30,689

Windham County, VT Homes

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  • /33

    $340,000 Sold Oct 24, 2025

    134 Vt Route 30, Newfane, VT 05345

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $295/SF
    • 8 Days On Market

    Current Estimated Value $361,934

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    134 Vt Route 30, Newfane, VT 05345
    • /21

      Est $171,237 Not Listed For Sale

      28 Williams St, Bellows Falls, VT 05101

      • Studio
      • 2,250 Sq Ft
      • Built 1870
      28 Williams St, Bellows Falls, VT 05101

      Last Sold Summary

      • 56% Above List Price
      • $49/SF
      • 21 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  • /32

    $675,000

    • 3 Beds
    • 3 Baths
    • 2,216 Sq Ft

    12 Three Streams Way, Wilmington, VT 05363

    Beautiful 2006 chalet in the Chimney Hill community just a short drive from the Mount Snow Ski Resort and village Wilmington. This meticulous turn key home has been completely renovated and upgraded, and sits on a on a private lot in the Chimney Hill community on a quiet side road with access to snowmobile trails and winter views. Inside is a gorgeous great room space with vaulted ceilings and

    Tamara Purcell Berkley & Veller Greenwood Country

    12 Three Streams Way, Wilmington, VT 05363
  • /24

    $64,000 Sold Sep 29, 2025

    2080 Vermont 30, Jamaica, VT 05343

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Below List Price
    • $68/SF
    • 5 Days On Market

    Last Listing Agent TG Glazer Winhall Real Estate

    2080 Vermont 30, Jamaica, VT 05343
    • /33

      Est $285,773 Not Listed For Sale

      30 Laurel Ave, Bellows Falls, VT 05101

      • 5 Beds
      • 2 Baths
      • 2,440 Sq Ft
      • Built 1905
      30 Laurel Ave, Bellows Falls, VT 05101

      Last Sold Summary

      • 12% Below List Price
      • $133/SF
      • 6 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jamie Watson BHG Masiello Keene

  • /32

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    15 Bears Den Rd, Dover, VT 05356

    A rare opportunity to enjoy the best of both worlds — the privacy of a single-family home with the convenience and access of condo-style living. This unique vacation home offers direct ski-home access in the sought-after Bears Crossing community on the slopes of Mount Snow. Ski back from the Carinthia trails and step out of your gear just across the street from your front door. Designed with both

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Bears Den Rd, Dover, VT 05356
  • /18

    $410,000 Sold Nov 06, 2025

    36 Spruce St, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 1845

    Last Sold Summary

    • 9% Below List Price
    • $198/SF
    • 183 Days On Market

    Current Estimated Value $399,297

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
    • /22

      Est $265,538 Not Listed For Sale

      76 Griswold Dr, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,492 Sq Ft
      • Built 2001
      76 Griswold Dr, Bellows Falls, VT 05101

      Last Sold Summary

      • 7% Above List Price
      • $167/SF
      • 13 Days On Market

      Last Sold Price $248,500

      Last Listing Agent Linda Benoit Highland Realty

  • /17

    $39,900

    • Land
    • 5.66 Acres
    • $7,049 per Acre

    4 Murdock Ln, Whitingham, VT 05361

    Build your dream home on this surveyed 5.66 acre lot with deeded rights to Ryder Pond! A great location for primary or vacation living, situated between down town Wilmington VT and Greenfield MA with easy access to scenic Rt 100. Lakes, ski resorts and out door recreation abound with Mount Snow Resort, Lake Whitingham, Lake Sadawga, Lake Raponda and Molly Stark State Park all close by. To stick

    Jacki Murano Southern Vermont Realty Group

    4 Murdock Ln, Whitingham, VT 05361
  • /3

    $280,000 Sold Mar 07, 2025

    112 Sauve Rd, Putney, VT 05346

    • 3 Beds
    • 2.5 Baths
    • 3,189 Sq Ft
    • Built 1780

    Last Sold Summary

    • 5% Below List Price
    • $88/SF
    • 0 Days On Market

    Current Estimated Value $339,150

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    112 Sauve Rd, Putney, VT 05346
    • /34

      Est $296,408 Not Listed For Sale

      4 Pearce Circle Extension, Bellows Falls, VT 05101

      • 3 Beds
      • 3 Baths
      • 1,744 Sq Ft
      • Built 1965
      4 Pearce Circle Extension, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Above List Price
      • $166/SF
      • 7 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Erin McCormick KW Vermont

