Price Reduced72
$3,200,000
6 bd · 8 ba · 8,241 sqft
12353 Southhampton Dr, Bishopville, MD
BETH EVANS · Berkshire Hathaway HomeServices PenFed Realty
School ratings (A+ to F) from HJN community data.
Scope - South
UG-UG · Alternative/Other · Woodbridge School District
Selbyville Middle School
6-8 · Regular · Indian River School District
770 students · 14.5:1 student–teacher
Showell (Phillip C.) Elementary School
KG-5 · Regular · Indian River School District
297 students · 11.9:1 student–teacher
Within 2 miles of this home: 11 restaurants and cafés, 2 grocery stores, and 1 park or green space.
Place data from OpenStreetMap.
Sweet Disposition
London Avenue
Juicebox
McDonald's
Lighthouse Road
Signatures
North Haven Drive
Fox's Pizza Restaurant Bar
Americana Parkway
Hometown Creamery
Americana Parkway
Starbucks
Americana Parkway
Dunkin
Tidal Road
Magee Farms
Harris Teeter
Americana Parkway
Grey's Creek Nature Park
Bright MLSThis content last refreshed on 2026-10-13 17:32:01 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Est. $18,838/mo$691/sqft · 65 days on Realty
5
Beds
5
Baths
4,199
Sqft
2006
Built
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 access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines with a large screened porch and a spacious waterfront deck, perfect for dining, entertaining, or simply soaking in the peaceful setting and nightly sunsets. The 1.23‑acre fenced lot provides exceptional space for pets, gatherings, and privacy. This property stands out as a premier opportunity for buyers seeking a private waterfront estate with modern systems, exceptional outdoor living, and direct water access in one of Bishopville’s most desirable locations—true coastal serenity on Grey’s Creek, without bayfront crowds.
Listing agent
Nicholas A Elko
Courtesy of O'Conor, Mooney & Fitzgerald
(443) 253-4304
Bright MLS · Listing MDWO2040442
$580,000
Estimated monthly payment
$18,838/mo
Loan amount $2,320,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll