30,790

Windham County, VT Homes

Section Image
  • /33

    $400,000 Sold Sep 25, 2025

    211 Upper Dam Rd, Wilmington, VT 05363

    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $164/SF
    • 48 Days On Market

    Current Estimated Value $451,324

    Last Listing Agent Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
    • /23

      Est $267,873 Not Listed For Sale

      123 Birdville Rd, Whitingham, VT 05361

      • 2 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1971
      123 Birdville Rd, Whitingham, VT 05361

      Last Sold Summary

      • 6% Below List Price
      • $233/SF
      • 19 Days On Market
      • Last Sold Price $285,000
      • Aug 08, 2024

      Last Listing Agent Regina Perrotto Skihome Realty

  • /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
  • /27

    $475,000 Sold Nov 07, 2025

    0 Lake Hill Rd, Whitingham, VT 05361

    • Land
    • 36.7 Acres
    • $12,943 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 3 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    0 Lake Hill Rd, Whitingham, VT 05361
    • /40

      Est $361,296 Not Listed For Sale

      4840 Vt Route 100, Whitingham, VT 05361

      • 5 Beds
      • 3.5 Baths
      • 2,248 Sq Ft
      • Built 1845
      4840 Vt Route 100, Whitingham, VT 05361

      Last Sold Summary

      • 32% Below List Price
      • $236/SF
      • 216 Days On Market
      • Last Sold Price $530,000
      • Jun 23, 2023

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /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
  • /40

    $225,000 Sold Jun 27, 2025

    6 Papoose Ln, Brookline, VT 05345

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1977

    Last Sold Summary

    • $118/SF
    • 58 Days On Market

    Current Estimated Value $263,989

    Last Listing Agent Kate Barry EXP Realty

    6 Papoose Ln, Brookline, VT 05345
    • /38

      Est $734,473 Not Listed For Sale

      1793 Faulkner Rd, Whitingham, VT 05361

      • 5 Beds
      • 2.5 Baths
      • 3,332 Sq Ft
      • Built 1830
      1793 Faulkner Rd, Whitingham, VT 05361

      Last Sold Summary

      • $220/SF
      • 53 Days On Market
      • Last Sold Price $732,606
      • Feb 16, 2024

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /37

    $799,000 Under Contract

    • 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
  • /40

    $485,000 Sold Dec 05, 2025

    1 Pheasant Ln, Dover, VT 05356

    • 3 Beds
    • 3 Baths
    • 1,813 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $268/SF
    • 393 Days On Market

    Current Estimated Value $482,787

    Last Listing Agent Tobin Twelves Skihome Realty

    1 Pheasant Ln, Dover, VT 05356
    • /57

      Est $408,000 Not Listed For Sale

      292 Parsons Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,700 Sq Ft
      • Built 1860
      292 Parsons Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 70% Above List Price
      • $141/SF
      • 18 Days On Market
      • Last Sold Price $240,000
      • Dec 05, 2024

      Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

  • /39

    $380,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 3,008 Sq Ft

    44 Atkinson St, Bellows Falls, VT 05101

    Built in 1910, this well-kept Victorian home located in the historic district of Bellows Falls has ample space and old-world charm. Some of the key features of this home include four bedrooms, (one of which is on the first floor level with a direct entry bath), two finished bonus rooms on the third floor, a working fireplace, stained glass, original woodwork, built-ins, working cast iron

    Heather Gleim CENTURY 21 North East

    44 Atkinson St, Bellows Falls, VT 05101
  • /21

    $720,000 Sold Mar 12, 2026

    145 Shearer Hill Rd, Wilmington, VT 05363

    • 5 Beds
    • 3.5 Baths
    • 2,696 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 36 Days On Market

    Current Estimated Value $715,195

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    145 Shearer Hill Rd, Wilmington, VT 05363
    • /29

      Est $911,551 Not Listed For Sale

      2329 Faulkner Rd, Whitingham, VT 05361

      • 4 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 1970
      2329 Faulkner Rd, Whitingham, VT 05361

      Last Sold Summary

      • 4% Below List Price
      • $396/SF
      • 13 Days On Market
      • Last Sold Price $950,000
      • May 03, 2024

      Last Listing Agent Leslie Fraser Four Seasons Sotheby's Int'l Realty

  • /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
  • /2

    $185,000 Sold Dec 19, 2025

    13 Prospect St, Bellows Falls, VT 05101

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Above List Price
    • $163/SF
    • 5 Days On Market

    Current Estimated Value $181,703

    Last Listing Agent Rob Weltz Barrett and Valley Associates Inc.

