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Bishopville, MD Homes for Sale with Acreage

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  • 11914 Back Creek Rd, Bishopville, MD 21813
    11914 Back Creek Rd, Bishopville, MD 21813
    11914 Back Creek Rd, Bishopville, MD 21813
    /142

    $1,795,000

    $122K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,864 Sq Ft

    11914 Back Creek Rd, Bishopville, MD 21813

    11914 Back Creek Road | Bishopville, MD Why buy this instead of waterfront? Waterfront gets you a view — and a long list of trade-offs that come with it: tiny lots, tidal restrictions, flood insurance, no room to expand, and neighbors close enough to hear. This property flips the equation. Nearly 19 private acres, a 6,864 square-foot custom residence, a resort-style pool, and a massive

    Agent Photo

    Sharon Daugherty

    Keller Williams Realty Delmarva

    11914 Back Creek Rd, Bishopville, MD 21813
  • 10542 Egret Ct, Bishopville, MD 21813
    10542 Egret Ct, Bishopville, MD 21813
    10542 Egret Ct, Bishopville, MD 21813
    /124

    $2,950,000

    • 7 Beds
    • 8 Baths
    • 7,467 Sq Ft

    10542 Egret Ct, Bishopville, MD 21813

    Waterfront Estate | Headwaters of the Shingle Landing River | Positioned on over two private waterfront acres at the headwaters of the Shingle Landing River, this exceptional custom residence by White Creek Homes, Inc. embodies refined coastal living at its finest. Encompassing over 7,000 square feet, the home offers 6 bedrooms, 5 full baths, and 1 half bath, thoughtfully designed to balance

    Erik Windrow Keller Williams Realty

    10542 Egret Ct, Bishopville, MD 21813
  • 11244 W Marie Dr, Bishopville, MD 21813
    11244 W Marie Dr, Bishopville, MD 21813
    11244 W Marie Dr, Bishopville, MD 21813
    /65

    $719,900

    Open Fri 11AM - 1PM $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,026 Sq Ft

    11244 W Marie Dr, Bishopville, MD 21813

    Welcome to your waterfront 1.35 acre retreat in Holiday Harbor—where coastal charm meets everyday comfort. This beautifully maintained 4 bedroom, 2.5-bath home offers the perfect blend of relaxed living and functional space. From the moment you step inside, you’ll appreciate the light-filled interiors, open flow, and thoughtful layout designed for both entertaining and quiet evenings at home. The

    Chase Church Coldwell Banker Bud Church Realty,Inc.

    11244 W Marie Dr, Bishopville, MD 21813
  • Lot 1 Muskrattown Rd, Bishopville, MD 21813
    Lot 1 Muskrattown Rd, Bishopville, MD 21813
    Lot 1 Muskrattown Rd, Bishopville, MD 21813
    /117

    $4,999,999

    • Land
    • 47.11 Acres
    • $106,135 per Acre

    Lot 1 Muskrattown Rd, Bishopville, MD 21813

    Discover an extraordinary opportunity to own 47.11 acres of prime waterfront land overlooking Grey's Creek with breathtaking views of the Ocean City skyline. This expansive property offers a rare blend of serene natural beauty and captivating coastal scenery, making it an ideal canvas for your vision. Nestled along the tranquil shores of Grey's Creek, the property boasts a picturesque setting

    Rebecca Ward Coldwell Banker Premier - Rehoboth

    Lot 1 Muskrattown Rd, Bishopville, MD 21813
  • 12301 Point View Rd, Bishopville, MD 21813
    12301 Point View Rd, Bishopville, MD 21813
    12301 Point View Rd, Bishopville, MD 21813
    /10

    $2,900,000

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 4,199 Sq Ft

    12301 Point View Rd, Bishopville, MD 21813

    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

    Nicholas Elko O'Conor, Mooney & Fitzgerald

    12301 Point View Rd, Bishopville, MD 21813
  • 12089 Saint Martins Neck Rd, Bishopville, MD 21813
    12089 Saint Martins Neck Rd, Bishopville, MD 21813
    12089 Saint Martins Neck Rd, Bishopville, MD 21813
    /69

