30,780

Windham County, VT Homes

Section Image
  • /37

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    4 Sportscenter Village Way Unit B33, West Dover, VT 05356

    Meticulously maintained and updated, rare to come on the market, top-floor 2-bedroom, 2-bath condo located in the Seasons on Mount Snow trailside community! A two-level unit featuring a primary ensuite on the main level and a bedroom with an ensuite on the second level. Newer appliances, granite kitchen counters, a tastefully renovated primary ensuite bathroom, and plush carpeting are some of the

    Patricia Fitzpatrick Skihome Realty

    4 Sportscenter Village Way Unit B33, West Dover, VT 05356
  • /32

    $4,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    194 Main St, Grafton, VT 05146

    VACATION RENTAL. In the center of Grafton Village find the refined Phebe Frost house. Beautifully maintained and thoughtfully decorated, spend some special time in Vermont! Lovely features include wood floors, double sided fireplace in living and dining, comfortable family room/den and stocked pantry. Delightful master suite on main floor and two additional bedrooms bookend a full bath upstairs.

    Jessica Landers Barrett and Valley Associates Inc.

    194 Main St, Grafton, VT 05146
  • /2

    $700,000 Sold Jul 21, 2025

    40 Founders Hill Rd, Stratton, VT 05360

    • 4 Beds
    • 2 Baths
    • 1,084 Sq Ft
    • Built 1960

    Last Sold Summary

    • $646/SF
    • 0 Days On Market

    Current Estimated Value $706,145

    Last Listing Agent Margretta Fischer Wohler Realty Group

    40 Founders Hill Rd, Stratton, VT 05360
    • /30

      Est $611,977 Not Listed For Sale

      79 Wilmington Heights, Wilmington, VT 05363

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1987
      79 Wilmington Heights, Wilmington, VT 05363

      Last Sold Summary

      • 9% Below List Price
      • $305/SF
      • 97 Days On Market
      • Last Sold Price $670,000
      • May 15, 2024

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /14

    $120,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    60 Brookside Dr Unit 1, Brattleboro, VT 05301

    Rare opportunity to own a desirable end-unit condo in a prime Brattleboro location, priced to sell. This well-maintained unit offers added privacy and natural light, along with a private deck overlooking the river, creating a peaceful setting to relax and enjoy the surrounding landscape. Ideally situated within walking distance to the Brattleboro Farmers Market, Memorial Park, and the Vermont

    Morriah Adams BHG Masiello Brattleboro

    60 Brookside Dr Unit 1, Brattleboro, VT 05301
  • /48

    $750,000 Sold Aug 14, 2025

    573 Middletown Rd, Londonderry, VT 05148

    • 4 Beds
    • 3.5 Baths
    • 2,573 Sq Ft
    • Built 1989

    Last Sold Summary

    • 18% Below List Price
    • $291/SF
    • 141 Days On Market

    Current Estimated Value $769,107

    Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    573 Middletown Rd, Londonderry, VT 05148
    • /30

      Not Listed For Sale

      30 Styles Branch Rd Unit 309, Stratton, VT 05360

      • 5 Beds
      • 4 Baths
      • 2,088 Sq Ft
      • Built 1979
      30 Styles Branch Rd Unit 309, Stratton, VT 05360

      Last Sold Summary

      • $244/SF
      • 9 Days On Market
      • Last Sold Price $510,000
      • May 05, 2023

      Last Listing Agent Stephen Coombs Stratton Real Estate

  • /48

    $510,000

    • 3 Beds
    • 3 Baths
    • 3,420 Sq Ft

    27 Ray Hill Rd, Wilmington, VT 05363

    Located in a desirable setting that offers both privacy and the convenience of walking to the quaint village of downtown Wilmington, this spacious country home is full of potential. The home features a large, light-filled kitchen with plenty of space for cooking and gathering. The original post-and-beam barn, which was moved to the property, has been converted into a generous living and dining

    Monica Sumner BHG Masiello Brattleboro

    27 Ray Hill Rd, Wilmington, VT 05363
  • /44

    $640,000 Sold Apr 25, 2025

    13 Winhall Station Rd, Londonderry, VT 05155

    • 7 Beds
    • 4 Baths
    • 3,988 Sq Ft
    • Built 1942

    Last Sold Summary

    • 1% Below List Price
    • $160/SF
    • 52 Days On Market

    Current Estimated Value $673,784

    Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

    13 Winhall Station Rd, Londonderry, VT 05155
    • /26

      Not Listed For Sale

      1 Wildwood Dr, West Brattleboro, VT 05301

      • 2 Beds
      • 1 Bath
      • 962 Sq Ft
      • Built 1977
      1 Wildwood Dr, West Brattleboro, VT 05301

      Last Sold Summary

      • $82/SF
      • 12 Days On Market
      • Last Sold Price $79,000
      • May 29, 2024

