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Modern & Contemporary Homes for Sale in Bennington County VT

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  • /14

    $629,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155

    Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won’t be reaching for those keys again until Monday.Welcome to your retreat at Village Watch.The ArrivalStep inside the dedicated mudroom, where there’s a

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155
  • /52

    $5,600,000

    • 5 Beds
    • 5.5 Baths
    • 4,674 Sq Ft

    1060 Upper Hollow Rd, Dorset, VT 05251

    'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy

    Sunny Breen Josiah Allen Real Estate, Inc.

    1060 Upper Hollow Rd, Dorset, VT 05251
  • /46

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    735 Granger Hollow Rd, North Bennington, VT 05257

    Set privately on 25.34 acres, this 3BR/2BA contemporary-style home offers expansive views and a peaceful setting just 15 minutes from Bennington. Kitchen with breakfast nook opens out onto a back deck and the spacious living room features a cathedral ceiling and dramatic floor-to-ceiling fieldstone fireplace, creating an impressive focal point and inviting gathering space. First floor also

    Vicki Wilson Maple Leaf Real Estate

    735 Granger Hollow Rd, North Bennington, VT 05257
  • /47

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 3,357 Sq Ft

    153 High Meadow Rd, Winhall, VT 05340

    Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace.Recent

    Britt Wohler

    153 High Meadow Rd, Winhall, VT 05340
  • /43

    $1,250,000

    $245K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,170 Sq Ft

    50 Grouse Ln, Dorset, VT 05251

    Custom built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft residence combines timeless quality, fine finishes, and Vermont mountain charm. Designed for comfort and entertaining, the home features 4 bedrooms, 5 bathrooms, and an attached 2-car garage. Elegant details include four

    David Halligan Four Seasons Sotheby's Int'l Realty

    50 Grouse Ln, Dorset, VT 05251
  • /49

    $1,375,000

    $75K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,376 Sq Ft

    39 Eagle Ridge, Dorset, VT 05251

    5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly finished

    Laura Beckwith Josiah Allen Real Estate, Inc.

    39 Eagle Ridge, Dorset, VT 05251
  • /41

    $299,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    509 Thompson Pond Rd, Pownal, VT 05261

    Discover Your Perfect Getaway at Verdmont If you're a nature enthusiast, a rare and exclusive opportunity awaits at the Verdmont Outing Club. Nestled in the heart of the Green Mountain Preserve, this gated community spans nearly 500 acres of unspoiled wilderness-a true haven for outdoor living.As a shareholder, you'll enjoy a wealth of amenities: Water & Land Privileges: Two stunning

    Kelley Mccarthy Mahar McCarthy Real Estate

    509 Thompson Pond Rd, Pownal, VT 05261
  • /47

    $2,850,000

    $150K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 5,731 Sq Ft

    2334 Morse Hill Rd, Dorset, VT 05251

    Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living.If you’ve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with

    David Halligan Four Seasons Sotheby's Int'l Realty

    2334 Morse Hill Rd, Dorset, VT 05251

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