    $925,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,855 Sq Ft

    12089 Saint Martins Neck Rd, Bishopville, MD 21813

    Escape to your own private retreat on 5.41 acres while enjoying the convenience of being just minutes from restaurants, shopping and the beach. Tucked away from the road, this custom-built 5-bedroom, 3.5-bath home features an open floor plan with 10-foot ceilings, hardwood flooring throughout the main living areas, and a living room with a gas fireplace. The chef's kitchen is equipped with a

    Bethany Drew Hileman Real Estate-Berlin

    12089 Saint Martins Neck Rd, Bishopville, MD 21813
  • 0 St Martins Neck Rd Unit MDWO2032982, Bishopville, MD 21813
    0 St Martins Neck Rd Unit MDWO2032982, Bishopville, MD 21813
    0 St Martins Neck Rd Unit MDWO2032982, Bishopville, MD 21813
    /6

    $329,000

    • Land
    • 9.5 Acres
    • $34,632 per Acre

    0 St Martins Neck Rd Unit MDWO2032982, Bishopville, MD 21813

    9.5 Acres – Private Hunting & Recreation Retreat Just Minutes from Ocean City! This is your chance to own a rare piece of Worcester County— 9.5 acres of fully wooded, private land located in one of the area’s best hunting regions. Tucked away in nature yet just five minutes from Ocean City, this property offers the perfect combination of seclusion and convenience. The land is beautifully wooded,

    david miller RE/MAX Advantage Realty

    0 St Martins Neck Rd Unit MDWO2032982, Bishopville, MD 21813
  • 0 S Piney Point Rd, Bishopville, MD 21813
    0 S Piney Point Rd, Bishopville, MD 21813
    0 S Piney Point Rd, Bishopville, MD 21813
    /7

    $795,000

    • Land
    • 1.02 Acres
    • $779,412 per Acre

    0 S Piney Point Rd, Bishopville, MD 21813

    Rare opportunity to own one of the only vacant waterfront lots on the St. Martin River in Bishopville. This expansive, wooded parcel spans over an acre and offers high, dry ground with potential for a private boat dock. Enjoy direct access to both the bay and the Atlantic—just a 15-minute boat ride to the Ocean City Inlet. Located only 7 miles from Ocean City, this property combines privacy,

    Jeanette Taylor Coldwell Banker Realty

    0 S Piney Point Rd, Bishopville, MD 21813
  • 12353 Southhampton Dr, Bishopville, MD 21813
    12353 Southhampton Dr, Bishopville, MD 21813
    12353 Southhampton Dr, Bishopville, MD 21813
    /72

    $3,599,000

    • 6 Beds
    • 7.5 Baths
    • 8,241 Sq Ft

    12353 Southhampton Dr, Bishopville, MD 21813

    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

    Beth Evans Berkshire Hathaway HomeServices PenFed Realty

    12353 Southhampton Dr, Bishopville, MD 21813
  • 12740 Jarvis Rd, Bishopville, MD 21813
    12740 Jarvis Rd, Bishopville, MD 21813
    12740 Jarvis Rd, Bishopville, MD 21813
    /47

    $999,999

    Open Sun 10AM - 12PM $150K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,810 Sq Ft

    12740 Jarvis Rd, Bishopville, MD 21813

    Welcome to 12740 Jarvis Road! A rare waterfront retreat set on 10.75 acres in Bishopville, MD. This spacious 4-bedroom, 3-bath home offers the perfect blend of privacy, open land, and direct water access.Enjoy endless outdoor possibilities with a beautiful pasture stretching across the front of the property, ideal for horses, hobby farming, or simply taking in the peaceful surroundings (a new

    Kristie Fogle Keller Williams Realty Delmarva

    12740 Jarvis Rd, Bishopville, MD 21813
  • 0 St Martins Neck Rd Unit MDWO2019692, Bishopville, MD 21813
    0 St Martins Neck Rd Unit MDWO2019692, Bishopville, MD 21813
    0 St Martins Neck Rd Unit MDWO2019692, Bishopville, MD 21813
    /15

