Homes with Pools for Sale in Bishopville, MD

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ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Nearly 19 private acres, minutes from the water, in a part of Bishopville where land like this almost never comes up. Mature trees screen the property from the road and the neighbors, and that privacy sets the tone before you even reach the front door. A large porch with wood-beamed ceilings and a stone patio gives you a place to sit outside well after dark. Step through the front door into a grand foyer with soaring ceilings, oversized windows, and enough open space for a full seating area of its own, where a glass sliding door straight ahead frames your first look at the pool outside. Crown molding and recessed lighting carry through much of the main level, catching light from windows in

$1,699,000

5 beds5.5 baths6,864 sq ft

11914 Back Creek Rd, Bishopville, MD 21813

18.98 acre lot • 6 garage spots • Pool

(484) 406-3004

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Now, on to this beautiful home. This is a Custom brick-front contemporary on 1.43 wooded acres in Piney Island, one of Bishopville's most sought-after neighborhoods: a quiet, established community of custom homes on large wooded lots, most of them on the water, tucked well off Route 113 with bay views at the end of the street. Minutes from the Delaware line and about 15 minutes to Ocean City. Roughly 6,300 finished square feet on three levels: 5 bedrooms, 4 full baths, 1 half bath, a main-level primary suite, an oversized 3-car garage, an in-ground pool with automatic pool cover, and something almost nobody on the Lower Shore has, a full finished walk-out basement. The two-story foyer opens

$1,399,900

5 beds4.5 baths6,347 sq ft

10703 Piney Island Dr, Bishopville, MD 21813

In-ground pool • Formal dining room • Two-story foyer

(888) 400-2513

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ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture". .. MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR cr

$3,200,000

6 beds7.5 baths8,241 sq ft

12353 Southhampton Dr, Bishopville, MD 21813

Multiple gables • Walnut floors • 20 feet high windows

(302) 537-2616

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Welcome to 10220 Shingle Landing Road, an impressive estate offering over 5,600 square feet of living space on more than 4.5 beautifully landscaped acres. Located in an exclusive setting of just five estate-sized homesites, this exceptional property offers privacy, space, and versatility—all just a few miles from the beaches of Ocean City. This expansive home features 6 bedrooms and 5.5 bathrooms, along with an attached 3-car garage and a separate 3-car detached garage. The detached garage includes a spacious second floor offering tremendous potential for a game room, home office, studio, recreation space, or other future use. The outdoor living area is truly a highlight, featuring a

$1,495,000

6 beds5.5 baths5,649 sq ft

10220 Shingle Landing Rd, Bishopville, MD 21813

Hot tub hookup • Irrigation system • In ground pool

(410) 535-6291

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Introducing 13374 Cove Landing Rd. —a canal-front opportunity in the desirable Bayview Estates community, offering private dock access and exceptional coastal potential. While this home carries a Bishopville, MD address, it is located within Bayview Estates and accessed through the Delaware side of the community, offering the convenience of coastal Maryland and Delaware living. Nestled on nearly a half-acre corner lot, this waterfront retreat provides tranquil canal-front living with a private dock. Due to seasonal tides, the dock is best suited for launching smaller craft or short-term tie-ups, while the nearby community boat ramp provides convenient access for larger vessels. From h

$575,000

4 beds2 baths2,340 sq ft

13374 Cove Landing Rd, Bishopville, MD 21813

Community boat ramp • Private dock access • Waterfront retreat

(302) 539-2900

Property at 12105 Salt Point Rd, Bishopville, MD 21813, 4 beds, 4.5 baths

$1,149,950

4 beds4.5 baths3,290 sq ft

12105 Salt Point Rd, Bishopville, MD 21813

(302) 360-0300

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ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Move-In Ready 3-Bedroom Home in Ocean City – Resort-Style Amenities! Enjoy coastal living in this move-in-ready 3-bedroom, 2-full-bath home at 174 Sunshine Ln, Ocean City, MD! Tucked away on a cul-de-sac, this home offers a comfortable layout, inviting living spaces, and convenient access to community amenities and everything Ocean City has to offer. Inside, you'll find a welcoming living room, a dedicated dining area, and a well-appointed kitchen that opens to a separate family room, creating a practical layout for everyday living and entertaining. The primary bedroom features a private en-suite bathroom, while two additional bedrooms and a second full bathroom provide flexibility fo

