31,018

Windham County, VT Homes

Section Image
    • /26

      Est $309,260

      Not Listed For Sale

      656 Tyler Hill Rd, Vernon, VT 05354

      • 3 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1983
      656 Tyler Hill Rd, Vernon, VT 05354

      Last Sold Summary

      • 140 Days On Market

  • /2

    $154,900

    $44K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,710 Sq Ft

    29 Stable Rd, Wilmington, VT 05363

    The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

    Mark Yule BHG Masiello Brattleboro

    29 Stable Rd, Wilmington, VT 05363
  • /37

    $496,000

    Sold Jun 29, 2026

    313 S Pine Banks Rd, Putney, VT 05346

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 2001

    Last Sold Summary

    • $323/SF
    • 52 Days On Market

    Current Estimated Value $487,654

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    313 S Pine Banks Rd, Putney, VT 05346
    • /40

      Est $591,649

      Not Listed For Sale

      129 Adams Hill Rd Unit 27, South Newfane, VT 05351

      • 5 Beds
      • 4 Baths
      • 2,348 Sq Ft
      • Built 1972
      129 Adams Hill Rd Unit 27, South Newfane, VT 05351

      Last Sold Summary

      • 5 Days On Market

  • /21

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,053 Sq Ft

    180 Debbie Higgins Ln, Wardsboro, VT 05355

    Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two

    Patrice Schneider Southern Vermont Realty Group

    180 Debbie Higgins Ln, Wardsboro, VT 05355
  • /35

    $510,000

    Sold Apr 17, 2026

    104 Karen Day Rd, Halifax, VT 05342

    • 4 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Built 1860

    Last Sold Summary

    • 12% Below List Price
    • $327/SF
    • 127 Days On Market

    Last Listing Agent Chris Long BHG Masiello Brattleboro

    104 Karen Day Rd, Halifax, VT 05342
    • /31

      Est $357,989

      Not Listed For Sale

      47 Sherwood Cir, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1995
      47 Sherwood Cir, Brattleboro, VT 05301

      Last Sold Summary

      • 38 Days On Market

  • /60

    $454,999

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363

    On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities Chimney

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
  • /16

    $600,000

    Sold Nov 07, 2025

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $655/SF
    • 198 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    • /18

      Est $352,927

      Not Listed For Sale

      7 Center Rd, Wilmington, VT 05363

      • 3 Beds
      • 1.5 Baths
      • 1,302 Sq Ft
      • Built 1965
      7 Center Rd, Wilmington, VT 05363

      Last Sold Summary

      • 3 Days On Market

  • /37

    $690,000

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,635 Sq Ft

    341 Under the Mountain Rd, Londonderry, VT 05148

    Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

    Andy Reed Four Seasons Sotheby's Int'l Realty

    341 Under the Mountain Rd, Londonderry, VT 05148
  • /53

    $339,000

    Sold Nov 07, 2025

    150 Williams St, Londonderry, VT 05148

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Below List Price
    • $260/SF
    • 71 Days On Market

    Current Estimated Value $338,149

    Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

    150 Williams St, Londonderry, VT 05148
    • /35

      Est $374,981

      Not Listed For Sale

      31 Brook St, Whitingham, VT 05361

      • 4 Beds
      • 1.5 Baths
      • 1,783 Sq Ft
      • Built 1987
      31 Brook St, Whitingham, VT 05361

      Last Sold Summary

      • 6 Days On Market

  • /38

    $309,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    48 Carriage Hill Rd, Brattleboro, VT 05301

    ***Open House Sunday 7/19 from 11am-1pm** Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season

    Jonathan Griffus BHG Masiello Keene

    48 Carriage Hill Rd, Brattleboro, VT 05301
  • /40

    $224,900

    Sold Oct 10, 2025

    11F Snow Tree Ln Unit F, Dover, VT 05356

    • 1 Bed
    • 2 Baths
    • 848 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $265/SF
    • 96 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    11F Snow Tree Ln Unit F, Dover, VT 05356
    • /43

      Est $328,257

      Not Listed For Sale

      185 Harrington Rd, Putney, VT 05346

      • 3 Beds
      • 3 Baths
      • 1,988 Sq Ft
      • Built 2011
      185 Harrington Rd, Putney, VT 05346

      Last Sold Summary

      • 11 Days On Market

  • /7

    $65,000

    $10K PRICE DROP
    • Land
    • 20.8 Acres
    • $3,125 per Acre

    0 Hunter Brook Rd, Marlboro, VT 05344

    *Please do not go onto the neighbors driveways.* Deep into Marlboro, on a seasonal rd, set up camp and fall asleep to the white noise of the brook. The campsite is flat, right off the road and then the land slopes upward. At the back there is a shared pond site.Hunter Brook Rd is not maintained in the wintertime, from the Marlboro side; you'll need to snowmobile, ski or walk in.

