, and natural setting to make it all possible.

1511 Crocheron Rd, Bishops Head

Listing courtesy of A Squared Realty. Contact: 804-432-8149

4 Beds ⋅ 3 Baths

Welcome to 4657 Maiden Forest Road! This is a wonderful compound surrounded by beautiful country farms! 4657 is a uniquely-built, lovely, brick home with gorgeous flagstone porches & great one level living! This house boasts over 3000 SF of living space with 4 BR's and 2.5 BA's. The highlight of the house is a 27' by 22' great room with a magnificent cathedral wood ceiling and floor to ceiling brick fireplace with a gas log insert. The loft above offers endless potential but currently serves as a great pool hall & it has walk-in attic storage. The spacious kitchen has a breakfast bar in addition to a generous array of cabinets & an adjacent dining area with a wood cook stove. The living room has beautiful custom-built bookcases and a brick fireplace with a top-notch pellet stove insert. The primary ensuite, complete with skylight, is located conveniently just off the great room. There are 3 additional bedrooms and 1.5 additional baths. The powder room, near the spacious laundry room, is easily accessd from the wonderful in-ground saltwater pool. The 48' X 32' metal outbuilding has 12' ceilings, is fully insulated and has two 10' OHDs with garage door openers, propane heater, 220 electric service, running water, a plethora of workspace and even a series of dog kennels! The detached garage 28' X 24' has 2 bays wih automatic door openers. The 3rd bay, closest to the poo,l has been converted to a pool house/crab room complete with a brick bbq, a mini split and ample room for a crab picking crowd! 4657 boasts an ample-sized patio with gazebo, brick entrance pillars and walkway and 1.27 acres of land surrounded by acres and acres of farmfields. Country living at its best!

4657 Maiden Forest Rd, Rhodesdale

Listing courtesy of Compass. Contact: (410) 429-7425

3 Beds ⋅ 3 Baths

Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

109 Willis St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

2 Beds ⋅ 2 Baths

Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

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

3 Beds ⋅ 4 Baths

Located in Lennar’s premier waterfront community of Tides at River Marsh on Maryland’s scenic Eastern Shore, this move-in ready luxury 4-level end-unit townhome offers the perfect blend of coastal living and modern convenience. Nestled in Cambridge adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and access to a nearby marina. Surrounded by championship golf, boating, nature trails, and wildlife preserves, the community is also just minutes from downtown Cambridge’s shops, restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This beautifully designed home features a 2-car garage, 3 bedrooms, 3 full baths, and 1 half bath, luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive 4th-level loft offers flexible living space and opens to a private rooftop deck, perfect for relaxing or entertaining. Agents must accompany buyers on their first visit.

2198 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

3 Beds ⋅ 3 Baths

Lennar’s Tides at River Marsh is a premier resort-style community on Maryland’s scenic Eastern Shore in Cambridge, surrounded by the natural beauty of the Choptank River and the acclaimed River Marsh Golf Club. Residents enjoy a relaxed waterfront lifestyle with exceptional amenities, including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and nearby marina access. Conveniently located adjacent to the Hyatt Regency Chesapeake Bay Resort and just minutes from downtown Cambridge, Blackwater National Wildlife Refuge, and Route 50, the community offers easy access to shopping, dining, recreation, Annapolis, and Ocean City. This move-in ready luxury end-unit townhome features a 2-car garage, 3 bedrooms, 2 full baths, and 1 half bath. The gourmet kitchen showcases stainless steel appliances, quartz countertops, a decorative backsplash, and wide-plank flooring throughout the main living areas. The spacious owner’s suite includes upgraded tile in the bath, while the finished walkout lower level provides additional living and entertaining space. Enjoy private wooded views from this desirable homesite. Photos are for illustrative purposes only. Agent must accompany first visit.

2185 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

4 Beds ⋅ 3 Baths

From the inviting front porch, upgraded stone-accented exterior, to the to the fully fenced backyard, this beautifully maintained 4BR/2.5BA is ready to impress. Natural light fills the open living spaces, highlighted by a cozy gas fireplace and a stylish kitchen featuring granite countertops, stainless steel appliances, a pantry, and a center island perfect for gathering. The main level also offers a private office, or an additional welcome area, while upstairs you’ll find four spacious bedrooms, convenient second-floor laundry, and a generous primary suite with a walk-in closet and dual-sink vanity. Solar panels provide added efficiency, and community amenities including a pool and docks offer the perfect setting for enjoying the Eastern Shore lifestyle. Simply unpack and start enjoying everything this beautiful home and amenity-rich community have to offer.

502 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

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