$579,900

3 beds2 baths1,464 sq ft

174 Sunshine Ln, Ocean City, MD 21842

Cul de sac • Mini golf • Swimming pool

COMING SOON3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Situated on a quiet cul-de-sac, with one level living and the costly updates already done, 32 Easton Avenue is ready for its next owner to spend years of low maintenance living in The Parke at Ocean Pines! Start with the setting. A long private driveway sets the home back from the street, with far more parking than most homes in the community, an attached two-car garage and a covered front porch made for morning coffee. Inside, roughly 2,400 square feet on a single level—making it one of the largest single level homes in the community—Featuring high ceilings, plantation shutters and transom windows that pull light through every room. An office behind double Fr

$515,000

3 beds2 baths2,444 sq ft

32 Easton Ave, Ocean Pines, MD 21811

Covered front porch • Quiet cul-de-sac • Private driveway

(443) 221-4120

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
COMING SOON in Ocean Pines! Welcome to 41 Hingham Lane, located in the desirable Innerlinks community. This 3-bedroom, 2.5-bath home offers a spacious and versatile floor plan featuring a first-floor owner's suite, cozy gas fireplace, and second-floor office/flex space. Enjoy relaxing in the three-season room with VinylTech windows, plus the convenience of an attached two-car garage. Showings begin Saturday, October 17th! Join us for an OPEN HOUSE Saturday from 12:30–2:30 PM. Professional interior photos coming Friday. Don't miss your opportunity to see this Ocean Pines home!

$419,900

3 beds2.5 baths1,650 sq ft

41 Hingham Ln, Berlin, MD 21811

Cozy gas fireplace • Second-floor office • Three-season room

(410) 208-3500

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
COMING SOON! Seller is installing new kitchen cabinets, stainless steel appliances, LVP flooring and more! French Doors lead from the dining area to rear deck and yard. Guest bath includes ceramic tile floors, walls, and glass block. Primary bath features a tiled shower stall. Fresh paint, storage shed, vinyl siding and front entry deck. Located in the amenity-filled community of Ocean Pines, which is just a short drive to the beaches of Ocean City, Assateague Island National Seashore, and historic downtown Berlin!

$349,900

3 beds2 baths960 sq ft

98 White Horse Dr, Ocean Pines, MD 21811

French doors • New kitchen cabinets • Ceramic tile floors

(410) 208-9200

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
A coastal A-frame with character, extensive renovations, and access to one of the Eastern Shore’s most amenity-rich communities. Welcome to 49 Bramblewood Drive in Ocean Pines. This 3-bedroom, 1.5-bath home has been thoughtfully renovated from top to bottom while keeping the charm that makes an A-frame so distinctive. Inside, you’ll find all new flooring and walls, tongue-and-groove ceilings, shiplap and board-and-batten details, plus fully remodeled kitchen and baths. A loft area adds even more flexible space for guests, a home office, or a cozy retreat. The improvements go far beyond the finishes, with a new roof and soffit, new hot water heater, new front window, new front an

$399,000

3 beds1.5 baths792 sq ft

49 Bramblewood Dr, Ocean Pines, MD 21811

New hot water heater • Coastal a-frame • New roof

(410) 208-3500

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Bishopville, MD:
Second floor end-unit condominium in the popular Club Ocean Villas II community. This condo offers a popular split-bedroom floor plan with an open living area, two bedrooms, two full-bathrooms, balcony and a large private patio. It has been well maintained and is in good condition. Favored southern exposure provide nice light and sun throughout the day. Community amenities include indoor and outdoor pools, tennis courts and ample parking. Short walk to the beach, restaurants and shopping. Nice condo in a great community. Call today to schedule your private showing.