    Victoria Woods Brattleboro Area Realty

    0 Hunter Brook Rd, Marlboro, VT 05344
  • /28

    $277,000

    Sold Apr 23, 2026

    15 West St, Brattleboro, VT 05301

    • 4 Beds
    • 1 Bath
    • 1,374 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $202/SF
    • 5 Days On Market

    Current Estimated Value $279,113

    Last Listing Agent Liz LaVorgna Brattleboro Area Realty

    15 West St, Brattleboro, VT 05301
    • /34

      Est $381,801

      Not Listed For Sale

      51 Apple Blossom Ln, Grafton, VT 05146

      • 3 Beds
      • 2.5 Baths
      • 1,600 Sq Ft
      • Built 1975
      51 Apple Blossom Ln, Grafton, VT 05146

      Last Sold Summary

      • 27 Days On Market

  • /20

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,726 Sq Ft

    4A Suntec Loop Unit 4A, Dover, VT 05356

    Beautiful woodsy Suntec townhome just down from the base of the Mount Snow ski resort. This spacious 3 bedroom plus loft townhome sits about a mile south of Mount Snow, with the development having direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has a large open concept floor plan with living room with wood burning fireplace and brick

    Adam Palmiter Berkley & Veller Greenwood/Dover

    4A Suntec Loop Unit 4A, Dover, VT 05356
  • /33

    $280,000

    Sold Jul 17, 2026

    36 Green St, Bellows Falls, VT 05101

    • 4 Beds
    • 1.5 Baths
    • 1,638 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $171/SF
    • 2 Days On Market

    Current Estimated Value $246,787

    Last Listing Agent Wilma Skovinski Berkley & Veller Greenwood Country

    36 Green St, Bellows Falls, VT 05101
    • /26

      Est $318,272

      Not Listed For Sale

      240 S Main St, Brattleboro, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,948 Sq Ft
      • Built 1865
      240 S Main St, Brattleboro, VT 05301

      Last Sold Summary

      • 18 Days On Market

  • /60

    $795,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    104 Juniper Ridge Rd, Brattleboro, VT 05301

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    104 Juniper Ridge Rd, Brattleboro, VT 05301
  • /55

    $479,000

    Sold Aug 22, 2025

    1 Dorr Fitch Rd, Dover, VT 05356

    • 4 Beds
    • 3 Baths
    • 2,566 Sq Ft
    • Built 1900

    Last Sold Summary

    • $187/SF
    • 1 Day On Market

    Current Estimated Value $451,160

    Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

    1 Dorr Fitch Rd, Dover, VT 05356
    • /14

      Est $249,750

      Not Listed For Sale

      202 Canal St, Brattleboro, VT 05301

      • Studio
      • 2 Baths
      • 2,708 Sq Ft
      • Built 1910
      202 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 6 Days On Market

  • /8

    $59,000

    $16K PRICE DROP
    • Land
    • 1.1 Acres
    • $53,636 per Acre

    2 Johnson Hill, Dover, VT 05356

    Private 1.10 +/- Acre lot in Dover Hills VT. #WW-2-2888 Permit in place. Trinity Engineering did the engineering and the lot was approved for a three bedroom dwelling.

    Janet Boyd Boyd Real Estate

    2 Johnson Hill, Dover, VT 05356
  • /60

    $615,000

    Sold Jul 07, 2026

    75 Westminster Rd, Putney, VT 05346

    • 4 Beds
    • 3 Baths
    • 2,408 Sq Ft
    • Built 1820

    Last Sold Summary

    • 5% Below List Price
    • $255/SF
    • 37 Days On Market

    Last Listing Agent Rebecca Hiam Southern Vermont Realty Group

    75 Westminster Rd, Putney, VT 05346
    • /25

      Est $297,997

      Not Listed For Sale

      8 Route 35, Athens, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,106 Sq Ft
      • Built 1980
      8 Route 35, Athens, VT 05143

