Homes with Pools for Sale in Dorchester County, MD

42 homes

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OPEN SAT, 10AM TO 12PM

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful . 46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. Th

$325,000

5 beds2.5 baths2,232 sq ft

2792 Meadowbrook Rd, Federalsburg, MD 21632

Stone sitting area • Private bath • Sliding glass door

(302) 360-0300

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers approximately 800 feet of rip-rapped shoreline, a private deep-water pier with multiple slips, the perfect blend of comfort and outdoor recreation. The home features a beautifully renovated kitchen with custom cabinetry, quartz countertops, GE Café appliances, brand-new Bosch high-efficiency inverter heat pumps, new luxury vinyl plank flooring and a large waterfront deck perfect for entertaining or simply relaxing while taking in the scenic water views. Additional features include an attached two-car garage, detached g

$695,000

4 beds3 baths2,128 sq ft

4825 Madison Canning House Rd, Madison, MD 21648

Custom cabinetry • Quartz countertops • Rip-rapped shoreline

(410) 822-6272

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Welcome to Long Boat Estates, a water-oriented community located just minutes from the water, docks, and boat ramps. Residents also enjoy access to a private community pool. This spacious home offers four bedrooms and three full bathrooms. The upper level features three bedrooms and two full baths, including a private bathroom in the primary bedroom. The lower level includes an additional bedroom, a full bathroom, and a walkout to a screened-in porch. A large laundry room with a kitchen size sink and plenty of cabinet storage is also located on this level. The kitchen is equipped with stainless steel appliances, granite countertops, and a center island that provides additional workspace. Ju

$385,000

4 beds3 baths2,188 sq ft

145 Regulator Dr N, Cambridge, MD 21613

Screened in porch • Granite countertops • Open air deck

(301) 694-8000

OPEN SAT, 10AM TO 12:30PM

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
WATERFRONT! Calling nature lovers; this the private Eastern Shore retreat you've been seeking! This potential Airbnb 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

$325,000

4 beds2 baths1,576 sq ft

1511 Crocheron Rd, Toddville, MD 21672

13.86 acre lot • Pool • Built 1900

(667) 404-9470

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Located in Lennar’s premier waterfront community of Tides at River Marsh on Maryland’s scenic Eastern Shore, this quick move-in end-unit townhome offers a blend of coastal living and modern convenience. Situated 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. The community is also close to championship golf, boating, nature trails, wildlife preserves, downtown Cambridge’s shops and restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This beautiful

$274,990

3 beds2.5 baths1,840 sq ft

2174 Winterberry Ln, Cambridge, MD 21613

Championship golf • Waterfront community • Access to marina

(410) 979-7740

Property at 214 Tidewater Dr #214, Cambridge, MD 21613, 2 beds, 3.5 baths

$389,000

2 beds3.5 baths— sq ft

214 Tidewater Dr #214, Cambridge, MD 21613

(410) 543-4545

Property at 5125 Rhodesdale Rd, Rhodesdale, MD 21659, 3 beds, 2 baths

$439,900

3 beds2 baths1,936 sq ft

5125 Rhodesdale Rd, Rhodesdale, MD 21659

(410) 822-6272

Property at 502 Regulator Dr S, Cambridge, MD 21613, 4 beds, 2.5 baths

$355,000

4 beds2.5 baths2,236 sq ft

502 Regulator Dr S, Cambridge, MD 21613

(877) 366-2213

Property at 2206 Winterberry Ln, Cambridge, MD 21613, 4 beds, 3.5 baths

$349,990

4 beds3.5 baths2,360 sq ft

2206 Winterberry Ln, Cambridge, MD 21613

(410) 979-7740

Property at 5841 Hudson Wharf Rd, Cambridge, MD 21613, 3 beds, 2 baths

$405,000

3 beds2 baths1,618 sq ft

5841 Hudson Wharf Rd, Cambridge, MD 21613

(410) 228-0800

Property at 4657 Maiden Forest Rd, Rhodesdale, MD 21659, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths3,069 sq ft

