30,780

Windham County, VT Homes

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  • /42

    $499,990

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    555 Vermont 9, Wilmington, VT 05363

    MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from high-quality Anderson windows and

    Colt Hazell Flex Realty

    555 Vermont 9, Wilmington, VT 05363
  • /36

    $341,000 Sold Jan 27, 2026

    7 Union St, Brattleboro, VT 05301

    • 4 Beds
    • 3 Baths
    • 1,668 Sq Ft
    • Built 1903

    Last Sold Summary

    • 10% Above List Price
    • $204/SF
    • 3 Days On Market

    Current Estimated Value $329,470

    Last Listing Agent Kathy Dowd Bellville Realty

    7 Union St, Brattleboro, VT 05301
    • /19

      Not Listed For Sale

      5 Spruce Haven Rd, Dover, VT 05356

      • 3 Beds
      • 2.5 Baths
      • 1,200 Sq Ft
      • Built 1975
      5 Spruce Haven Rd, Dover, VT 05356

      Last Sold Summary

      • $254/SF
      • 6 Days On Market
      • Last Sold Price $305,000
      • Oct 11, 2024

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /60

    $549,000

    • 2 Beds
    • 2 Baths
    • 850 Sq Ft

    794 White Rd, Windham, VT 05359

    Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam

    Erica Reynolds Southern Vermont Realty Group

    794 White Rd, Windham, VT 05359
  • /33

    $420,000 Sold Feb 27, 2026

    6 Gates Lake Raponda Ln, Wilmington, VT 05363

    • 2 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1960

    Last Sold Summary

    • 16% Below List Price
    • $297/SF
    • 162 Days On Market

    Last Listing Agent Heidi Zizza Four Seasons Sotheby's Int'l Realty

    6 Gates Lake Raponda Ln, Wilmington, VT 05363
    • /39

      Not Listed For Sale

      6 Cranberry Ct, Stratton, VT 05360

      • 4 Beds
      • 4 Baths
      • 2,625 Sq Ft
      • Built 2003
      6 Cranberry Ct, Stratton, VT 05360

      Last Sold Summary

      • $476/SF
      • 32 Days On Market
      • Last Sold Price $1,250,000
      • Apr 02, 2025

      Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  • /28

    $499,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    47 Ives Rd, Wilmington, VT 05363

    Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear

    Adam Palmiter Berkley & Veller Greenwood/Dover

    47 Ives Rd, Wilmington, VT 05363
  • /53

    $725,000 Sold Oct 22, 2025

    55 Crosstown Rd, Dover, VT 05356

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $336/SF
    • 51 Days On Market

    Current Estimated Value $707,620

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    55 Crosstown Rd, Dover, VT 05356
    • /2

      Not Listed For Sale

      5 Town Farm Rd, Town of Rockingham, VT 05101

      • 1 Bed
      • 1 Bath
      5 Town Farm Rd, Town of Rockingham, VT 05101

      Last Sold Summary

      Last Listing Agent Joan Morey Barrett and Valley Associates Inc.

  • /55

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft

    57 Oak Ln, Jamaica, VT 05343

    This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set

    Mike England Michael England Real Estate

    57 Oak Ln, Jamaica, VT 05343
  • /39

    $410,000 Sold Dec 19, 2025

    39 Weston Heights Rd, Rockingham, VT 05101

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft
    • Built 1965

    Last Sold Summary

    • 18% Below List Price
    • $151/SF
    • 90 Days On Market

    Current Estimated Value $405,428

    Last Listing Agent Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
    • /24

      Est $274,581 Not Listed For Sale

      7 Hassey Bend Unit 16, Wilmington, VT 05363

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1972
      7 Hassey Bend Unit 16, Wilmington, VT 05363

      Last Sold Summary

      • 4% Above List Price
      • $214/SF
      • 49 Days On Market
      • Last Sold Price $265,000
      • Jul 25, 2024

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /44

    $525,888

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft

    37B Kingswood Rd, Dover, VT 05356

    Refined mountain luxury meets effortless four-season living in this impeccable Kingswood townhome, offering direct snowmobile trail access and private shuttle service to Mount Snow. Ideally positioned on the level portion of the development, this exceptional four-bedroom residence enjoys convenient trail access and a more expansive, usable, level rear yard—a rare and highly sought-after offering

    Michelle O'Neil Deerfield Valley Real Estate

    37B Kingswood Rd, Dover, VT 05356
  • /29

    $174,000 Sold Jul 30, 2025

    71 Schoolbus Depot Rd, Bellows Falls, VT 05101

    • 3 Beds
    • 1.5 Baths
    • 920 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Below List Price
    • $189/SF
    • 1 Day On Market