      Last Sold Summary

      • 12 Days On Market

  • /56

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    136 Yeaw Rd, Dover, VT 05341

    A property that truly must be seen to be appreciated, this exceptional Southern Vermont home offers the perfect balance of privacy and convenience, just minutes from Mount Snow and the village of West Dover. Filled with natural light and hardwood floors, the home offers spaces designed for both comfortable everyday living and entertaining. The beautifully renovated primary suite features a

    Amy Carson Lowe's Real Estate, LLC

    136 Yeaw Rd, Dover, VT 05341
  • /13

    $91,500

    Sold May 20, 2026

    78 Captain Copeland Rd, Dover, VT 05341

    • Land
    • 10.05 Acres
    • $9,104 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 3 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    78 Captain Copeland Rd, Dover, VT 05341
    • /27

      Est $287,208

      Not Listed For Sale

      239 Breezy Acres Dr, Vernon, VT 05354

      • 3 Beds
      • 1.5 Baths
      • 1,941 Sq Ft
      • Built 1992
      239 Breezy Acres Dr, Vernon, VT 05354

      Last Sold Summary

      • 9 Days On Market

  • /28

    $425,000

    Under Contract
    • 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
  • /30

    $1,000,000

    Sold Jan 30, 2026

    585 Pleasant Valley Rd, Jamaica, VT 05343

    • Land
    • 108 Acres
    • $9,259 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 293 Days On Market

    Current Estimated Value $998,900

    Last Listing Agent Britt Wohler

    585 Pleasant Valley Rd, Jamaica, VT 05343
    • /16

      Est $314,653

      Not Listed For Sale

      3128 Windham Hill Rd, West Townshend, VT 05359

      • 2 Beds
      • 2 Baths
      • 1,499 Sq Ft
      • Built 1835
      3128 Windham Hill Rd, West Townshend, VT 05359

      Last Sold Summary

      • 11 Days On Market

  • /4

    $59,000

    • Land
    • 3.3 Acres
    • $17,879 per Acre

    0 Hunt Rd, Wardsboro, VT 05355

    Discover the perfect canvas for your Vermont dream home on this newly created 3.3-acre parcel in Wardsboro. Tucked away in a peaceful, private setting, you’ll enjoy the quiet beauty of the surrounding woods while still being within easy reach of some of Southern Vermont’s most sought-after destinations. Spend your winters skiing at Mount Snow or Stratton Mountain Resort, and take advantage of

    Mike Masters Four Seasons Sotheby's Int'l Realty

    0 Hunt Rd, Wardsboro, VT 05355
  • /44

    $359,350

    Sold Sep 26, 2025

    399 Laurel Lake Rd, Jacksonville, VT 05342

    • 2 Beds
    • 3 Baths
    • 1,696 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Below List Price
    • $212/SF
    • 17 Days On Market

    Current Estimated Value $359,118

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    399 Laurel Lake Rd, Jacksonville, VT 05342
    • /28

      Est $598,938

      Not Listed For Sale

      5852 Windham Hill Rd, West Townshend, VT 05359

      • 4 Beds
      • 5 Baths
      • 3,854 Sq Ft
      • Built 1911
      5852 Windham Hill Rd, West Townshend, VT 05359

      Last Sold Summary

      • 60 Days On Market

  • /40

    $349,000

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    442 Brookline Rd, Newfane, VT 05345

    MOTIVATED SELLER! Welcome to the Green Mountains! Nestled on 12.8 private acres, this quintessential, one-of-a-kind timber frame cabin offers a rare blend of craftsmanship and nature. Bordering the protected Pinnacle Association preserve, you can walk right out your front door to explore amazing trails and local wildlife. Lovingly constructed by local artist and builder Nathan Guest, the home’s

    Kristen Ziter Taylor Brattleboro Area Realty

    442 Brookline Rd, Newfane, VT 05345
  • /42

    $590,000

    Sold May 18, 2026

    299 Sunset Lake Rd, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,995 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $296/SF
    • 21 Days On Market

    Current Estimated Value $541,194

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    299 Sunset Lake Rd, Brattleboro, VT 05301
    • /25

      Est $690,056

      Not Listed For Sale

      1245 Burbee Pond Rd, West Townshend, VT 05359

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1973
      1245 Burbee Pond Rd, West Townshend, VT 05359

      Last Sold Summary

      • 270 Days On Market

Showing Results 281 - 320, Page 8 of 18

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