Windham County, VT Homes

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  $210,000 Sold Jul 15, 2025

  5 Baker Brook Rd, Newfane, VT 05362

  • 3 Beds
  • 2 Baths
  • 1,619 Sq Ft
  • Built 1820

  Last Sold Summary

  • 30% Below List Price
  • $130/SF
  • 412 Days On Market

  Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  5 Baker Brook Rd, Newfane, VT 05362
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  /16

  Est $221,465 Not Listed For Sale

  44 Mountain View Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1964

  44 Mountain View Rd, Putney, VT 05346

  Last Sold Summary

  • 15% Above List Price
  • $237/SF
  • 14 Days On Market

  Last Sold Price $193,000

  Last Listing Agent David Brown
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  /26

  $179,000

  • 4 Beds
  • 2 Baths
  • 2,470 Sq Ft

  1153 Rockingham Rd, Town of Rockingham, VT 05101

  Calling all investors and handy people! This is your opportunity to bring a classic property back to its former glory. Set on approximately 8.67 acres with frontage along the Williams River and Route 103, the location offers endless potential for a variety of uses. The spacious home appears to have solid bones but will require rehabilitation to restore its charm. A concrete slab is already in

  Chelsea Richardson Barrett and Valley Associates Inc.

  1153 Rockingham Rd, Town of Rockingham, VT 05101
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  /20

  $83,000 Sold Dec 19, 2025

  00 Skyline Dr, Vernon, VT 05354

  • Land
  • 12.73 Acres
  • $6,520 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 199 Days On Market

  Last Listing Agent Morriah Adams BHG Masiello Brattleboro

  00 Skyline Dr, Vernon, VT 05354
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  /33

  Est $255,322 Not Listed For Sale

  69 Taylor Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1970

  69 Taylor Rd, Putney, VT 05346

  Last Sold Summary

  • 4% Above List Price
  • $164/SF
  • 20 Days On Market

  Last Sold Price $246,500

  Last Listing Agent Erin Kendall EXP Realty
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  /59

  $2,398,000

  • 4 Beds
  • 4 Baths
  • 3,585 Sq Ft

  127 Fannie Hill Dr, Wilmington, VT 05363

  Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  127 Fannie Hill Dr, Wilmington, VT 05363
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  /27

  $347,500 Sold Nov 06, 2025

  15 Laurel St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1946

  Last Sold Summary

  • 6% Above List Price
  • $268/SF
  • 8 Days On Market

  Current Estimated Value $357,292

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  15 Laurel St, Brattleboro, VT 05301
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  /38

  Est $261,507 Not Listed For Sale

  82 Taylor Rd, Putney, VT 05346

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • Built 1975

  82 Taylor Rd, Putney, VT 05346

  Last Sold Summary

  • 19% Above List Price
  • $172/SF
  • 3 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Kate Barry EXP Realty
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  /15

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5 First Ln Unit 1, Wilmington, VT 05363

  Owner open to offers. Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are

  Adam Palmiter Berkley & Veller Greenwood/Dover

  5 First Ln Unit 1, Wilmington, VT 05363
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  /32

  $325,000 Sold Dec 30, 2025

  91 Sunny Acres Rd, Brattleboro, VT 05301

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $172/SF
  • 30 Days On Market

  Current Estimated Value $340,188

  Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

  91 Sunny Acres Rd, Brattleboro, VT 05301
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  /39

  Est $296,603 Not Listed For Sale

  143 Old Stage Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • Built 1960

  143 Old Stage Rd, Putney, VT 05346

  Last Sold Summary

  • $223/SF
  • 6 Days On Market

  Last Sold Price $296,000

  Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country
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  /50

  $950,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 4,200 Sq Ft

  1 Tom's Cabin Rd, Dover, VT 05356

  Tucked away on 6 private acres in Dover, Vermont, this beautifully crafted 4-bedroom, 4-bath home offers the perfect blend of rustic charm, comfort, and space for year-round enjoyment. A dramatic great room with soaring ceilings, exposed timber framing, a stone fireplace, and a wall of windows creates a warm and inviting gathering space filled with natural light and woodland views.The

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  1 Tom's Cabin Rd, Dover, VT 05356
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  /37

  $339,000 Sold Dec 12, 2025

  144 Belmont Ave, Brattleboro, VT 05301

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1916

  Last Sold Summary

  • $223/SF
  • 7 Days On Market

  Current Estimated Value $334,260

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  144 Belmont Ave, Brattleboro, VT 05301
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  /8

  Est $246,178 Not Listed For Sale

  301 S Pine Banks Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1990

  301 S Pine Banks Rd, Putney, VT 05346

  Last Sold Summary

  • 3% Above List Price
  • $199/SF
  • 18 Days On Market

  Last Sold Price $239,000

  Last Listing Agent Jody Graves Berkley & Veller Greenwood Country
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  /38

  $749,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  717 Horsenail Hill Rd, Chester, VT 05143

  Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances.The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious

  Robin Apps Four Seasons Sotheby's Int'l Realty

  717 Horsenail Hill Rd, Chester, VT 05143
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  /14

  $780,000 Sold Nov 25, 2025

  19 Village Lodge Rd Unit 309, Stratton, VT 05155

  • 2 Beds
  • 2 Baths
  • 1,263 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $618/SF
  • 46 Days On Market

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  19 Village Lodge Rd Unit 309, Stratton, VT 05155
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  /40

  Est $821,849 Not Listed For Sale

  15 View Point Rd, Putney, VT 05346

  • 5 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1990

  15 View Point Rd, Putney, VT 05346

  Last Sold Summary

  • 9% Above List Price
  • $235/SF
  • 16 Days On Market

  Last Sold Price $751,500

  Last Listing Agent Bert Inman RE/MAX
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  /39

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  156 Mountain View Rd, Wilmington, VT 05363

  This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  156 Mountain View Rd, Wilmington, VT 05363
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  /53

  $499,000 Sold Aug 01, 2025

  161 Vermont Route 100, Dover, VT 05356

  • 5 Beds
  • 6 Baths
  • 3,100 Sq Ft
  • Built 1980

  Last Sold Summary

  • 19% Below List Price
  • $161/SF
  • 321 Days On Market

  Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  161 Vermont Route 100, Dover, VT 05356
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  /40

  Est $399,544 Not Listed For Sale

  260 Hickory Ridge Rd S, Putney, VT 05346

  • 3 Beds
  • 2 Baths
  • 2,269 Sq Ft
  • Built 1950

  260 Hickory Ridge Rd S, Putney, VT 05346

  Last Sold Summary

  • 14% Above List Price
  • $154/SF
  • 11 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

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