    Last Listing Agent Heather Gleim CENTURY 21 North East

    71 Schoolbus Depot Rd, Bellows Falls, VT 05101
    • /22

      Est $925,334 Not Listed For Sale

      389 Cobble Hill Rd, Londonderry, VT 05148

      • 4 Beds
      • 5 Baths
      • 3,227 Sq Ft
      • Built 1790
      389 Cobble Hill Rd, Londonderry, VT 05148

      Last Sold Summary

      • 5% Below List Price
      • $302/SF
      • 277 Days On Market
      • Last Sold Price $975,000
      • Aug 19, 2024

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /50

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    3148 Route 11, Londonderry, VT 05148

    Looking for a piece of Vermont to call your own? Look no further then this beautiful home looking for new owners to love and enjoy it like the current owners have. Perfectly situated in Londonderry, Vermont near Bromley, Stratton, Okemo, and Magic Mountains. The sellers have done updates to the home and property but have left spots for the new owners to still put their own finishing touches on

    Erin Kendall EXP Realty

    3148 Route 11, Londonderry, VT 05148
  • /58

    $745,000 Sold Jul 02, 2025

    55 View Point Rd, Putney, VT 05346

    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • Built 1980

    Last Sold Summary

    • $326/SF
    • 48 Days On Market

    Current Estimated Value $775,508

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    55 View Point Rd, Putney, VT 05346
    • /30

      Est $522,969 Not Listed For Sale

      4 Robin Hill Rd, Townshend, VT 05353

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 1967
      4 Robin Hill Rd, Townshend, VT 05353

      Last Sold Summary

      • 5% Below List Price
      • $212/SF
      • 5 Days On Market
      • Last Sold Price $550,000
      • Jul 19, 2024

      Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  • /27

    $495,000

    • 3 Beds
    • 3 Baths
    • 1,246 Sq Ft

    81 Chapin St, Brattleboro, VT 05301

    Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a

    John Hatton Berkley & Veller Greenwood Country

    81 Chapin St, Brattleboro, VT 05301
  • /51

    $425,000 Sold Nov 18, 2025

    17 Tinker Hill Rd, Guilford, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,445 Sq Ft
    • Built 1928

    Last Sold Summary

    • $174/SF
    • 74 Days On Market

    Current Estimated Value $422,790

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    17 Tinker Hill Rd, Guilford, VT 05301
    • /6

      Est $84,777 Not Listed For Sale

      13 Edelweiss, Dover, VT 05356

      13 Edelweiss, Dover, VT 05356

      Last Sold Summary

      • 6% Above List Price
      • 527 Days On Market
      • Last Sold Price $80,000
      • Oct 06, 2023

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /21

    $339,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    6 Longest Dr Unit 1, Wilmington, VT 05363

    Turn key renovated 3+ bedroom, 2.5 bath townhouse just off the Haystack Golf Club 10th hole, with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. This unit has been completely renovated throughout and is being sold for immediate enjoyment. Features include a vaulted living room area with stone fireplace, great natural light

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Longest Dr Unit 1, Wilmington, VT 05363
  • /17

    $20,750 Sold May 30, 2025

    305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356

    • 1 Bed
    • 1 Bath
    • 671 Sq Ft
    • Built 1998

    Last Sold Summary

    • 25% Below List Price
    • $31/SF
    • 354 Days On Market

    Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

    305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356
    • /35

      Est $484,425 Not Listed For Sale

      3796 Vt Route 30, Jamaica, VT 05343

      • 4 Beds
      • 1.5 Baths
      • 3,169 Sq Ft
      • Built 1860
      3796 Vt Route 30, Jamaica, VT 05343

      Last Sold Summary

      • 31% Above List Price
      • $117/SF
      • 7 Days On Market
      • Last Sold Price $371,195
      • May 10, 2024

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /31

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

    148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit and hot tub.

    Andrew King Stratton Real Estate

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
  • /2

    $430,000 Sold Apr 02, 2026

    34 Snow Tree Ln Unit K, West Dover, VT 05356

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $425/SF
    • 2 Days On Market

    Current Estimated Value $415,250

    Last Listing Agent Erica Reynolds Southern Vermont Realty Group

    34 Snow Tree Ln Unit K, West Dover, VT 05356
    • /34

      Est $886,803 Not Listed For Sale

      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      • 4 Beds
      • 4 Baths
      • 2,205 Sq Ft
      • Built 2005
      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      Last Sold Summary

      • 1% Below List Price
      • $408/SF
      • 5 Days On Market
      • Last Sold Price $899,000
      • Dec 13, 2024

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /32

    $229,000 Under Contract

    • 3,302 Sq Ft

    36 Barker St, Town of Rockingham, VT 05101

    This charming three-unit property in the heart of Bellows Falls, VT, offers a rare combination of historic character and modern appeal. With its exterior freshly painted in November 2025, the building exudes curb-appeal and care. Inside, the first-floor unit features three bedrooms and a full bath—perfect for a family or long-term tenant—while the second and third-floor units each offer two

    Rob Weltz Barrett and Valley Associates Inc.