    $15,000,000

    $2M PRICE DROP

    0 St Martins Neck Rd Unit MDWO2019692, Bishopville, MD 21813

    Never before offered. One of the most pristine, incredible waterfront properties that has been fully approved, subdivided, utilities in place, roads in place, boat docks in place, all lots perc approved and ready for the new owners. 16 total lots, 1 of which is 165+- acres of open space with ample marsh lands. 15 subdivided lots ranging in size from 2+ acres to 11.57 acres. 10 of the 15

    Ken Church Coldwell Banker Bud Church Realty,Inc.

    0 St Martins Neck Rd Unit MDWO2019692, Bishopville, MD 21813
  • 0 Shingle Landing Rd, Bishopville, MD 21813
    0 Shingle Landing Rd, Bishopville, MD 21813
    0 Shingle Landing Rd, Bishopville, MD 21813
    /12

    $1,575,000

    $325K PRICE DROP
    • Land
    • 5.92 Acres
    • $266,047 per Acre

    0 Shingle Landing Rd, Bishopville, MD 21813

    Prime 5.92-acre commercial parcel at the northeast corner of Route 113 and Shingle Landing Road in Bishopville, MD. Positioned at a signalized intersection with excellent visibility and direct highway frontage along northbound Route 113, the property offers maximum exposure to steady traffic flow along a key Worcester County corridor. Well and septic in place. Strong development potential for

    Nicholas Preziosi Long & Foster Real Estate, Inc.

    0 Shingle Landing Rd, Bishopville, MD 21813
  • 12738 Heathland Dr, Bishopville, MD 21813
    12738 Heathland Dr, Bishopville, MD 21813
    12738 Heathland Dr, Bishopville, MD 21813
    /64

    $1,490,000

    New Construction $360K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,851 Sq Ft

    12738 Heathland Dr, Bishopville, MD 21813

    MOTIVATED SELLER JUST REDUCED another $100K and OFFERING 5% OWNER FINANCING - CALL LISTING AGENT FOR DETAILS! Bring your buyers and offers for this beautiful new construction home nestled within the prestigious Lighthouse Sound community!! This exceptional 2025 new construction residence offers the perfect blend of coastal elegance, natural beauty, and modern luxury. Set on an expansive 1.22-acre

    Donna Harrington Coldwell Banker Realty

    12738 Heathland Dr, Bishopville, MD 21813
  • 12355 Southhampton Dr, Bishopville, MD 21813
    12355 Southhampton Dr, Bishopville, MD 21813
    12355 Southhampton Dr, Bishopville, MD 21813
    /91

    $2,795,000

    • 5 Beds
    • 5.5 Baths
    • 4,867 Sq Ft

    12355 Southhampton Dr, Bishopville, MD 21813

    Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A

    Ann Buxbaum Northrop Realty

    12355 Southhampton Dr, Bishopville, MD 21813
  • 13308 Hatchery Rd, Bishopville, MD 21813
    13308 Hatchery Rd, Bishopville, MD 21813
    13308 Hatchery Rd, Bishopville, MD 21813
    /57

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,159 Sq Ft

    13308 Hatchery Rd, Bishopville, MD 21813

    Your dream home is waiting for you here on 2 acres! Custom built in 2006 to replace an older primary home, this quality home has 3 bedrooms- the primary is on the first floor along with a luxurious primary bath and walk-in-closet. Guest 1/2 bath. 2 additional bedrooms and bath are on the second floor. Formal Living room and dining room greeting you along the foyer entrance. Spacious Family room

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    13308 Hatchery Rd, Bishopville, MD 21813
Maryland Worcester County

Homes for Sale with Acreage in Bishopville, MD

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In Bishopville, there are currently 15 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Bishopville, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Bishopville and discover the potential and freedom that comes with owning your own piece of property.

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