30,689

Windham County, VT Homes

Section Image
    • /36

      Est $238,702 Not Listed For Sale

      36 Green St, Bellows Falls, VT 05101

      • 4 Beds
      • 1.5 Baths
      • 1,638 Sq Ft
      • Built 1865
      36 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 10% Below List Price
      • $162/SF
      • 13 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /25

    $27,999

    • 2 Beds
    • 2 Baths
    • 745 Sq Ft

    304/306, Qtr 3 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation year-round sound nice? This valley-side lockout unit on the top floor features an open-concept kitchen, dining, and living area with a Murphy bed, as well as a full bath. The adjoining room features two queen beds and an additional full bathroom. The lockout-style unit offers the option of using both sides or using one and renting the other

    Patricia Fitzpatrick Skihome Realty

    304/306, Qtr 3 Grand Summit Way, Dover, VT 05356
  • /40

    $224,000 Sold Oct 01, 2025

    505 Smith Rd, Halifax, VT 05342

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft
    • Built 2009

    Last Sold Summary

    • $407/SF
    • 74 Days On Market

    Last Listing Agent Steve Goldfarb Deerfield Valley Real Estate

    505 Smith Rd, Halifax, VT 05342
    • /39

      Est $322,383 Not Listed For Sale

      3 Green St, Bellows Falls, VT 05101

      • 7 Beds
      • 3 Baths
      • 3,780 Sq Ft
      • Built 1901
      3 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 8% Below List Price
      • $93/SF
      • 7 Days On Market

      Last Sold Price $351,500

      Last Listing Agent Kristen Fehrenbach Engel & Völkers Okemo

  • /18

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • /44

    $755,000 Sold Sep 22, 2025

    105 Westminster Rd, Putney, VT 05346

    • 5 Beds
    • 2 Baths
    • 3,000 Sq Ft
    • Built 1800

    Last Sold Summary

    • 21% Above List Price
    • $252/SF
    • 11 Days On Market

    Current Estimated Value $756,755

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    105 Westminster Rd, Putney, VT 05346
    • /40

      Est $324,051 Not Listed For Sale

      35 School St, Bellows Falls, VT 05101

      • 4 Beds
      • 3 Baths
      • 5,404 Sq Ft
      • Built 1885
      35 School St, Bellows Falls, VT 05101

      Last Sold Summary

      • 10% Below List Price
      • $67/SF
      • 38 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Julie Buffum Buffum Realty

  • /35

    $689,000

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    8J Northbrook Village Rd Unit C32, Dover, VT 05356

    One-of-a-kind opportunity to own true trailside at Mount Snow. This lofted three-bedroom, three-bath residence is among the closest buildings at Seasons to the newly renovated amenities center — allowing you to walk to the pools, gym, and hot tubs without ever moving your car on rest days. Enjoy a large vaulted living space anchored by a dramatic floor-to-ceiling stone wood-burning fireplace. The

    Adam Palmiter Berkley & Veller Greenwood/Dover

    8J Northbrook Village Rd Unit C32, Dover, VT 05356
  • /58

    $980,000 Sold Sep 11, 2025

    524 Reilly Rd, Londonderry, VT 05148

    • 4 Beds
    • 3.5 Baths
    • 3,588 Sq Ft
    • Built 2007

    Last Sold Summary

    • 19% Above List Price
    • $273/SF
    • 87 Days On Market

    Current Estimated Value $1,120,356

    Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    524 Reilly Rd, Londonderry, VT 05148
    • /37

      Est $348,872 Not Listed For Sale

      29 School St, Bellows Falls, VT 05101

      • 6 Beds
      • 3.5 Baths
      • 4,684 Sq Ft
      • Built 1830
      29 School St, Bellows Falls, VT 05101

      Last Sold Summary

      • 7% Below List Price
      • $80/SF
      • 9 Days On Market

      Last Sold Price $376,000

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /60

    $8,200,000

    • 6 Beds
    • 10 Baths
    • 10,763 Sq Ft

    557 Trager Rd, Jamaica, VT 05343

    SHOWINGS SHALL BEGIN AT FEBRUARY 12TH OPEN HOUSEPremier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • /22

    $16,000 Sold Jan 21, 2026

    111, Qtr 1 89 Grand Summit Way Unit 111, Qtr 1, Dover, VT 05356

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

    Last Sold Summary

    • $26/SF
    • 14 Days On Market

    Last Listing Agent Donna Brown Skihome Realty

    111, Qtr 1 89 Grand Summit Way Unit 111, Qtr 1, Dover, VT 05356
    • /25

      Est $230,152 Not Listed For Sale

      22 School St, Bellows Falls, VT 05101

      • 5 Beds
      • 2 Baths
      • 2,406 Sq Ft
      • Built 1880
      22 School St, Bellows Falls, VT 05101

      Last Sold Summary

      • 318% Above List Price
      • $23/SF
      • 48 Days On Market

      Last Sold Price $55,000

      Last Listing Agent Andrea Thackston R.H. Thackston & Company/Bellows Falls

  • /31

    $20,000

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356

    Trailside! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This valley side 1 bedroom, 1 full bath unit has sleeping space for 6, plus a balcony off the bedroom with a valley view. Open concept kitchen/dining room, and a large living room with a queen sleeper sofa, and a queen murphy bed.