    36 Barker St, Town of Rockingham, VT 05101
  • /31

    $250,000 Sold Jun 13, 2025

    82 Two Brook Dr, Wilmington, VT 05363

    • 3 Beds
    • 1.5 Baths
    • 1,153 Sq Ft
    • Built 1976

    Last Sold Summary

    • 44% Below List Price
    • $217/SF
    • 361 Days On Market

    Current Estimated Value $271,735

    Last Listing Agent Tony Tribuno Skihome Realty

    82 Two Brook Dr, Wilmington, VT 05363
    • /31

      Est $656,593 Not Listed For Sale

      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      • 2 Beds
      • 3 Baths
      • 1,375 Sq Ft
      • Built 2006
      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      Last Sold Summary

      • 3% Above List Price
      • $465/SF
      • 175 Days On Market
      • Last Sold Price $640,000
      • Apr 25, 2024

      Last Listing Agent Andrew King Stratton Real Estate

  • /15

    $67,500

    • Land
    • 3.5 Acres
    • $19,286 per Acre

    0 Dover Rd Unit 5054979, Newfane, VT 05345

    Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    0 Dover Rd Unit 5054979, Newfane, VT 05345
  • /52

    $1,600,000 Sold Apr 06, 2026

    122 Sunbowl Ridge Rd, Stratton, VT 05360

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $593/SF
    • 153 Days On Market

    Last Listing Agent John Sikes Stratton Real Estate

    122 Sunbowl Ridge Rd, Stratton, VT 05360
    • /31

      Est $469,275 Not Listed For Sale

      9 Lilla Ln, Wilmington, VT 05363

      • 3 Beds
      • 2 Baths
      • 1,827 Sq Ft
      • Built 1971
      9 Lilla Ln, Wilmington, VT 05363

      Last Sold Summary

      • 3% Above List Price
      • $249/SF
      • 10 Days On Market
      • Last Sold Price $455,000
      • Feb 21, 2025

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /24

    $92,999 Under Contract

    • 2 Beds
    • 2 Baths
    • 790 Sq Ft

    201 Shady Pines, Westminster, VT 05158

    Welcome to 201 Shady Pines, Westminster VT 05158, where modern comfort meets affordability in Shady Pines MHP! This brand-new Cortes model manufactured home offers 2 bedrooms, 2 bathrooms, and 790 sq. ft. (14 x 60 ft.) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    201 Shady Pines, Westminster, VT 05158
  • /2

    $692,000 Sold Oct 03, 2025

    19 Village Lodge Rd Unit 207, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $416/SF
    • 0 Days On Market

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    19 Village Lodge Rd Unit 207, Stratton, VT 05155
    • /5

      Est $55,166 Not Listed For Sale

      2 Johnson Hill Rd, Dover, VT 05356

      2 Johnson Hill Rd, Dover, VT 05356

      Last Sold Summary

      • 5 Days On Market
      • Last Sold Price $55,000
      • Jun 07, 2024

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /30

    $749,000

    • Land
    • 2.57 Acres
    • $291,440 per Acre

    Lot 3 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 3 Old Mill Ln, Wilmington, VT 05363
  • /38

    $109,000 Sold Jul 30, 2025

    16 Jones Hill Rd, Newfane, VT 05362

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Built 1938

    Last Sold Summary

    • 3% Below List Price
    • $78/SF
    • 6 Days On Market

    Current Estimated Value $120,390

    Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

    16 Jones Hill Rd, Newfane, VT 05362
    • /14

      Est $79,927 Not Listed For Sale

      10 Windsor Rd, Bellows Falls, VT 05101

      10 Windsor Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 12 Days On Market
      • Last Sold Price $80,000
      • Jun 22, 2023

      Last Listing Agent Jamie Watson BHG Masiello Keene

  • /22

    $539,000

    • Land
    • 2.88 Acres
    • $187,153 per Acre

    309 Vermont Route 100, Dover, VT 05356

    Prime Investment Opportunity – Near Mount Snow Ski Resort!An exceptional development opportunity awaits just half a mile from Mount Snow Ski Resort. This level lot with stunning mountain views is ideally situated close to all area recreation – skiing, snowboarding, hiking, biking, and more.Plans for 8 units / 24 bedroomsTown sewer availableMost permits secured – only waiting on

    Rich Caplan Deerfield Valley Real Estate

    309 Vermont Route 100, Dover, VT 05356

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