  • /28

    $325,000

    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /14

    $250,000 Sold Oct 31, 2025

    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1995

    Last Sold Summary

    • $200/SF
    • 5 Days On Market

    Current Estimated Value $259,379

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    • /26

      Est $254,039 Not Listed For Sale

      45 Reese Cir, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1987
      45 Reese Cir, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Above List Price
      • $178/SF
      • 5 Days On Market

      Last Sold Price $249,900

      Last Listing Agent Emily Lagerberg R.H. Thackston & Company

  • /27

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356

    There are only 2 townhomes of this style at the desirable Snowtree development, and this particular 3 bedroom, 3 bath has been completely renovated. Walk out your private entry to the base area at Mount Snow via the convenient stream crossing bridge to access the magic carpet and tubing area, ideal for the ski season, but also any summer festivals. If someone doesn't ski they can still easily

    Adam Palmiter Berkley & Veller Greenwood/Dover

    16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356
  • /8

    $87,000 Sold Nov 17, 2025

    00 Fisch Rd, Brattleboro, VT 05301

    • Land
    • 34.77 Acres
    • $2,502 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 7 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    00 Fisch Rd, Brattleboro, VT 05301
    • /24

      Est $225,422 Not Listed For Sale

      28 Hyde St, Bellows Falls, VT 05101

      • 6 Beds
      • 2 Baths
      • 2,823 Sq Ft
      • Built 1953
      28 Hyde St, Bellows Falls, VT 05101

      Last Sold Summary

      • 22,542,100% Above List Price
      • $0/SF
      • 26 Days On Market

      Last Sold Price $1

      Last Listing Agent Mike Redmond EXP Realty

  • /60

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • /46

    $668,000 Sold Aug 12, 2025

    395 Hillwinds Rd, Brattleboro, VT 05301

    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $300/SF
    • 7 Days On Market

    Current Estimated Value $664,435

    Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

    395 Hillwinds Rd, Brattleboro, VT 05301
    • /40

      Est $221,649 Not Listed For Sale

      11 Steuben St, Bellows Falls, VT 05101

      • 3 Beds
      • 1 Bath
      • 1,182 Sq Ft
      • Built 1957
      11 Steuben St, Bellows Falls, VT 05101

      Last Sold Summary

      • 10% Below List Price
      • $207/SF
      • 4 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Kerry Dawson Ridgeline Real Estate

  • /9

    $430,000

    • 7 Beds
    • 4 Baths
    • 3,551 Sq Ft

    1950 N Main St, Londonderry, VT 05148

    It is possible to live rent- or mortgage-free — and here’s your opportunity.This fully rented, three-unit multi-family property is already generating income. Live in one unit and let the other two cover your expenses, or bring your own vision to life in this premier location. Zoned for both commercial and residential use, the possibilities are extensive. Imagine a riverfront restaurant with

    Wilkie Bushby TPW Real Estate

    1950 N Main St, Londonderry, VT 05148
  • /2

    $525,000 Sold May 16, 2025

    135 Upper Dummerston Rd, Brattleboro, VT 05301

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 1910

    Last Sold Summary

    • 19% Below List Price
    • $146/SF
    • 269 Days On Market

    Current Estimated Value $606,063

    Last Listing Agent Susan LeCours Barrett & Valley Assoc. Inc

    135 Upper Dummerston Rd, Brattleboro, VT 05301
    • /18

      Est $231,775 Not Listed For Sale

      6 Bramley Way, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,254 Sq Ft
      • Built 1955
      6 Bramley Way, Bellows Falls, VT 05101

      Last Sold Summary

      • 3% Above List Price
      • $179/SF
      • 7 Days On Market

      Last Sold Price $224,000

      Last Listing Agent Susan Colby Susan J. Colby Real Estate

  • /32

    $299,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    91 Happy Haven Rd, Wilmington, VT 05363

    A solid home in a great location in Wilmington Vermont! Currently set up as a duplex. Live in one and rent the other or have family close by! Add internal stairs and use as one! This is a classic Chalet with the ease of a metal roof, large deck, 2 bedrooms and a full bathroom upstairs along with a cathedral ceiling, cute sleeping loft and built ins! The lower level is 2 bedrooms and a full

    Steve Goldfarb Deerfield Valley Real Estate

    91 Happy Haven Rd, Wilmington, VT 05363
  • /23

    $93,999 Sold Jul 14, 2025

    8 Deepwood Park, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2024

    Last Sold Summary

    • $107/SF
    • 118 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    8 Deepwood Park, Brattleboro, VT 05301
    • /29

      Est $320,363 Not Listed For Sale

      11 Crotty Dr, Bellows Falls, VT 05101

      • 3 Beds
      • 2.5 Baths
      • 1,300 Sq Ft
      • Built 1985
      11 Crotty Dr, Bellows Falls, VT 05101

      Last Sold Summary

      • 1% Below List Price
      • $250/SF
      • 19 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /4

    $55,000

    • Land
    • 1.05 Acres
    • $52,381 per Acre

    31 Woodsman Rd, West Dover, VT 05356

    Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. The Woodsman development features large private home sites affording great privacy with thick tree buffers, public sewer hookups, easy access of a paved road nearby and tremendous site potential. This lot has been priced to sell!