$295,000

2 beds2 baths864 sq ft

105 120th St #151, Ocean City, MD 21842

Southern exposure • Open living area • Large private patio

(443) 552-7579

Property at 8 60th St #1002, Ocean City, MD 21842, 3 beds, 3 baths

$985,000

3 beds3 baths1,664 sq ft

8 60th St #1002, Ocean City, MD 21842

(443) 552-7579

Property at 36465 Wild Rose Cir, Selbyville, DE 19975, 5 beds, 3.5 baths

$770,000

5 beds3.5 baths2,601 sq ft

36465 Wild Rose Cir, Selbyville, DE 19975

(302) 360-0300

Property at 200 59th St #209, Ocean City, MD 21842, 1 bed, 1 bath

$199,500

1 bed1 bath486 sq ft

200 59th St #209, Ocean City, MD 21842

(302) 273-4998

Property at 31568 Winterberry Pkwy #109, Selbyville, DE 19975, 4 beds, 3 baths

$385,000

4 beds3 baths2,055 sq ft

31568 Winterberry Pkwy #109, Selbyville, DE 19975

(302) 424-1890

Property at 27308 Shipwreck Dr, Selbyville, DE 19975, 4 beds, 2.5 baths

$528,900

4 beds2.5 baths2,390 sq ft

27308 Shipwreck Dr, Selbyville, DE 19975

(410) 524-1700

Property at 8500 Coastal Hwy #702, Ocean City, MD 21842, 2 beds, 2 baths

$569,000

2 beds2 baths1,004 sq ft

8500 Coastal Hwy #702, Ocean City, MD 21842

(240) 463-5300

Property at 9500 Coastal Hwy Unit 007N, Ocean City, MD 21842, 1 bed, 1.5 baths

$429,900

1 bed1.5 baths740 sq ft

9500 Coastal Hwy Unit 007N, Ocean City, MD 21842

(410) 524-7000

Property at 64 Abbyshire Rd, Ocean Pines, MD 21811, 3 beds, 1.5 baths

$340,000

3 beds1.5 baths1,056 sq ft

64 Abbyshire Rd, Ocean Pines, MD 21811

(443) 292-6767

Property at 109 70th St Unit D, Ocean City, MD 21842, 4 beds, 3.5 baths

$830,000

4 beds3.5 baths2,000 sq ft

109 70th St Unit D, Ocean City, MD 21842

(833) 335-7433

Property at 12305 Wight St #108, Ocean City, MD 21842, 1 bath

$225,000

— beds1 bath392 sq ft

12305 Wight St #108, Ocean City, MD 21842

(410) 524-6400

Property at 8800 Coastal Hwy #607, Ocean City, MD 21842, 2 beds, 2 baths

$465,000

2 beds2 baths1,225 sq ft

8800 Coastal Hwy #607, Ocean City, MD 21842

(443) 552-7579

Property at 75 Abbyshire Rd, Ocean Pines, MD 21811, 3 beds, 2 baths

$384,900

3 beds2 baths1,184 sq ft

75 Abbyshire Rd, Ocean Pines, MD 21811

(410) 208-9200

Property at 39144 New Providence Ln, Fenwick Island, DE 19944, 4 beds, 3.5 baths

$1,299,000

4 beds3.5 baths2,400 sq ft

39144 New Providence Ln, Fenwick Island, DE 19944

Property at 101 123rd St Unit 228C3, Ocean City, MD 21842, 1 bed, 1 bath

$238,000

1 bed1 bath585 sq ft

101 123rd St Unit 228C3, Ocean City, MD 21842

Homes with Pools for Sale in Bishopville

There are currently 6 homes with pools for sale in Bishopville at a median listing price of $496K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bishopville stay on the market for 58 days. This map is refreshed with the newest listings in Bishopville every 15 minutes.

In the past month, 1 home has been sold in Bishopville. Find your dream home in Bishopville 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 Bishopville are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bishopville. Our Bishopville real estate stats and trends will give you more information about home buying and selling trends in Bishopville. If you're looking to sell your home in the Bishopville area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bishopville with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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