4657 Maiden Forest Rd, Rhodesdale, MD 21659

(410) 429-7425

Property at 700 Cattail Cv #411, Cambridge, MD 21613, 2 beds, 2 baths

$249,900

2 beds2 baths1,610 sq ft

700 Cattail Cv #411, Cambridge, MD 21613

(410) 543-4545

Property at 900 Marshy Cv #401, Cambridge, MD 21613, 2 beds, 2 baths

$179,900

2 beds2 baths1,567 sq ft

900 Marshy Cv #401, Cambridge, MD 21613

(410) 770-3600

Property at 6011 Sunnyside Ct, East New Market, MD 21631, 4 beds, 2.5 baths

$895,000

4 beds2.5 baths2,636 sq ft

6011 Sunnyside Ct, East New Market, MD 21631

(410) 429-7425

Property at 5332 Ragged Point Rd, Cambridge, MD 21613, 6 beds, 4.5 baths

$1,399,000

6 beds4.5 baths4,488 sq ft

5332 Ragged Point Rd, Cambridge, MD 21613

(410) 228-2525

Property at 1661 Town Point Rd, Cambridge, MD 21613, 4 beds, 3.5 baths

$1,195,000

4 beds3.5 baths3,000 sq ft

1661 Town Point Rd, Cambridge, MD 21613

(410) 228-2525

Property at 2129 Winterberry Ln, Cambridge, MD 21613, 3 beds, 2.5 baths

$349,990

3 beds2.5 baths2,332 sq ft

2129 Winterberry Ln, Cambridge, MD 21613

(410) 979-7740

Property at 7112 E New Market Ellwood Rd, Hurlock, MD 21643, 3 beds, 2 baths

$359,900

3 beds2 baths1,680 sq ft

7112 E New Market Ellwood Rd, Hurlock, MD 21643

(301) 970-2447

Property at 1301 Broadview Dr, Cambridge, MD 21613, 4 beds, 3.5 baths

$2,295,000

4 beds3.5 baths4,736 sq ft

1301 Broadview Dr, Cambridge, MD 21613

(202) 944-5000

Property at 3 Oakley St, Cambridge, MD 21613, 2 beds, 2 baths

$434,900

2 beds2 baths1,309 sq ft

3 Oakley St, Cambridge, MD 21613

(410) 228-0800

Property at 109 Willis St, Cambridge, MD 21613, 3 beds, 2.5 baths

$324,900

3 beds2.5 baths2,032 sq ft

109 Willis St, Cambridge, MD 21613

(410) 543-4545

Property at 4808 Saltmarsh Rd, Madison, MD 21648, 5 beds, 3 baths

$1,399,999

5 beds3 baths5,087 sq ft

4808 Saltmarsh Rd, Madison, MD 21648

(410) 524-6111

Property at 520 Marshy Cv #163, Cambridge, MD 21613, 3 beds, 2.5 baths

$285,000

3 beds2.5 baths1,796 sq ft

520 Marshy Cv #163, Cambridge, MD 21613

Property at 3 Oakley St #202, Cambridge, MD 21613, 3 beds, 2 baths

$429,900

3 beds2 baths1,309 sq ft

3 Oakley St #202, Cambridge, MD 21613

(410) 543-4545

Property at 138 Regulator Dr N, Cambridge, MD 21613, 4 beds, 2.5 baths

$349,900

4 beds2.5 baths2,032 sq ft

138 Regulator Dr N, Cambridge, MD 21613

(877) 366-2213

Property at 519 Seaway Ln #157, Cambridge, MD 21613, 3 beds, 2.5 baths

$309,900

3 beds2.5 baths2,059 sq ft

519 Seaway Ln #157, Cambridge, MD 21613

(410) 228-2525

Property at 5227 Brooks Rd, Woolford, MD 21677, 4 beds, 2.5 baths

$1,795,000

4 beds2.5 baths3,633 sq ft

5227 Brooks Rd, Woolford, MD 21677

(410) 822-6665

Property at 123 Regulator Dr N, Cambridge, MD 21613, 4 beds, 3 baths

$419,000

4 beds3 baths3,772 sq ft

123 Regulator Dr N, Cambridge, MD 21613

(443) 249-7653

Property at 2131 Winterberry Ln, Cambridge, MD 21613, 4 beds, 2.5 baths

$359,990

4 beds2.5 baths2,195 sq ft

2131 Winterberry Ln, Cambridge, MD 21613

(410) 979-7740

Property at 324 Shipyard Dr #83, Cambridge, MD 21613, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths2,457 sq ft

