10

Newest Homes for Sale in Woolford, MD

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  • /67

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,615 Sq Ft

    4712 Steamboat Rd, Woolford, MD 21677

    Charming custom Cape Cod built by R. Lucas on Church Creek with 150'+/- bulkheaded shoreline, 17K lb. lift and boat ramp perfect for launching kayaks, canoes, etc. The home offers spacious living areas boasting custom built-ins and woodburning fireplace. Just off the family room is access to a hallway with staircase to large unfinished space over the two car garage. Porch to the rear of the house

    Carol Baker-Jones Benson & Mangold, LLC

    4712 Steamboat Rd, Woolford, MD 21677
  • /56

    $1,400,000

    • 4 Beds
    • 4.5 Baths
    • 5,037 Sq Ft

    1252 Old Madison Rd, Madison, MD 21648

    End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound offering 268 feet of protected, rip-rapped shoreline and 1.12 acres of privacy, ideally positioned with a coveted east-west orientation. A private pier equipped with a boat lift and personal watercraft lift enhances the property’s appeal, delivering immediate access to the water and an effortless boating

    Barbara McCaffrey Redfin Corp

    1252 Old Madison Rd, Madison, MD 21648
  • /32

    $475,000

    • 1 Bed
    • 1 Bath
    • 1,040 Sq Ft

    5023 Russell Rd, Woolford, MD 21677

    Exceptional waterfront opportunity with gorgeous water views, deep water access, and extensive boating amenities in a welcoming, waterfront neighborhood known for its friendly and laid-back atmosphere. This fully ADA-compliant 1-bedroom home features a thoughtfully renovated full bath with roll-in tiled shower, quartz vanity, tile flooring, and barn doors designed for accessibility and ease of

    Sydney Johnson Cohee Sharon Real Estate P.C.

    5023 Russell Rd, Woolford, MD 21677
  • /37

    $319,700

    • Land
    • 1.52 Acres
    • $210,329 per Acre

    1609 Heliport Rd, Woolford, MD 21677

    BACK ON THE MARKET WITH IMPROVED PRICE-THIS IS THE LOCATION!!!!***********************PUBLIC SEWER IS ON THIS PROPERTY*************************************If you’ve been searching for the perfect canvas to build your Delmarva masterpiece, look no further. This rare offering features over 1.5 acres of low-maintenance waterfront land on the Little Choptank River, comprised of two cleared,

    C Fred Robinson Keller Williams Realty Delmarva

    1609 Heliport Rd, Woolford, MD 21677
  • /16

    $779,900

    $20K PRICE DROP Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    1514 Deep Point Rd, Woolford, MD 21677

    Welcome to your little piece of paradise! Once you step through the front door, the captivating view through the living room bay window will leave you breathless. Not only is this a very well-maintained 2-bedroom, 2 full bath home, but it is also your private getaway. As much as the intoxicating waterfront views beckon you to your private pier, so does the house call you home. Once you walk in,

    Theresalaina Barnett Bluewater Realty Group

    1514 Deep Point Rd, Woolford, MD 21677
  • /21

    $585,600

    • Land
    • 91.5 Acres
    • $6,400 per Acre

    0 Taylors Island Rd Unit MDDO2012124, Woolford, MD 21677

    91± Acres – Wooded Recreational Retreat with Residential Potential (2 parcels) - Sika-Whitetail-Turkey Discover the perfect escape with this expansive 91± acre wooded property, offering a rare blend of privacy, accessibility, and versatility. Featuring established logging roads running through both parcels, the land provides excellent internal access—ideal for navigating the property by ATV,

    Craig Linthicum Benson & Mangold, LLC

    0 Taylors Island Rd Unit MDDO2012124, Woolford, MD 21677
  • /119

    $1,399,999

    $100K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 5,087 Sq Ft

    4808 Saltmarsh Rd, Madison, MD 21648

    Endless westerly vistas stretch across Madison Bay, delivering breathtaking sunsets that feel like a private showing each and every evening. This is more than a home—it’s a waterfront sanctuary designed for those who expect their lifestyle to be as elevated as their surroundings. Welcome to Saltmarsh, an extraordinary 8.5-acre estate where luxury, privacy, and coastal beauty converge. With 5

    Kenneth Jester Coldwell Banker Realty

    4808 Saltmarsh Rd, Madison, MD 21648
  • /68

    $1,795,000

    • 4 Beds
    • 2.5 Baths
    • 3,633 Sq Ft

    5227 Brooks Rd, Woolford, MD 21677

    Fabulous waterfront home with modern flair and a stunning indoor pool, ideally located in McKeil Point, offering effortless one-level living and an open floor plan designed to capture spectacular, unobstructed water views from nearly every room. The thoughtfully designed split-bedroom layout ensures privacy, featuring a serene primary suite with direct access to the indoor pool, a luxurious bath,

    Randy Staats Benson & Mangold, LLC

    5227 Brooks Rd, Woolford, MD 21677
  • /39

    $849,500

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    1318 Bell Ln, Woolford, MD 21677

    Improved Pricing! Was $875,000 now $849,500. Major Interior Renovations completed in 2022 (see attachment for full list). This beautifully updated and meticulously maintained, 3-bedroom, 2-bath home offers over 2,300 square feet of bright living space designed to capture the beauty of waterfront living. Panoramic water views greet you from nearly every room, with the living room highlighting

    Debbie McQuaid TTR Sotheby's International Realty

    1318 Bell Ln, Woolford, MD 21677
  • /117

    $735,000

    $60K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,128 Sq Ft

    4825 Madison Canning House Rd, Madison, MD 21648

    A must-see if you're looking for Eastern Shore Waterfront charm! Beautiful waterfront with expansive sunrise views of Madison Bay and deep water boat docking with multiple slips! Close to Blackwater Wildlife Refuge and Maryland public hunting land in Dorchester County. Great road biking, running, hunting, fishing, kayaking in the surrounding area. Recently renovated primary residence or weekend

    Wayne Phillips Coastal Life Realty Group LLC

    4825 Madison Canning House Rd, Madison, MD 21648

Frequently Asked Questions

What are the most popular zip codes in Woolford, MD?
The most popular zip codes in Woolford, MD include 21648, 21677, 21613, 21622 and 21669.
What are the most popular neighborhoods near Woolford, MD?
The most popular neighborhood near Woolford, MD is Port Republic.
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