10

Woolford, MD Homes for Sale with Acreage

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  • /56

    $1,375,000

    $25K PRICE DROP
    • 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
  • /43

    $1,495,000

    • 7 Beds
    • 5 Baths
    • 4,072 Sq Ft

    5207 Brooks Rd, Woolford, MD 21677

    McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed

    Craig Linthicum Benson & Mangold, LLC

    5207 Brooks Rd, Woolford, MD 21677
  • /46

    $849,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1648 Taylors Island Rd, Woolford, MD 21677

    Imagine waking up to sweeping waterfront views, launching your kayak from your private beach, and ending the day with uninterrupted sunset skies right from your own yard! This stunning, completely remodeled coastal retreat combines peace of mind with exceptional investment potential. Featuring a new roof and new HVAC system, every detail of this home has been thoughtfully updated, including fresh

    Valerie Brown Coldwell Banker Realty

    1648 Taylors Island Rd, Woolford, MD 21677
  • /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
  • /2

    $35,000

    • Land
    • 2.7 Acres
    • $12,963 per Acre

    0 Laurie Ln Unit MDDO2013006, Woolford, MD 21677

    2.7 acre lot without a perc test. Lot lines on picture are an approximate.

    Blaine Williamson McClain-Williamson Realty, LLC

    0 Laurie Ln Unit MDDO2013006, 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
  • /23

    $995,000

    Open Sun 12:30PM - 2PM
    • 3 Beds
    • 2 Baths
    • 2,774 Sq Ft

    1652 Taylors Island Rd, Woolford, MD 21677

    Coastal living at its finest on Church Creek! Nestled on 2.7 private acres with 262 feet of water frontage, this 3-bedroom, 2-bath home offers an open-concept design with hardwood floors, exposed beams, and a well-appointed kitchen with an island. The primary suite serves as a true sanctuary, featuring a double-sided fireplace enjoyed from both the bedroom and deep soaking tub. Outdoor features

    Valerie Brown Coldwell Banker Realty

    1652 Taylors Island Rd, Woolford, MD 21677
  • /37

    $297,000

    $23K PRICE DROP
    • Land
    • 1.9 Acres
    • $156,316 per Acre

    1609 Heliport Rd, Woolford, MD 21677

    The most significant hurdle to building on waterfront is permitting for permit septic. This property already has PUBLIC SEWER.This rare offering is 1.8 acres on two combined deeded waterfront parcels situated on the quiet and serine Little Choptank River. Build your dream home or invest.1609 comes with a current tidewater buffer setback variance (BOA Case #2109), allowing for the

    C Fred Robinson Keller Williams Realty Delmarva

    1609 Heliport Rd, 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
  • /54

    $649,000

    $46K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,128 Sq Ft

    4825 Madison Canning House Rd, Madison, MD 21648

    Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers approximately 800 feet of rip-rapped shoreline, a private deep-water pier with multiple slips, the perfect blend of comfort and outdoor recreation.The home features a beautifully renovated kitchen with custom cabinetry,

    Leo Kuneman Meredith Fine Properties

    4825 Madison Canning House Rd, Madison, MD 21648
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