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Modern Homes for Sale in Jamaica, VT

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  • /60

    $549,000

    • 4 Beds
    • 4 Baths
    • 3,075 Sq Ft

    24 Mowrey Rd, Jamaica, VT 05343

    Already operating as a successful short-term rental, 24 Mowrey Road offers the space, setting, and amenities buyers are looking for in a Southern Vermont getaway. Set on 2.3 acres along a town-maintained dead-end road, this spacious 4-bedroom, 4-bath home is positioned between Stratton and Mount Snow, with easy access to year-round recreation. Inside, the open great room creates an inviting

    Erica Reynolds Southern Vermont Realty Group

    24 Mowrey Rd, Jamaica, VT 05343
  • /42

    $1,115,000

    $135K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,022 Sq Ft

    564 Goodaleville Rd, Jamaica, VT 05343

    Set along a quiet back road on the Winhall River, this beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design. Just 10 minutes from

    Cheyanne Pugliese

    564 Goodaleville Rd, Jamaica, VT 05343
  • /22

    $595,000

    • 4 Beds
    • 2 Baths
    • 1,430 Sq Ft

    9 Mountain Acres Rd, Jamaica, VT 05343

    Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system

    Carrie Mathews Winhall Real Estate

    9 Mountain Acres Rd, Jamaica, VT 05343
  • /60

    $2,430,000

    $270K PRICE DROP
    • 9 Beds
    • 7 Baths
    • 4,996 Sq Ft

    494-564 Goodaleville Rd, Jamaica, VT 05343

    TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern

    Cheyanne Pugliese

    494-564 Goodaleville Rd, Jamaica, VT 05343
  • /44

    $1,475,000

    Open House 10/10
    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    691 Black Bear Rd, Jamaica, VT 05343

    A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying

    Carrie Mathews Winhall Real Estate

    691 Black Bear Rd, Jamaica, VT 05343
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