    Donna Brown Skihome Realty

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356
  • /2

    $695,000 Sold Dec 26, 2025

    6235 Grafton Rd, Grafton, VT 05146

    • 4 Beds
    • 4 Baths
    • 3,987 Sq Ft
    • Built 1820

    Last Sold Summary

    • 18% Below List Price
    • $174/SF
    • 62 Days On Market

    Current Estimated Value $576,086

    Last Listing Agent Judy Dickison

    6235 Grafton Rd, Grafton, VT 05146
    • /40

      Est $236,252 Not Listed For Sale

      26 South St, Bellows Falls, VT 05101

      • Studio
      • 3 Baths
      • 3,938 Sq Ft
      • Built 1898
      26 South St, Bellows Falls, VT 05101

      Last Sold Summary

      • 6% Above List Price
      • $57/SF
      • 30 Days On Market

      Last Sold Price $222,500

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /4

    $139,900

    • Land
    • 1.3 Acres
    • $107,615 per Acre

    00 Creamery Rd, Guilford, VT 05301

    Just in time for Spring building! This incredibly beautiful high meadow is perfect for your new home, be it a get away or primary. Wake up to the views of the local hills and rolling countryside...enjoy gardening, a pool, decks or covered porches ..or just install oversized windows to take advantage while you putter about! Soils tests are done...drive is into the lot...consult GMP for power...Get

    Christine Lewis Brattleboro Area Realty

    00 Creamery Rd, Guilford, VT 05301
  • /33

    $367,000 Sold Jan 23, 2026

    528 Vermont 121, Windham, VT 05155

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $241/SF
    • 107 Days On Market

    Last Listing Agent Julie Citron RE/MAX Four Seasons

    528 Vermont 121, Windham, VT 05155
    • /33

      Est $186,328 Not Listed For Sale

      71 Atkinson St, Bellows Falls, VT 05101

      • 4 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 1810
      71 Atkinson St, Bellows Falls, VT 05101

      Last Sold Summary

      • 12% Below List Price
      • $95/SF
      • 24 Days On Market

      Last Sold Price $212,000

      Last Listing Agent John Tolosky Barrett and Valley Associates Inc.

  • /8

    $199,000

    • Land
    • 0.32 Acre
    • $621,875 per Acre

    8 A Freestyle Cir, Dover, VT 05356

    Ski in and out at Mount Snow from one of the last two buildable lots. In other words, if you like the convenience of slopeside living this could be the location for you to build your dream home with easy access to the mountain. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that this is

    John Redd Skihome Realty

    8 A Freestyle Cir, Dover, VT 05356
  • /28

    $518,000 Sold Sep 19, 2025

    8 Ober Tal Unit A-32, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $473/SF
    • 40 Days On Market

    Last Listing Agent Cheyanne Pugliese

    8 Ober Tal Unit A-32, Stratton, VT 05155
    • /40

      Est $309,638 Not Listed For Sale

      44 Atkinson St, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 3,008 Sq Ft
      • Built 1910
      44 Atkinson St, Bellows Falls, VT 05101

      Last Sold Summary

      • 9% Below List Price
      • $113/SF
      • 21 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /2

    $80,000

    • Land
    • 1.97 Acres
    • $40,609 per Acre

    24 Summit Cir, West Brattleboro, VT 05301

    Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

    Claire Renaud Berkley & Veller Greenwood Country

    24 Summit Cir, West Brattleboro, VT 05301
  • /56

    $1,275,000 Sold Oct 01, 2025

    225 W Jamaica Rd, Stratton, VT 05360

    • 4 Beds
    • 4.5 Baths
    • 3,692 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $345/SF
    • 20 Days On Market

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

    225 W Jamaica Rd, Stratton, VT 05360
    • /40

      Est $279,415 Not Listed For Sale

      20 Pine St, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 2,412 Sq Ft
      • Built 1892
      20 Pine St, Bellows Falls, VT 05101

      Last Sold Summary

      • 20% Below List Price
      • $145/SF
      • 23 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Jessica Samples BHG Masiello Keene

  • /43

    $299,000

    • 6 Beds
    • 5 Baths
    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Realty