    13 Prospect St, Bellows Falls, VT 05101
    • /40

      Est $258,891 Not Listed For Sale

      406 River Rd, Putney, VT 05346

      • 4 Beds
      • 1 Bath
      • 1,512 Sq Ft
      • Built 1952
      406 River Rd, Putney, VT 05346

      Last Sold Summary

      • 2% Below List Price
      • $175/SF
      • 7 Days On Market
      • Last Sold Price $265,000
      • Apr 19, 2023

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /26

    $299,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    946 Huckle Hill Rd, Vernon, VT 05354

    Tucked away on over 5 acres in Vernon, Vermont, this 2-bedroom home with a bonus sleeping loft offers the perfect blend of charm, comfort, and convenience. The open living space features warm wood accents, soaring ceilings, and a stone hearth with a wood stove creating a cozy gathering space in every season.Large windows bring in natural light and frame peaceful mountain views, while the loft

    Mike Masters Four Seasons Sotheby's Int'l Realty

    946 Huckle Hill Rd, Vernon, VT 05354
  • /2

    $30,000 Sold Jun 18, 2025

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

    • Land
    • 1.1 Acres
    • $27,273 per Acre

    Last Sold Summary

    • 49% Below List Price
    • 292 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360
    • /23

      Est $411,062 Not Listed For Sale

      279 Trail Rd, Putney, VT 05346

      • 2 Beds
      • 3 Baths
      • 3,588 Sq Ft
      • Built 1990
      279 Trail Rd, Putney, VT 05346

      Last Sold Summary

      • 37% Above List Price
      • $84/SF
      • 57 Days On Market
      • Last Sold Price $300,000
      • Oct 20, 2023

      Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  • /45

    $329,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,218 Sq Ft

    119 Forest St, Brattleboro, VT 05301

    Great location in the heart of Brattleboro. This 3-bedroom, 1-bathroom Jewel of a home is as efficient as it is charming. Very well maintained, with gorgeous maple floors, built-ins, original natural woodwork, elegant marble countertops, and an open kitchen/dining/living space that shines with a southern exposure. Snug little wood stove adds to the uplifting spirit in this home. Large upstairs

    Kristen Ziter Taylor Brattleboro Area Realty

    119 Forest St, Brattleboro, VT 05301
  • /2

    $210,000 Sold Aug 29, 2025

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155

    • Land
    • 2.1 Acres
    • $100,000 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 190 Days On Market

    Last Listing Agent Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155
    • /26

      Est $401,181 Not Listed For Sale

      331 Old Codding Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,818 Sq Ft
      • Built 2005
      331 Old Codding Rd, Putney, VT 05346

      Last Sold Summary

      • 7% Below List Price
      • $238/SF
      • 5 Days On Market
      • Last Sold Price $432,000
      • Sep 22, 2023

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /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
  • /33

    $455,000 Sold Mar 04, 2026

    139 Buttonwood Dr, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $327/SF
    • 6 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    139 Buttonwood Dr, Brattleboro, VT 05301
    • /3

      Est $317,133 Not Listed For Sale

      112 Sauve Rd, Putney, VT 05346

      • 3 Beds
      • 2.5 Baths
      • 3,189 Sq Ft
      • Built 1780
      112 Sauve Rd, Putney, VT 05346

      Last Sold Summary

      • 13% Above List Price
      • $88/SF
      • 0 Days On Market
      • Last Sold Price $280,000
      • Mar 07, 2025