324 Shipyard Dr #83, Cambridge, MD 21613

(410) 271-1265

Property at 700 Cattail Cv #412, Cambridge, MD 21613, 2 beds, 2 baths

$235,000

2 beds2 baths1,493 sq ft

700 Cattail Cv #412, Cambridge, MD 21613

(443) 776-0996

Property at 700 Cattail Cv #104, Cambridge, MD 21613, 2 beds, 2 baths

$367,000

2 beds2 baths1,841 sq ft

700 Cattail Cv #104, Cambridge, MD 21613

(855) 885-4663

Property at 146 Regulator Dr N, Cambridge, MD 21613, 4 beds, 2.5 baths

$349,900

4 beds2.5 baths1,984 sq ft

146 Regulator Dr N, Cambridge, MD 21613

(877) 366-2213

Property at 301 Shipyard Dr #59, Cambridge, MD 21613, 3 beds, 3 baths

$305,000

3 beds3 baths1,796 sq ft

301 Shipyard Dr #59, Cambridge, MD 21613

(410) 271-1265

Property at 4904 Ravenwood Rd, Vienna, MD 21869, 3 beds, 2 baths

$429,900

3 beds2 baths2,098 sq ft

4904 Ravenwood Rd, Vienna, MD 21869

(410) 822-6665

Property at 329 Shipyard Dr, Cambridge, MD 21613, 2 beds, 2.5 baths

$324,900

2 beds2.5 baths2,484 sq ft

329 Shipyard Dr, Cambridge, MD 21613

(410) 228-0800

Property at 340 Shipyard Dr, Cambridge, MD 21613, 3 beds, 3 baths

$305,000

3 beds3 baths1,796 sq ft

340 Shipyard Dr, Cambridge, MD 21613

(855) 450-0442

Property at 900 Marshy Cv #411, Cambridge, MD 21613, 2 beds, 2 baths

$239,000

2 beds2 baths1,585 sq ft

900 Marshy Cv #411, Cambridge, MD 21613

(410) 822-6665

Property at 416 S Seaway Ct #142, Cambridge, MD 21613, 3 beds, 3 baths

$399,000

3 beds3 baths1,796 sq ft

416 S Seaway Ct #142, Cambridge, MD 21613

(410) 228-2525

Property at 2804 Persimmon Pl Unit D3, Cambridge, MD 21613, 4 beds, 3.5 baths

$400,000

4 beds3.5 baths2,844 sq ft

2804 Persimmon Pl Unit D3, Cambridge, MD 21613

(888) 860-7369

Property at 322 Shipyard Dr #82, Cambridge, MD 21613, 3 beds, 3 baths

$289,000

3 beds3 baths2,484 sq ft

322 Shipyard Dr #82, Cambridge, MD 21613

(888) 860-7369

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Homes with Pools for Sale in Dorchester County

There are currently 42 homes with pools for sale in Dorchester County at a median listing price of $310K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dorchester County stay on the market for 100 days. This map is refreshed with the newest listings in Dorchester County every 15 minutes.

In the past month, 53 homes have been sold in Dorchester County. In addition to houses in Dorchester County, there were also 11 condos, 46 townhouses, and 5 multi-family units for sale in Dorchester County last month. Find your dream home in Dorchester County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dorchester County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dorchester County. If you're looking to sell your home in the Dorchester County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dorchester County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Homes with Pools for Sale in Dorchester County, MD

Homes with Pools for Sale in Dorchester County

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