30,790

Windham County, VT Homes

Section Image
    • /43

      Est $311,535 Not Listed For Sale

      4 Chase Park, Bellows Falls, VT 05101

      • 5 Beds
      • 1.5 Baths
      • 2,112 Sq Ft
      • Built 1900
      4 Chase Park, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Above List Price
      • $144/SF
      • 8 Days On Market
      • Last Sold Price $305,000
      • Mar 04, 2025

      Last Listing Agent Nick Sicard EXP Realty

  • /28

    $52,000

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft

    274/76Qtr. 1 Grand Summit Way, Dover, VT 05356

    Wake up to the Grand Summit Express and the Bluebird lifts right outside your room. Sleep 10 condo comprises of two units. Unit 276 has a private bedroom with a queen bed, queen sleeper sofa and queen murphy bed in the living area. Kitchenet and a full bath with an extra large covered balcony. Adjoining room 274 has 2 king beds and a full bath. Units are located on the base area side of the

    Kelly Agrillo Southern Vermont Realty Group

    274/76Qtr. 1 Grand Summit Way, Dover, VT 05356
  • /40

    $436,800 Sold Dec 24, 2025

    645 Stratton Arlington Rd, West Wardsboro, VT 05360

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1967

    Last Sold Summary

    • 9% Below List Price
    • $195/SF
    • 49 Days On Market

    Current Estimated Value $396,724

    Last Listing Agent Lisa Mirando Deerfield Valley Real Estate

    645 Stratton Arlington Rd, West Wardsboro, VT 05360
    • /40

      Est $225,609 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

      • 1% Above List Price
      • $57/SF
      • 30 Days On Market
      • Last Sold Price $222,500
      • Nov 01, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /35

    $689,000 Under Contract

    • 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
  • /42

    $925,000 Sold Oct 01, 2025

    65 Hillwinds N, Brattleboro, VT 05301

    • 5 Beds
    • 4.5 Baths
    • 4,150 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Above List Price
    • $223/SF
    • 5 Days On Market

    Current Estimated Value $895,248

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    65 Hillwinds N, Brattleboro, VT 05301
    • /3

      Not Listed For Sale

      118 Atkinson St, Bellows Falls, VT 05101

      • 7 Beds
      • 4 Baths
      • 3,486 Sq Ft
      • Built 1850
      118 Atkinson St, Bellows Falls, VT 05101

      Last Sold Summary

      • $62/SF
      • 201 Days On Market
      • Last Sold Price $217,000
      • Apr 16, 2025

      Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  • /60

    $8,200,000

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

    557 Trager Rd, Jamaica, VT 05343

    Premier 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 elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • /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
    • /33

      Est $203,521 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

      • 4% Below List Price
      • $95/SF
      • 24 Days On Market
      • Last Sold Price $212,000
      • Feb 02, 2024

      Last Listing Agent John Tolosky Barrett and Valley Associates Inc.

  • /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
  • /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 $772,333

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    105 Westminster Rd, Putney, VT 05346
    • /40

      Est $289,076 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

      • 17% Below List Price
      • $145/SF
      • 23 Days On Market
      • Last Sold Price $350,000
      • Oct 23, 2024

      Last Listing Agent Jessica Samples BHG Masiello Keene

  • /4

    $132,500

    • Land
    • 1.3 Acres
    • $101,923 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
  • /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 $1,009,908

    Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    524 Reilly Rd, Londonderry, VT 05148
    • /33

      Est $243,726 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

      • 11% Above List Price
      • $127/SF
      • 42 Days On Market
      • Last Sold Price $220,000
      • Nov 20, 2024

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /8

    $199,000

    • Land
    • 13,939 Sq Ft
    • $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
  • /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
    • /18

      Est $219,180 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

      • 3% Below List Price
      • $176/SF
      • 111 Days On Market
      • Last Sold Price $225,000
      • Nov 07, 2024

      Last Listing Agent Oona Madden Berkley & Veller Greenwood Country

  • /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
  • /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 $704,325

    Last Listing Agent Judy Dickison

    6235 Grafton Rd, Grafton, VT 05146
    • /5

      Est $168,194 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

      • 2% Above List Price
      • $66/SF
      • 45 Days On Market
      • Last Sold Price $165,000
      • Apr 10, 2024

      Last Listing Agent Kimberly Dubois Matson KW Realty

  • /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
  • /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
    • /9

      Est $205,824 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

      • 117% Above List Price
      • $41/SF
      • 6 Days On Market
      • Last Sold Price $95,000
      • May 26, 2023

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • /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
  • /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
    • /8

      Est $146,772 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

      • 319% Above List Price
      • $25/SF
      • 12 Days On Market
      • Last Sold Price $35,000
      • Oct 31, 2023

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

  • /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
  • /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
    • /21

      Est $154,663 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

      • 41% Above List Price
      • $49/SF
      • 21 Days On Market
      • Last Sold Price $110,000
      • Sep 12, 2023

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  • /41

    $429,000 Pending

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

    387 Meadowbrook Rd, Brattleboro, VT 05301

    This West Brattleboro ranch style home is situated in that sought after "just outside of town" location with the hard-to-find combination of convenient proximity to the necessities and out the door access to walks on quiet country roads including the trails around the Pleasant Valley Reservoir just short drive up the road. The house has had two renovations in the past 20 years (2006 & 2015/16)

    Chris Long BHG Masiello Brattleboro

    387 Meadowbrook Rd, Brattleboro, VT 05301
  • /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 $199,046

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • /33

      Est $294,402 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

      • 9% Below List Price
      • $133/SF
      • 6 Days On Market
      • Last Sold Price $325,000
      • Oct 21, 2024

      Last Listing Agent Jamie Watson BHG Masiello Keene

  • /20

    $90,100

    • Land
    • 21,780 Sq Ft
    • $180,200 per Acre

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363

    A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
  • /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
    • /22

      Est $270,468 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

      • 9% Above List Price
      • $167/SF
      • 13 Days On Market
      • Last Sold Price $248,500
      • Jun 06, 2024

      Last Listing Agent Linda Benoit Highland Realty

  • /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
  • /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 $620,376

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    24 Bluebrook Rd, Dover, VT 05356
    • /34

      Est $291,857 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

      • 1% Above List Price
      • $166/SF
      • 7 Days On Market
      • Last Sold Price $290,000
      • Dec 06, 2024

      Last Listing Agent Erin McCormick KW Vermont

Showing Results 521 - 560, Page 14 of 18

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