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /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
  • /19

    $305,000 Sold Aug 05, 2025

    85 Crosby St, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $203/SF
    • 41 Days On Market

    Current Estimated Value $312,543

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    85 Crosby St, Brattleboro, VT 05301
    • /39

      Est $358,137 Not Listed For Sale

      3712 Us Route 5, Westminster, VT 05158

      • 4 Beds
      • 2 Baths
      • 2,423 Sq Ft
      • Built 1792
      3712 Us Route 5, Westminster, VT 05158

      Last Sold Summary

      • 4% Above List Price
      • $142/SF
      • 14 Days On Market
      • Last Sold Price $345,000
      • Nov 20, 2024

      Last Listing Agent Wilma Skovinski Berkley & Veller Greenwood Country

  • /36

    $749,000

    • 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
  • /38

    $650,000 Sold Mar 03, 2026

    1382 Grassy Brook Rd, Brookline, VT 05345

    • 3 Beds
    • 2.5 Baths
    • 3,113 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $209/SF
    • 123 Days On Market

    Current Estimated Value $623,706

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    1382 Grassy Brook Rd, Brookline, VT 05345
    • /19

      Est $317,230 Not Listed For Sale

      2170 Kurn Hattin Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft
      • Built 1992
      2170 Kurn Hattin Rd, Putney, VT 05346

      Last Sold Summary

      • 3% Below List Price
      • $233/SF
      • 29 Days On Market
      • Last Sold Price $327,500
      • May 31, 2024

      Last Listing Agent Kassie Rubico Berkley & Veller Greenwood Country

  • /19

    $249,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    3095 Thompsonburg Rd Unit B/2, Londonderry, VT 05155

    Close to Magic, Bromley and Stratton! This two-bedroom, one bath condo with woodburning fireplace overlooks a beautiful brook and tennis court area. Private deck out back to enjoy some sun. Eat in kitchen with pass through countertop area opens into the living room. Manageable and spacious for a nice weekend getaway or make this your fulltime home. Just minutes to downtown with shopping, fuel,

    Julie Lowe Lowe's Real Estate, LLC

    3095 Thompsonburg Rd Unit B/2, Londonderry, VT 05155
  • /26

    $320,000 Sold May 30, 2025

    231 Sawdust Aly, Townshend, VT 05353

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft
    • Built 1950

    Last Sold Summary

    • 20% Below List Price
    • $167/SF
    • 172 Days On Market

    Current Estimated Value $324,717

    Last Listing Agent Victoria Woods Brattleboro Area Realty

    231 Sawdust Aly, Townshend, VT 05353
    • /40

      Est $705,529 Not Listed For Sale

      680 Beebe Rd, Putney, VT 05346

      • 3 Beds
      • 3 Baths
      • 2,262 Sq Ft
      • Built 1801
      680 Beebe Rd, Putney, VT 05346

      Last Sold Summary

      • 17% Below List Price
      • $376/SF
      • 75 Days On Market
      • Last Sold Price $850,000
      • Sep 29, 2023

      Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  • /37

    $749,000 Under Contract

    • 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
  • /43

    $887,000 Sold Oct 17, 2025

    460 Stratton Gate Rd, Jamaica, VT 05343

    • 4 Beds
    • 3 Baths
    • 3,155 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 12 Days On Market

    Current Estimated Value $868,204

    Last Listing Agent Helen Nault

    460 Stratton Gate Rd, Jamaica, VT 05343
    • /39

      Est $361,934 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

      • 26% Below List Price
      • $247/SF
      • 0 Days On Market
      • Last Sold Price $490,000
      • Jul 15, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /46

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    143 Hillwinds Rd, Brattleboro, VT 05301

    Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden

    Christine Lewis Brattleboro Area Realty

    143 Hillwinds Rd, Brattleboro, VT 05301
  • /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 $238,054

    Last Listing Agent Sally Fegley BHG Masiello Brattleboro

    67 Morningside Commons, Guilford, VT 05301

Showing Results 361 - 400, Page 10 of 18

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