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Newest Homes for Sale in Woolford, MD

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  • /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
  • /55

    $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
  • /27

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    1250 Old Madison Rd, Madison, MD 21648

    Unobstructed westerly waterfront views, small waterfront access (20+ ft.ESTIMATED) and stunning sunsets—an incredible opportunity to own a Madison Bay cottage at just $250,000. Charming 1930 waterfront cottage set on .91 acres, this 2-bedroom, 2-bath home offers timeless character and exceptional potential. Inside, you’ll find a sunroom, kitchen, and living room thoughtfully positioned to capture

    Barbara McCaffrey Redfin Corp

    1250 Old Madison Rd, Madison, MD 21648
  • /119

    $1,499,999

    • 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

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    1318 Bell Ln, Woolford, MD 21677

    Improved Pricing! 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 breathtaking vistas of Fishing

    Debbie McQuaid TTR Sotheby's International Realty

    1318 Bell Ln, Woolford, MD 21677
  • /117

    $765,000

    • 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! Recently renovated primary residence or weekend getaway 15 minutes off of Route 50 outside Cambridge. Four bedroom, three bathroom two-story on 2.2 Acres. 800 ft of wrap around rip rap, pier with deep water docking for 2 to 3 boats. Detached shed/ one car garage for

    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, 21622, 21613 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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