31,018

Windham County, VT Homes

Section Image
  • /37

    $685,000

    Sold May 15, 2026

    43C Dover Springs Ln, Dover, VT 05356

    • 3 Beds
    • 3.5 Baths
    • 2,842 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Below List Price
    • $241/SF
    • 91 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    43C Dover Springs Ln, Dover, VT 05356
    • /38

      Est $282,114

      Not Listed For Sale

      52 Green St, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 2,178 Sq Ft
      • Built 1820
      52 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 5 Days On Market

  • /28

    $675,000

    • 5 Beds
    • 2 Baths
    • 3,144 Sq Ft

    23 Burchard Rd, Dover, VT 05356

    Beautiful contemporary farmhouse with mountain views just a short drive from the Mount Snow ski resort and country village of Wilmington. This home sits conveniently on a level lot with tremendous privacy, but with sewer for peace of mind, high speed internet for easy of use, and shuttle service at the bottom of the street for great mountain access. Thanks to a private lot abutting larger

    Adam Palmiter Berkley & Veller Greenwood/Dover

    23 Burchard Rd, Dover, VT 05356
  • /46

    $615,000

    Sold Jun 26, 2026

    143 Hillwinds Rd, Brattleboro, VT 05301

    • 5 Beds
    • 3.5 Baths
    • 2,520 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $244/SF
    • 25 Days On Market

    Current Estimated Value $621,469

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    143 Hillwinds Rd, Brattleboro, VT 05301
    • /39

      Est $240,881

      Not Listed For Sale

      46 Green St, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,704 Sq Ft
      • Built 1890
      46 Green St, Bellows Falls, VT 05101

      Last Sold Summary

      • 49 Days On Market

  • /60

    $885,000

    • 4 Beds
    • 3.5 Baths
    • 3,154 Sq Ft

    157 Old Sawmill Rd, Londonderry, VT 05148

    Nestled in a peaceful Londonderry setting, 157 Old Sawmill Road offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Surrounded by nature, the property enjoys direct access to trails leading to

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    157 Old Sawmill Rd, Londonderry, VT 05148
  • /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 $658,432

    Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

    395 Hillwinds Rd, Brattleboro, VT 05301
    • /40

      Est $389,476

      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

      • 38 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
  • /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 $151,302

    Last Listing Agent Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
    • /37

      Est $386,116

      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

      • 9 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
  • /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
    • /25

      Est $245,868

      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

      • 48 Days On Market

  • /14

    $945,000

    • 2 Beds
    • 1.5 Baths
    • 2,721 Sq Ft

    51 Dusty Ridge Rd, Putney, VT 05346

    Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting. The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    51 Dusty Ridge Rd, Putney, VT 05346
  • /28

    $450,000

    Sold Jun 03, 2026

    47 Ives Rd, Wilmington, VT 05363

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft
    • Built 1969

    Last Sold Summary

    • 28% Below List Price
    • $201/SF
    • 384 Days On Market

    Current Estimated Value $505,296

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    47 Ives Rd, Wilmington, VT 05363
    • /43

      Est $310,535

      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

      • 8 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
  • /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
    • /40

      Est $270,423

      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

      • 30 Days On Market

  • /12

    $285,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    455 S Main St, Brattleboro, VT 05301

    Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

    Christine Lewis Brattleboro Area Realty

    455 S Main St, Brattleboro, VT 05301
  • /43

    $1,325,000

    Sold Jun 26, 2026

    156 W Lake Rd, Wilmington, VT 05363

    • 3 Beds
    • 4 Baths
    • 2,944 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Above List Price
    • $450/SF
    • 38 Days On Market

    Current Estimated Value $1,301,160

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    156 W Lake Rd, Wilmington, VT 05363
    • /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

      • 201 Days On Market

  • /18

    $285,000

    $35K PRICE DROP Pending
    • 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
  • /21

    $345,000

    Sold Jul 17, 2026

    801 Newton Rd, Vernon, VT 05354

    • 4 Beds
    • 2 Baths
    • 1,742 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $198/SF
    • 199 Days On Market

    Current Estimated Value $294,831

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    801 Newton Rd, Vernon, VT 05354
    • /33

      Est $223,069

      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

      • 24 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. Nearby access to the VAST Trails. Included in the sale is a 2015 Jayco Eagle Premier RV, providing comfortable seasonal living or a ready-made

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    41 Country Club Rd, Wilmington, VT 05363
  • /48

    $23,500

    Sold Feb 02, 2026

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356

    • 1 Bed
    • 2 Baths
    • 941 Sq Ft
    • Built 1998

    Last Sold Summary

    • 16% Below List Price
    • $25/SF
    • 75 Days On Market

    Last Listing Agent Donna Brown Skihome Realty

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356
    • /40

      Est $325,141

      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

      • 23 Days On Market

  • /30

    $100,000

    $10K PRICE DROP
    • Land
    • 2.5 Acres
    • $40,000 per Acre

    69 Old Haven Ln, Putney, VT 05346

    Escape to your own slice of Vermont paradise with this exceptional land offering on Old Haven Lane in highly desirable Putney. This serene, pristine lot offers the perfect canvas for your custom home, tucked away for ultimate privacy yet completely accessible to Putney’s vibrant town center, local schools, and cultural landmarks. Whether you are looking to hold a premium piece of land or break

    Kate Barry EXP Realty

    69 Old Haven Ln, Putney, VT 05346
  • /26

    $20,000

    Sold Sep 26, 2025

    215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356

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

    Last Sold Summary

    • 45% Below List Price
    • $30/SF
    • 304 Days On Market

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
    • /33

      Est $251,505

      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

      • 42 Days On Market

  • /27

    $1,450,000

    Under Contract
    • 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
  • /35

    $840,000

    Sold Apr 15, 2026

    49 Greenspring Rd, Dover, VT 05356

    • 4 Beds
    • 4 Baths
    • 2,816 Sq Ft
    • Built 1987

    Last Sold Summary

    • $298/SF
    • 3 Days On Market

    Current Estimated Value $830,880

    Last Listing Agent Melissa Ellis Southern Vermont Realty Group

    49 Greenspring Rd, Dover, VT 05356
    • /18

      Est $220,663

      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

      • 111 Days On Market

  • /36

    $599,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    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 winter skiing and riding to relaxing summer

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • /21

    $132,000

    Sold Dec 05, 2025

    19 Western Ave, Brattleboro, VT 05301

    • Land
    • 16,988 Sq Ft
    • $338,462 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Current Estimated Value $143,363

    Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

    19 Western Ave, Brattleboro, VT 05301
    • /5

      Est $206,232

      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

      • 45 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
  • /39

    $350,000

    Sold Mar 06, 2026

    230 Three Dog Ln, Westminster, VT 05346

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 1977

    Last Sold Summary

    • $168/SF
    • 11 Days On Market

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    230 Three Dog Ln, Westminster, VT 05346

Showing Results 601 - 640, Page 16 of 18

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