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Craftsman Homes for Sale in Windham County VT

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  • /60

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • /36

    $1,295,000

    $20K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    4427 W Hill Rd S, Jamaica, VT 05343

    One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

    Carrie Mathews Winhall Real Estate

    4427 W Hill Rd S, Jamaica, VT 05343
  • /46

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    4027 Route 100 Hwy, Wardsboro, VT 05360

    Welcome to Your Vermont Retreat on scenic Route 100 in Wardsboro. Beautifully maintained and thoughtfully designed, this turnkey 3-bedroom, 2-bath home is ready to enjoy from day one whether as your full time residence, vacation getaway, or a highly successful short-term rental that guests absolutely love. Walking in through the covered entry you’ll find soaring cathedral ceilings in the living

    Steve Goldfarb Deerfield Valley Real Estate

    4027 Route 100 Hwy, Wardsboro, VT 05360
  • /14

    $945,000

    • 2 Beds
    • 1.5 Baths
    • 2,721 Sq Ft

    51 Dusty Ridge Rd, Putney, VT 05346

    Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting. The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    51 Dusty Ridge Rd, Putney, VT 05346
  • /31

    $260,000

    • 4 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    106 Coolidge Hwy Unit 6-276, Guilford, VT 05301

    Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment

    John Mcpherson Berkley & Veller Greenwood Country

    106 Coolidge Hwy Unit 6-276, Guilford, VT 05301
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