Windham County, VT Homes

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  /8

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  585 Sawmill Rd, Stratton, VT 05360

  Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway. Association

  Carrie Mathews Winhall Real Estate

  585 Sawmill Rd, Stratton, VT 05360
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  /56

  $240,000 Sold Aug 29, 2025

  67 Morningside Commons, Guilford, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 19 Days On Market

  Current Estimated Value $262,844

  Last Listing Agent Sally Fegley BHG Masiello Brattleboro

  67 Morningside Commons, Guilford, VT 05301
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  /39

  Est $468,684 Not Listed For Sale

  2227 West Rd, Putney, VT 05346

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft
  • Built 1957

  2227 West Rd, Putney, VT 05346

  Last Sold Summary

  • 4% Below List Price
  • $247/SF
  • 0 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /10

  $199,000

  • Land
  • 23.1 Acres
  • $8,615 per Acre

  184 Dupre Dr, Guilford, VT 05301

  Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

  A.J. Bellville Bellville Realty

  184 Dupre Dr, Guilford, VT 05301
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  /6

  $137,000 Sold Mar 27, 2025

  1550 & 1526 Rockingham Rd, Town of Rockingham, VT 05101

  • Land
  • 36 Acres
  • $3,806 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 190 Days On Market

  Last Listing Agent Mike England Michael England Real Estate

  1550 & 1526 Rockingham Rd, Town of Rockingham, VT 05101
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  /39

  Est $419,119 Not Listed For Sale

  5069 Us Route 5, Westminster, VT 05158

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1841

  5069 Us Route 5, Westminster, VT 05158

  Last Sold Summary

  • 1% Below List Price
  • $152/SF
  • 158 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Carol Slocum Keller Williams Realty Metro-Keene
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  /46

  $898,000

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  41 Two Brook Dr, Wilmington, VT 05363

  Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  41 Two Brook Dr, Wilmington, VT 05363
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  /39

  $150,000 Sold Dec 05, 2025

  236 Hall Bridge Rd, Bellows Falls, VT 05101

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1969

  Last Sold Summary

  • 32% Below List Price
  • $156/SF
  • 38 Days On Market

  Last Listing Agent Heather Gleim CENTURY 21 North East

  236 Hall Bridge Rd, Bellows Falls, VT 05101
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  /27

  Est $135,230 Not Listed For Sale

  46 Rumrill Hill, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1947

  46 Rumrill Hill, Putney, VT 05346

  Last Sold Summary

  • 47% Above List Price
  • $89/SF
  • 168 Days On Market

  Last Sold Price $92,000

  Last Listing Agent Erin Kendall EXP Realty
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  /37

  $799,000

  • 6 Beds
  • 3 Baths
  • 2,900 Sq Ft

  261 Handle Rd, Dover, VT 05356

  Slopeside 6 Bedroom Ski Chalet at Carinthia Base, Mount Snow This ski chalet is perfectly positioned at the base of Carinthia, offering true slopeside access and unmatched convenience. Step out your door and onto the trails, with the Carinthia Base Lodge, terrain parks, lifts, and all the action of the mountain just steps away. Inside, the home blends classic chalet character with thoughtful

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  261 Handle Rd, Dover, VT 05356
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  /27

  $245,000 Sold Nov 14, 2025

  8365 Vermont 30, Jamaica, VT 05343

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $324/SF
  • 0 Days On Market

  Last Listing Agent TG Glazer Winhall Real Estate

  8365 Vermont 30, Jamaica, VT 05343
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  /9

  Est $231,536 Not Listed For Sale

  108 Wellington Hill Rd W, Putney, VT 05346

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • Built 1988

  108 Wellington Hill Rd W, Putney, VT 05346

  Last Sold Summary

  • 3% Above List Price
  • $333/SF
  • 131 Days On Market

  Last Sold Price $224,000

  Last Listing Agent Christine Lewis Brattleboro Area Realty
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  /13

  $120,000

  • Land
  • 4.68 Acres
  • $25,641 per Acre

  8559 Vt Route 30, Jamaica, VT 05343

  Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

  TG Glazer Winhall Real Estate

  8559 Vt Route 30, Jamaica, VT 05343
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  /10

  $145,000 Sold Jan 06, 2026

  680 W River Rd, Brattleboro, VT 05301

  • Land
  • 8 Acres
  • $18,125 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 148 Days On Market

  Last Listing Agent Chris Long BHG Masiello Brattleboro

  680 W River Rd, Brattleboro, VT 05301
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  /36

  Est $285,430 Not Listed For Sale

  520 Forest Rd, Bellows Falls, VT 05101

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1850

  520 Forest Rd, Bellows Falls, VT 05101

  Last Sold Summary

  • 14% Below List Price
  • $173/SF
  • 4 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /37