    Adam Palmiter Berkley & Veller Greenwood/Dover

    31 Woodsman Rd, West Dover, VT 05356
  • /48

    $2,125,000 Sold Apr 18, 2025

    9 Lodge Ln, Dover, VT 05356

    • 6 Beds
    • 4.5 Baths
    • 4,884 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $435/SF
    • 231 Days On Market

    Current Estimated Value $2,277,920

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Lodge Ln, Dover, VT 05356
    • /32

      Est $242,082 Not Listed For Sale

      2 Pond Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 1 Bath
      • 1,044 Sq Ft
      • Built 1938
      2 Pond Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 8% Below List Price
      • $251/SF
      • 5 Days On Market

      Last Sold Price $262,500

      Last Listing Agent Kristen Fehrenbach Engel & Völkers Okemo

  • /38

    $38,000

    • 2 Beds
    • 2 Baths
    • 878 Sq Ft

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

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside two bedroom sleep 6 unit with a covered balcony. Kitchen, living room and queen sleeper sofa as well as a king bed in private bedroom on the first floor. Full bath with double sink vanity on the first floor. Lofted bedroom also has a king bed and a 3/4 bath . Benefits of Grand Summit ownership include

    Kelly Agrillo Southern Vermont Realty Group

    309 Qtr.3, 89 Grand Summit Way, Dover, VT 05356
  • /26

    $118,000 Sold May 09, 2025

    1149 Western Ave, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 1,873 Sq Ft
    • Built 1869

    Last Sold Summary

    • 21% Below List Price
    • $63/SF
    • 215 Days On Market

    Current Estimated Value $149,347

    Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

    1149 Western Ave, Brattleboro, VT 05301
    • /36

      Est $289,846 Not Listed For Sale

      1 Colony Rd, Bellows Falls, VT 05101

      • 4 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1941
      1 Colony Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • $189/SF
      • 12 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /12

    $995,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,501 Sq Ft

    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

    Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium at Hearthstone Lodge offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

    John Sikes Stratton Real Estate

    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
  • /19

    $65,000 Sold Dec 17, 2025

    7 Nichols Dr, Guilford, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,490 Sq Ft
    • Built 1940

    Last Sold Summary

    • 23% Below List Price
    • $44/SF
    • 14 Days On Market

    Current Estimated Value $139,000

    Last Listing Agent Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
    • /27

      Est $232,862 Not Listed For Sale

      17 Main St, Saxtons River, VT 05154

      • 4 Beds
      • 2.5 Baths
      • 1,690 Sq Ft
      • Built 1840
      17 Main St, Saxtons River, VT 05154

      Last Sold Summary

      • 17% Below List Price
      • $166/SF
      • 224 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /2

    $150,000

    • Land
    • 2.05 Acres
    • $73,171 per Acre

    00 Fort Dummer Heights, Brattleboro, VT 05301

    Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could 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 cooperation.

    Christine Lewis Brattleboro Area Realty

    00 Fort Dummer Heights, Brattleboro, VT 05301
  • /20

    $590,000 Sold Nov 19, 2025

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 2000

    Last Sold Summary

    • $641/SF
    • 59 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360
    • /26

      Est $218,355 Not Listed For Sale

      614 Rockingham Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 1 Bath
      • 1,017 Sq Ft
      • Built 1950
      614 Rockingham Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 11% Below List Price
      • $241/SF
      • 6 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

  • /26

    $32,000

    • 1 Bed
    • 2 Baths
    • 791 Sq Ft

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356

    Trailside, best ski in/out mountain location. A really comfortable unit sleep 8. Unit 251 includes a kitchenette, comfortable living room setting, a sleep sofa a Murphy bed and full bath. Unit 249 boasts 2 queen size beds a full bathroom, and a deck with views of the mountain to enjoy skiers on the slope and fireworks. Just imagine entertaining family and friends! Benefits of ownership include

    Sheila Joyce-Albano Skihome Realty

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356
  • /11

    $240,000 Sold Mar 02, 2026

    3C Snow Mountain Village Unit 113, Dover, VT 05356

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $375/SF
    • 8 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    3C Snow Mountain Village Unit 113, Dover, VT 05356

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