Bishopville, MD homes for sale & real estate

Bishopville, MD Homes for Sale

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

Bishopville, MD Homes for Sale

Discover unmatched coastal living in this 5‑bedroom, 4.5‑bath waterfront retreat, perfectly positioned on a picturesque point along Grey’s Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquility—just minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3‑car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boater’s paradise—complete with a private pier, boat lift, and effortless acce

Bishopville, MD Homes for Sale

Cottage-style, picture perfect home. Located on a beautiful tidal pond with unobstructed open views of water, marsh, golf course, and offers significant privacy. (UPDATE REGARDING TIDAL POND! LAST SATURDAY DURING MY OPEN HOUSE WHILE OUT ON BACK DECK WITH VISITORS, MUCH TO OUR SURPRISE, THERE CAME TWO KAYAKERS OUT OF THE MARSH 'S TIDAL CREEK! ASKED WHERE THEY CAME FROM, THEY SAID FROM THE ROUTE 90 BRIDGE. ASKED HOW DEEP THE POND IS, THE KAYAKER IN THE MIDDLE PUT HIS PADDLE DOWN AND SAID THE POND WAS HIGHER THAN THE PADDEL; ABOUT 7 FEET+- DEEP AT HIGH TIDE. THE ONE CLOSER TO THE SHORELINE SAID HE THOUGHT IT WAS AROUND 3-4 FEET!) No one can build on the lot next door on right side of ho

Bishopville, MD Homes for Sale

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