  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,965 Sq Ft

  26 Springhill Rd, Dover, VT 05301

  This spectacular Post & Beam home is located just off the 13th hole of the Mount Snow Golf Course just minutes from the Mount Snow ski area. Nestled in a quiet community, with tremendous curb appeal, enjoy year round enjoyment thanks to the adjacent course, for obvious summer fun, but also snowshoeing and hiking in the winter. The interior of the home is about as good as it gets when looking for

  Adam Palmiter Berkley & Veller Greenwood/Dover

  26 Springhill Rd, Dover, VT 05301
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  /23

  $170,000 Sold Jul 25, 2025

  233 Bluebrook Rd, Dover, VT 05356

  • 6 Beds
  • 4 Baths
  • 2,764 Sq Ft
  • Built 1974

  Last Sold Summary

  • 15% Below List Price
  • $62/SF
  • 32 Days On Market

  Current Estimated Value $176,610

  Last Listing Agent Regina Perrotto Skihome Realty

  233 Bluebrook Rd, Dover, VT 05356
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  /39

  Est $245,787 Not Listed For Sale

  365 Route 121, Bellows Falls, VT 05101

  • 3 Beds
  • 2 Baths
  • 1,762 Sq Ft
  • Built 1900

  365 Route 121, Bellows Falls, VT 05101

  Last Sold Summary

  • 2% Above List Price
  • $137/SF
  • 12 Days On Market

  Last Sold Price $242,000

  Last Listing Agent DJ Chabot Town and Country Realty
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  /21

  $20,500 Pending

  • 1 Bed
  • 2 Baths
  • 709 Sq Ft

  243/245 qtr 2, Grand Summit Way Unit 243/245, Dover, VT 05356

  TRAILSIDE! A great and affordable opportunity to own the best location to be on the Mount Snow ski trails. Unit 243 boast a queen size Murphy bed, kitchenette and full bath. This unit sleeps 2 and has amazing views of the mountain. Unit 245 has 2 queen beds a full bath, a mini fridge and a private deck overlooking the ski trails. This lockout combination allows you to use the studio and the hotel

  Sheila Joyce-Albano Skihome Realty

  243/245 qtr 2, Grand Summit Way Unit 243/245, Dover, VT 05356
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  /11

  $195,000 Sold Mar 14, 2025

  99 Morningside Common, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $185/SF
  • 281 Days On Market

  Current Estimated Value $213,428

  Last Listing Agent A.J. Bellville Bellville Realty

  99 Morningside Common, Brattleboro, VT 05301
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  /23

  Est $185,757 Not Listed For Sale

  29 Highland View, Bellows Falls, VT 05101

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft
  • Built 1920

  29 Highland View, Bellows Falls, VT 05101

  Last Sold Summary

  • 5% Above List Price
  • $121/SF
  • 12 Days On Market

  Last Sold Price $177,000

  Last Listing Agent Susan Colby Susan J. Colby Real Estate
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  /3

  $125,000

  • Land
  • 1.75 Acres
  • $71,429 per Acre

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

  Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

  Christine Lewis Brattleboro Area Realty

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
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  /29

  $554,000 Sold Jul 16, 2025

  103 Dover Hill Rd, East Dover, VT 05341

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $253/SF
  • 57 Days On Market

  Current Estimated Value $574,624

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  103 Dover Hill Rd, East Dover, VT 05341
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  /40

  Est $404,730 Not Listed For Sale

  280 Davidson Hill Rd, Westminster, VT 05158

  • 4 Beds
  • 3.5 Baths
  • 2,158 Sq Ft
  • Built 1975

  280 Davidson Hill Rd, Westminster, VT 05158

  Last Sold Summary

  • 20% Below List Price
  • $234/SF
  • 4 Days On Market

  Last Sold Price $505,000

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /60

  $449,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  8 Little Bend Unit M-175, Wilmington, VT 05363

  Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook

  Sigrid Pickering Chimney Hill Realty

  8 Little Bend Unit M-175, Wilmington, VT 05363
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  /60

  $625,000 Sold Oct 03, 2025

  49 Tyler St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,731 Sq Ft
  • Built 1880

  Last Sold Summary

  • 14% Below List Price
  • $229/SF
  • 65 Days On Market

  Current Estimated Value $628,605

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  49 Tyler St, Brattleboro, VT 05301
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  /30

  Est $268,013 Not Listed For Sale

  97 Mountain Dr, Putney, VT 05346

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1970

  97 Mountain Dr, Putney, VT 05346

  Last Sold Summary

  • 3% Below List Price
  • $250/SF
  • 6 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro
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  /36