    2072 N Main St, Londonderry, VT 05148
  • /4

    $170,000 Sold Nov 07, 2025

    440 Edie Ln, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1971

    Last Sold Summary

    • 19% Below List Price
    • $81/SF
    • 16 Days On Market

    Current Estimated Value $241,932

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • /33

      Est $232,870 Not Listed For Sale

      4 Bryant Ct, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,728 Sq Ft
      • Built 1935
      4 Bryant Ct, Bellows Falls, VT 05101

      Last Sold Summary

      • 6% Above List Price
      • $127/SF
      • 42 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /20

    $279,900

    • 4 Beds
    • 2 Baths
    • 1,733 Sq Ft

    1177 Western Ave, Brattleboro, VT 05301

    So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

    Christine Lewis Brattleboro Area Realty

    1177 Western Ave, Brattleboro, VT 05301
  • /8

    $235,000 Sold Sep 30, 2025

    8 Belleview Ave, Town of Rockingham, VT 05154

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Above List Price
    • $261/SF
    • 0 Days On Market

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    8 Belleview Ave, Town of Rockingham, VT 05154
    • /18

      Est $222,588 Not Listed For Sale

      6 Brown St, Bellows Falls, VT 05101

      • 3 Beds
      • 1 Bath
      • 1,282 Sq Ft
      • Built 1880
      6 Brown St, Bellows Falls, VT 05101

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 111 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Oona Madden Berkley & Veller Greenwood Country

  • /24

    $20,000

    • 1 Bed
    • 2 Baths
    • 754 Sq Ft

    250/252 Q4, 89 Grand Summit Way Unit 250/252, Dover, VT 05356

    Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This sleep 6 condo is comprised of a studio unit (unit 252) with a queen murphy bed, kitchenette, sitting area and a full bathroom. This unit adjoins a hotel unit (unit 250) with 2

    Prema Fitzpatrick Real Broker LLC

    250/252 Q4, 89 Grand Summit Way Unit 250/252, Dover, VT 05356
  • /49

    $610,000 Sold Nov 07, 2025

    24 Bluebrook Rd, Dover, VT 05356

    • 5 Beds
    • 3 Baths
    • 4,226 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $144/SF
    • 21 Days On Market

    Current Estimated Value $629,804

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    24 Bluebrook Rd, Dover, VT 05356
    • /5

      Est $158,304 Not Listed For Sale

      2 Church Place, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 2,500 Sq Ft
      • Built 1880
      2 Church Place, Bellows Falls, VT 05101

      Last Sold Summary

      • 4% Below List Price
      • $66/SF
      • 45 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Kimberly Dubois Matson KW Realty

  • /43

    $2,000,000

    • 6 Beds
    • 4.5 Baths
    • 4,950 Sq Ft

    43 Upton Rd, Dover, VT 05356

    The best of both worlds... High end luxury in this Post & Beam home on a private 35+ acre wooded lot with direct ski trail views of Mount Snow, yet just over a mile to the ski area. It's nearly impossible to find this kind of privacy so near mountain. This spectacular 6 bedroom, 4.5 bath Post & Beam home was built in 2007 and no expense was spared in the construction. Features include a high end

    Adam Palmiter Berkley & Veller Greenwood/Dover

    43 Upton Rd, Dover, VT 05356
  • /33

    $182,000 Sold Sep 04, 2025

    290 Old Mill Ln, Wilmington, VT 05363

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1968

    Last Sold Summary

    • 27% Below List Price
    • $182/SF
    • 80 Days On Market

    Current Estimated Value $182,264

    Last Listing Agent Rich Caplan Deerfield Valley Real Estate

    290 Old Mill Ln, Wilmington, VT 05363
    • /9

      Est $186,027 Not Listed For Sale

      63 Williams St, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 2,330 Sq Ft
      • Built 1850
      63 Williams St, Bellows Falls, VT 05101

      Last Sold Summary

      • 96% Above List Price
      • $41/SF
      • 6 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • /28

    $449,000

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

    49 West Rd, Wilmington, VT 05363

    Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    49 West Rd, Wilmington, VT 05363
  • /40

    $370,000 Sold Jan 07, 2026

    254 Boynton Rd Unit 3, Londonderry, VT 05148

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $197/SF
    • 14 Days On Market

    Last Listing Agent Beth Vickers Vermont Real Estate Company

    254 Boynton Rd Unit 3, Londonderry, VT 05148
    • /8

      Est $92,647 Not Listed For Sale

      51 Williams St, Bellows Falls, VT 05101

      • 3 Beds
      • 1 Bath
      • 1,425 Sq Ft
      • Built 1880
      51 Williams St, Bellows Falls, VT 05101

      Last Sold Summary

      • 165% Above List Price
      • $25/SF
      • 12 Days On Market

      Last Sold Price $35,000

      Last Listing Agent Sherry Price REALHome Services and Solutions, Inc.

Showing Results 521 - 560, Page 14 of 18

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