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Woolford, MD Homes for Sale

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  • 1312 Taylors Island Rd, Madison, MD 21648
    1312 Taylors Island Rd, Madison, MD 21648
    1312 Taylors Island Rd, Madison, MD 21648
    /76

    $1,100,000

    • 3 Beds
    • 3 Baths
    • 2,502 Sq Ft

    1312 Taylors Island Rd, Madison, MD 21648

    Waterfront Paradise on Madison Bay – 1312 Taylors Island Rd, Madison, MD Discover an extraordinary waterfront retreat set on nearly 10 acres with over 300 feet of protected shoreline on scenic Madison Bay. This fully renovated 3BR/3BA Cape Cod offers unmatched privacy, sweeping lawns, and panoramic water views—creating the ultimate Eastern Shore sanctuary with breathtaking sunsets and an

    Barbara McCaffrey Redfin Corp

    1312 Taylors Island Rd, Madison, MD 21648
  • 4906 Timbermarsh Ln, Woolford, MD 21677
    4906 Timbermarsh Ln, Woolford, MD 21677
    4906 Timbermarsh Ln, Woolford, MD 21677
    /133

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 4,445 Sq Ft

    4906 Timbermarsh Ln, Woolford, MD 21677

    Beautiful waterfront on Madson Bay! Rarely do you find a property with your own private beach. This exceptional property checks all the boxes. 22+ acres. 10 acres are wooded, 2 ponds, 890 ft of shoreline, a sandy beach and a 3 bedroom, 2 bath guesthouse on the end of a private cul-de-sac. This impeccable home offers 4 bedrooms, 3 full baths, upper/lower decks, large screen porch, 3 car garage and

    Penny Windsor Benson & Mangold, LLC

    4906 Timbermarsh Ln, Woolford, MD 21677
  • 1609 Heliport Rd, Woolford, MD 21677
    1609 Heliport Rd, Woolford, MD 21677
    1609 Heliport Rd, Woolford, MD 21677
    /25

    $337,900

    • Land
    • 1.52 Acres
    • $222,303 per Acre

    1609 Heliport Rd, Woolford, MD 21677

    THIS IS THE LOCATION!!!!This property has a current tidewater buffer setback variance to allow construction of a dwelling inside the typical 100' setback. It does not expire and transfers with the property. (This can be confirmed with Dorchester Co. Zoning and Planning by referencing BOA Case # 2109)1609 Heliport has all the plug and play attributes that a waterfront property can

    C Fred Robinson Keller Williams Realty Delmarva

    1609 Heliport Rd, Woolford, MD 21677
  • 0 Laurie Ln Unit MDDO2009086, Woolford, MD 21677
    0 Laurie Ln Unit MDDO2009086, Woolford, MD 21677
    0 Laurie Ln Unit MDDO2009086, Woolford, MD 21677
    /26

    $72,000

    • Land
    • 3.33 Acres
    • $21,622 per Acre

    0 Laurie Ln Unit MDDO2009086, Woolford, MD 21677

    Beautiful 3.33 +/- acre lot in the South Dorchester School District in a wonderful location with a waterfront view to Church Creek. Lot is located in Brad-Vern Park, Part3, Lot 2C, a rural subdivision near Woolford. The property is mostly wooded in a convenient location between Taylors Island and Cambridge. This might be just the place to build that dream house you have always wanted. Here's a

    Rob Freyer Charis Realty Group

    0 Laurie Ln Unit MDDO2009086, Woolford, MD 21677
  • 0 Taylors Island Rd Unit MDDO2000516, Woolford, MD 21677
    0 Taylors Island Rd Unit MDDO2000516, Woolford, MD 21677
    0 Taylors Island Rd Unit MDDO2000516, Woolford, MD 21677
    /4

    $239,900

    • Land
    • 3.75 Acres
    • $63,973 per Acre

    0 Taylors Island Rd Unit MDDO2000516, Woolford, MD 21677

    Beautiful point of land with panoramic view of Church Creek. Health Dept. approved. Stoned driveway in place.

    Valerie Brown Charles C. Powell, Inc. Realtors

    0 Taylors Island Rd Unit MDDO2000516, Woolford, MD 21677
  • 1701 Perseus Rd, Cambridge, MD 21613
    1701 Perseus Rd, Cambridge, MD 21613
    1701 Perseus Rd, Cambridge, MD 21613
    /85

    $1,175,000

    • 4 Beds
    • 3 Baths
    • 2,997 Sq Ft

    1701 Perseus Rd, Cambridge, MD 21613

    Stunning Waterfront Contemporary on Church CreekTucked away on a serene, pine tree-lined drive, this meticulously maintained and architecturally striking waterfront home offers privacy, comfort, and refined craftsmanship just minutes from Cambridge. Designed for modern living with timeless appeal, the property boasts breathtaking views, southern exposure, and a protected shoreline with

    Valerie Brown Charles C. Powell, Inc. Realtors

    1701 Perseus Rd, Cambridge, MD 21613
  • 1242 Old Madison Rd, Madison, MD 21648
    1242 Old Madison Rd, Madison, MD 21648
    1242 Old Madison Rd, Madison, MD 21648
    /80

    $423,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1242 Old Madison Rd, Madison, MD 21648

    ***MOTIVATED SELLER SAYS "GET IT SOLD!" REASONABLE OFFERS CONSIDERED***EXPANSIVE WATER VIEWS - DEEDED RIGHT-OF-WAY TO THE WATER - REMODELED 2023 - SDPreK-8 SCHOOL DISTRICT - EXCELLENT AIRBNB PROPERTY OR PERFECT PRIMARY HOMEThis tastefully remodeled home is situated on a 1+/- acre lot in the heart of Madison where country living near the water soothes the soul. Every room in this

    Michelle Ruark McClain-Williamson Realty, LLC

    1242 Old Madison Rd, Madison, MD 21648
Maryland Dorchester County Woolford

Real Estate & Homes for Sale in Woolford, MD

Frequently Asked Questions

What are the most popular zip codes in Woolford, MD?
The most popular zip codes in Woolford, MD include 21677, 21648, 21613, 21622 and 21669.
What are the most popular neighborhoods near Woolford, MD?
The most popular neighborhoods near Woolford, MD are Algonquin, Saint Leonard, Tilghman Island and Port Republic.
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