  $799,000

  • 4 Beds
  • 4 Baths
  • 3,691 Sq Ft

  42 Airport Rd, Shaftsbury, VT 05262

  Set just minutes from world class skiing at Mount Snow, this inviting timber frame home offers comfort, convenience, and year-round adventure right outside your door. Located just off the Mount Snow Golf course and with direct access to VAST snowmobile trails, this property is perfectly positioned for ski weekends, snowmobiling adventures, summer hiking, and everything in between. Inside, you’ll

  Mike Masters Four Seasons Sotheby's Int'l Realty

  42 Airport Rd, Shaftsbury, VT 05262
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  /37

  $313,000 Sold Jan 23, 2026

  787 Vermont 30, Newfane, VT 05345

  • 2 Beds
  • 1 Bath
  • 588 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $532/SF
  • 48 Days On Market

  Last Listing Agent TG Glazer Winhall Real Estate

  787 Vermont 30, Newfane, VT 05345
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  /35

  Est $372,713 Not Listed For Sale

  378 Our Rd, Putney, VT 05346

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1974

  378 Our Rd, Putney, VT 05346

  Last Sold Summary

  • 7% Below List Price
  • $238/SF
  • 7 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /37

  $749,000

  • 3 Beds
  • 3.5 Baths
  • 2,842 Sq Ft

  43C Dover Springs Ln, Dover, VT 05356

  This Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A meticulously maintained 3 bedroom, 3.5 bath unit with lots of bonus space, some recent updates and unique features. These include an open concept great room with vaulted ceilings, sunny natural light and sunset/ski trail views, wood burning double sided fireplace,

  Adam Palmiter Berkley & Veller Greenwood/Dover

  43C Dover Springs Ln, Dover, VT 05356
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  /10

  $36,000 Sold Nov 20, 2025

  00 Susan Lynn Ln, Wardsboro, VT 05355

  • Land
  • 1 Acre
  • $36,000 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 114 Days On Market

  Last Listing Agent Jessica Samples BHG Masiello Keene

  00 Susan Lynn Ln, Wardsboro, VT 05355
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  /24

  Est $160,056 Not Listed For Sale

  1771 Townshend Dam Rd, Townshend, VT 05353

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Built 1970

  1771 Townshend Dam Rd, Townshend, VT 05353

  Last Sold Summary

  • 14% Above List Price
  • $206/SF
  • 6 Days On Market

  Last Sold Price $139,900

  Last Listing Agent Jacki Murano Southern Vermont Realty Group
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  /27

  $24,900

  • 1 Bed
  • 2 Baths
  • 941 Sq Ft

  230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

  This one-of-a-kind unit-style is on one level and includes one bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area features a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping six people. The spacious bedroom includes a king-size bed and a balcony with beautiful ridgeline views. The benefits of Grand Summit ownership

  Patricia Fitzpatrick Skihome Realty

  230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
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  /30

  $510,000 Sold Jun 05, 2025

  5600 Pikes Falls Rd, Jamaica, VT 05343

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1977

  Last Sold Summary

  • 24% Below List Price
  • $350/SF
  • 170 Days On Market

  Current Estimated Value $637,305

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5600 Pikes Falls Rd, Jamaica, VT 05343
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  /34

  Est $545,582 Not Listed For Sale

  112 Kent Rd, Wardsboro, VT 05355

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1990

  112 Kent Rd, Wardsboro, VT 05355

  Last Sold Summary

  • 7% Below List Price
  • $393/SF
  • 1 Day On Market

  Last Sold Price $585,000

  Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate
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  /6

  $45,000

  • Land
  • 1 Acre
  • $45,000 per Acre

  0 Boardman Loop, Wardsboro, VT 05360

  In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small stream on the

  Christine Lewis Brattleboro Area Realty

  0 Boardman Loop, Wardsboro, VT 05360
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  /26

  $515,000 Sold Aug 21, 2025

  89 Birch Rd Unit 51, Londonderry, VT 05148

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1980

  Last Sold Summary

  • $335/SF
  • 11 Days On Market

  Current Estimated Value $489,887

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

  89 Birch Rd Unit 51, Londonderry, VT 05148
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  /16

  Est $267,218 Not Listed For Sale

  3129 Route 100, Wardsboro, VT 05355

  • 3 Beds
  • 1 Bath
  • 874 Sq Ft
  • Built 1960

  3129 Route 100, Wardsboro, VT 05355

  Last Sold Summary

  • 9% Above List Price
  • $280/SF
  • 21 Days On Market

  Last Sold Price $244,500

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover
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  /28

  $499,000

  • 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

Showing Results 401 - 440, Page 11 of 18