14

Homes for Sale in 21677

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  • 1652 Taylors Island Rd, Woolford, MD 21677
    1652 Taylors Island Rd, Woolford, MD 21677
    1652 Taylors Island Rd, Woolford, MD 21677
    /8

    $995,000

    Open Sun 12:30PM - 2PM Coming Soon Sep 24
    • 3 Beds
    • 2 Baths
    • 2,774 Sq Ft

    1652 Taylors Island Rd, Woolford, MD 21677

    COMING SOON! 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.

    Valerie Brown Coldwell Banker Realty

    1652 Taylors Island Rd, Woolford, MD 21677
  • 5207 Brooks Rd, Woolford, MD 21677
    5207 Brooks Rd, Woolford, MD 21677
    5207 Brooks Rd, Woolford, MD 21677
    /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
  • 0 Laurie Ln Unit MDDO2013006, Woolford, MD 21677
    0 Laurie Ln Unit MDDO2013006, 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
  • 4707 Steamboat Rd, Woolford, MD 21677
    4707 Steamboat Rd, Woolford, MD 21677
    4707 Steamboat Rd, Woolford, MD 21677
    /34

    $339,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,728 Sq Ft

    4707 Steamboat Rd, Woolford, MD 21677

    Experience the timeless charm of Maryland's Eastern Shore at 4707 Steamboat Road in the peaceful community of Woolford MD. Just steps from the shores of beautiful Church Creek, this beautifully updated traditional farmhouse offers picturesque water views from the screened front porch and the perfect blend of classic Eastern Shore character and modern comfort.Inside, you'll find a bright,

    Phillip Anderson Keller Williams Realty

    4707 Steamboat Rd, Woolford, MD 21677
  • 1648 Taylors Island Rd, Woolford, MD 21677
    1648 Taylors Island Rd, Woolford, MD 21677
    1648 Taylors Island 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
  • 1514 Deep Point Rd, Woolford, MD 21677
    1514 Deep Point Rd, Woolford, MD 21677
    1514 Deep Point Rd, Woolford, MD 21677
    /29

    $669,900

    $130K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    1514 Deep Point Rd, Woolford, MD 21677

    Open House Sunday, September 13th 1-3:30. Serving lunch until gone. Seller is offering 6% toward closing with an acceptable offer.Welcome to your private piece of paradise! Not only do you get gorgeous waterfront and sunset views, but you also get a beautiful home and guest cottage. Freshly painted main bath, new thermopane windows, newer roof, meticulous landscaping, and priced to sell

    Theresalaina Barnett Long & Foster Real Estate, Inc.

    1514 Deep Point Rd, Woolford, MD 21677
  • 4712 Steamboat Rd, Woolford, MD 21677
    4712 Steamboat Rd, Woolford, MD 21677
    4712 Steamboat Rd, Woolford, MD 21677
    /80

    $849,500

    $46K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,615 Sq Ft

    4712 Steamboat Rd, Woolford, MD 21677

    Price adjustment! 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

    Carol Baker-Jones Benson & Mangold, LLC

    4712 Steamboat Rd, Woolford, MD 21677
  • 1252 Old Madison Rd, Madison, MD 21648
    1252 Old Madison Rd, Madison, MD 21648
    1252 Old Madison Rd, Madison, MD 21648
    /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
  • 5023 Russell Rd, Woolford, MD 21677
    5023 Russell Rd, Woolford, MD 21677
    5023 Russell Rd, Woolford, MD 21677
    /32

    $450,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,040 Sq Ft

    5023 Russell Rd, Woolford, MD 21677

    Exceptional opportunity to create your own Eastern Shore waterfront retreat with approximately 6' MLW—a standout feature for sailing enthusiasts and boaters seeking dependable deep-water access. Set in a welcoming waterfront community with a relaxed, laid-back atmosphere, this property offers beautiful water views and an impressive collection of boating amenities, making it an ideal home base for

    Sydney Johnson Cohee Sharon Real Estate P.C.

    5023 Russell Rd, Woolford, MD 21677
  • 1609 Heliport Rd, Woolford, MD 21677
    1609 Heliport Rd, Woolford, MD 21677
    1609 Heliport 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
  • 0 Taylors Island Rd Unit MDDO2012124, Woolford, MD 21677
    0 Taylors Island Rd Unit MDDO2012124, Woolford, MD 21677
    0 Taylors Island Rd Unit MDDO2012124, 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
  • 4808 Saltmarsh Rd, Madison, MD 21648
    4808 Saltmarsh Rd, Madison, MD 21648
    4808 Saltmarsh Rd, Madison, MD 21648
    /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
  • 5227 Brooks Rd, Woolford, MD 21677
    5227 Brooks Rd, Woolford, MD 21677
    5227 Brooks 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
  • 1318 Bell Ln, Woolford, MD 21677
    1318 Bell Ln, Woolford, MD 21677
    1318 Bell Ln, Woolford, MD 21677
    /39

    $799,999

    Open Sun 12PM - 2PM $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    1318 Bell Ln, Woolford, MD 21677

    SEIZE THE SUNSET! Enjoy waterfront tranquility right at your back door—and don’t miss this significant price improvement!If you’ve been searching for an immaculate, move-in-ready waterfront home with exceptional first-floor living, this may be the one. Major interior renovations were completed in 2022, and this beautifully updated and meticulously maintained 3-bedroom, 2-bath home offers more

    Debbie McQuaid TTR Sotheby's International Realty

    1318 Bell Ln, Woolford, MD 21677
Maryland Dorchester County Woolford

Real Estate & Homes for Sale in 21677

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