30,889

Windham County, VT Homes

Section Image
    • /24

      Est $199,323

      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

      • 26 Days On Market

  • /29

    $789,000

    • 5 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    15 Sawmill Village Way, Dover, VT 05356

    Beautiful contemporary farmhouse in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This bright and airy farmhouse design sits on a private level lot, and has been completely renovated to be turn key for immediate enjoyment. The interior boasts a vaulted living room with large windows, great natural light, and a gas fireplace, there is an updated chefs

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Sawmill Village Way, 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 $232,366

      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

      • 4 Days On Market

  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 35 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 35 Woodsman 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
    • /18

      Est $243,345

      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

      • 7 Days On Market

  • /15

    $685,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    1176 E Dover Rd, Wardsboro, VT 05355

    Tucked away at the end of a winding private drive, this captivating Dan MacArthur post-and-beam home is a testament to three decades of meticulous care. Offering the ease of single-level living, the open-concept interior radiates warmth—from the charming timber frames to the cozy woodstove insert perfect for winter nights. Upstairs, a private bedroom serves as a peaceful sanctuary for guests. The

    Thomas Dahlin Berkley & Veller Greenwood Country

    1176 E Dover Rd, Wardsboro, VT 05355
  • /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 $247,873

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • /29

      Est $335,605

      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

      • 19 Days On Market

  • /60

    $2,495,000

    $394K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,400 Sq Ft

    56 Handle Rd, Dover, VT 05356

    Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood

    Rich Caplan Deerfield Valley Real Estate

    56 Handle Rd, Dover, VT 05356
  • /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
    • /36

      Est $299,686

      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

      • 12 Days On Market

  • /10

    $165,000

    $60K PRICE DROP
    • Land
    • 9.45 Acres
    • $17,460 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, 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 $612,871

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    24 Bluebrook Rd, Dover, VT 05356
    • /27

      Est $258,155

      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

      • 224 Days On Market

  • /31

    $475,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    30 Chapin St, Brattleboro, VT 05301

    Set among a row of classic “painted ladies” on picturesque Chapin Street, this gracious Victorian home offers timeless charm just a short stroll from a vibrant downtown. A welcoming front yard with picket fencing and a stone walkway sets the tone, while the rear yard is fenced and features a large covered porch with access to the 2 car garage, which includes overhead storage. Enter through the

    Robert Doyle Berkley & Veller Greenwood Country

    30 Chapin St, Brattleboro, VT 05301
  • /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 $182,398

    Last Listing Agent Rich Caplan Deerfield Valley Real Estate

    290 Old Mill Ln, Wilmington, VT 05363
    • /26

      Est $233,164

      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

      • 6 Days On Market

  • /18

    $285,000

    $35K PRICE DROP
    • 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
  • /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
    • /35

      Est $363,806

      Not Listed For Sale

      14 Webb Terrace, Bellows Falls, VT 05101

      • 4 Beds
      • 3 Baths
      • 2,449 Sq Ft
      • Built 1883
      14 Webb Terrace, Bellows Falls, VT 05101

      Last Sold Summary

      • 121 Days On Market

  • /22

    $110,000

    • Land
    • 2.5 Acres
    • $44,000 per Acre

    69 Old Haven Ln, Putney, VT 05346

    Nestled in an idyllic setting at 69 Old Haven Lane, this exceptional building lot offers a rare opportunity to bypass the typical hurdles of new construction and start bringing your vision to life immediately. Located in a sought-after and peaceful pocket of Putney, this property perfectly balances the privacy of a country retreat with the convenience of an excellent location. Much of the

    Kate Barry EXP Realty

    69 Old Haven Ln, Putney, VT 05346
  • /54

    $585,000

    Sold Mar 19, 2026

    87 Townshend Rd, Grafton, VT 05146

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1874

    Last Sold Summary

    • 16% Below List Price
    • $325/SF
    • 196 Days On Market

    Current Estimated Value $486,887

    Last Listing Agent Erin McCormick KW Vermont

    87 Townshend Rd, Grafton, VT 05146
    • /38

      Est $346,886

      Not Listed For Sale

      426 Missing Link Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 2,248 Sq Ft
      • Built 1852
      426 Missing Link Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 19 Days On Market

  • /14

    $50,000

    • Land
    • 12,632 Sq Ft
    • $172,414 per Acre

    41 Country Club Rd, Wilmington, VT 05363

    Set on 0.29 acres along a quiet dead-end, town-maintained paved road, this property offers a convenient and peaceful setting. The driveway is already in place, electric underground service is on site, and a natural spring is located on the property. Town sewer is available for hookup just down the street, making future improvements even easier. Nearby access to the VAST Trails. Included in the

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    41 Country Club Rd, Wilmington, VT 05363
  • /26

    $280,000

    Sold May 12, 2026

    946 Huckle Hill Rd, Vernon, VT 05354

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1975

    Last Sold Summary

    • 6% Below List Price
    • $179/SF
    • 5 Days On Market

    Current Estimated Value $301,625

    Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

    946 Huckle Hill Rd, Vernon, VT 05354
    • /40

      Est $386,678

      Not Listed For Sale

      355 Missing Link Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft
      • Built 1780
      355 Missing Link Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 32 Days On Market

  • /27

    $1,450,000

    • Land
    • 201.4 Acres
    • $7,200 per Acre

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360

    Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

    Chris Lowe Lowe's Real Estate, LLC

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360
  • /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 $326,821

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    134 Vt Route 30, Newfane, VT 05345
    • /25

      Est $404,456

      Not Listed For Sale

      9 Old River Rd, Bellows Falls, VT 05101

      • 3 Beds
      • Built 1973
      9 Old River Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 172 Days On Market

  • /34

    $609,000

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    OPEN HOUSE-Monday, May 25 from 2:00 - 4:00. Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • /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
    • /15

      Est $371,702

      Not Listed For Sale

      157 Parker Hill Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1978
      157 Parker Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 67 Days On Market

  • /30

    $698,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    10 Grouse Ln, Dover, VT 05356

    Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer.Step inside to find a warm and inviting interior, highlighted by

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    10 Grouse Ln, Dover, VT 05356
  • /11

    $615,000

    Sold Apr 15, 2026

    18 Ober Tal Dr Unit F32, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $586/SF
    • 0 Days On Market

    Current Estimated Value $598,042

    Last Listing Agent Edwin Kevil Stratton Real Estate

    18 Ober Tal Dr Unit F32, Stratton, VT 05360
    • /26

      Est $223,313

      Not Listed For Sale

      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,848 Sq Ft
      • Built 1968
      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 119 Days On Market

  • /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
  • /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 $400,651

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
    • /28

      Est $405,416

      Not Listed For Sale

      125 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1988
      125 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 14 Days On Market

Showing Results 561 - 600, Page 15 of 18

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