      Last Listing Agent Victoria Woods Brattleboro Area Realty

  • /29

    $469,000

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    33D White Oaks Loop Unit 38, Dover, VT 05356

    Owners will consider offers. Nicely updated and uniquely private Timber Creek end-unit townhome with easy access and winter ski trail views. Ideally located directly across from the upper entrance to Mount Snow, Timber Creek offers shuttle service from your front door to the base area, along with convenient on-site management, exterior maintenance, snow removal, landscaping, and more. The

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33D White Oaks Loop Unit 38, Dover, VT 05356
  • /35

    $120,000 Sold Mar 20, 2026

    406 Fox Mountain Rd, Wilmington, VT 05363

    • Land
    • 1.52 Acres
    • $78,947 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 302 Days On Market

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    406 Fox Mountain Rd, Wilmington, VT 05363
    • /32

      Not Listed For Sale

      97 Stratton Dr, Townshend, VT 05353

      • 5 Beds
      • 4.5 Baths
      • 3,529 Sq Ft
      • Built 1830
      97 Stratton Dr, Townshend, VT 05353

      Last Sold Summary

      • $174/SF
      • 118 Days On Market
      • Last Sold Price $615,000
      • Nov 07, 2024

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /41

    $899,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    9 Windham Way, Dover, VT 05356

    This upgraded new style Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A well updated 4+ bedroom, 4 bath unit with lots of bonus space, many recent updates and unique features. These include an open concept great room with vaulted ceiling, sunny exposure and sunset/ski trail views, wood burning fireplace unique against

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Windham Way, Dover, VT 05356
  • /44

    $500,000 Sold Jul 07, 2025

    19 Grimes Hill Rd, Newfane, VT 05345

    • 4 Beds
    • 3.5 Baths
    • 3,588 Sq Ft
    • Built 1840

    Last Sold Summary

    • 13% Below List Price
    • $139/SF
    • 40 Days On Market

    Current Estimated Value $510,358

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    19 Grimes Hill Rd, Newfane, VT 05345
    • /21

      Est $313,169 Not Listed For Sale

      443 Dover Rd, Newfane, VT 05351

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1996
      443 Dover Rd, Newfane, VT 05351

      Last Sold Summary

      • 4% Below List Price
      • $284/SF
      • 8 Days On Market
      • Last Sold Price $325,000
      • Jun 20, 2023

      Last Listing Agent Amy Powling BHG Masiello Brattleboro

  • /24

    $680,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    761 Stratton Mountain Access Rd Unit 322, Stratton, VT 05360

    *** Stratton Club *** Stratton Club *** Stratton Club ***Owner will resign from the STRATTON MOUNTAIN CLUB so the buyer can join right away!Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #322 is one of the

    Andrew King Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 322, Stratton, VT 05360
  • /26

    $40,000 Sold Sep 17, 2025

    00 E Putney Falls Rd, Putney, VT 05346

    • Land
    • 1.5 Acres
    • $26,667 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 76 Days On Market

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    00 E Putney Falls Rd, Putney, VT 05346
    • /35

      Est $585,987 Not Listed For Sale

      10 Lower Highlands Rd, Dover, VT 05356

      • 6 Beds
      • 3.5 Baths
      • 2,517 Sq Ft
      • Built 1970
      10 Lower Highlands Rd, Dover, VT 05356

      Last Sold Summary

      • $233/SF
      • 126 Days On Market
      • Last Sold Price $587,500
      • Jan 14, 2025

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /30

    $495,000

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

    313 S Pine Banks Rd, Putney, VT 05346

    Experience the Magic of Putney, Vermont. Discover a private sanctuary in the heart of Vermont’s "Craft Capital." This meticulously maintained ranch offers the perfect blend of secluded country living and proximity to Putney’s vibrant cultural hub. Known for its world-class arts scene, organic farms, Yellow Barn Music, Next Stage Arts, Putney COOP, and iconic institutions like Sandglass Theater

    Thomas Dahlin Berkley & Veller Greenwood Country

    313 S Pine Banks Rd, Putney, VT 05346
  • /13

    $375,000 Sold Dec 18, 2025

    62 Westminster Rd, Putney, VT 05346

    • 2,293 Sq Ft
    • Built 1850

    Last Sold Summary

    • $164/SF
    • 20 Days On Market

    Current Estimated Value $388,519

    Last Listing Agent Lily Gautot Greenwald Realty Group

    62 Westminster Rd, Putney, VT 05346
    • /19

      Not Listed For Sale

      43 High Point Dr Unit D23, Stratton, VT 05360

      • 2 Beds
      • 2 Baths
      • 1,130 Sq Ft
      • Built 1983
      43 High Point Dr Unit D23, Stratton, VT 05360

      Last Sold Summary

      • $336/SF
      • 8 Days On Market
      • Last Sold Price $380,000
      • Oct 06, 2023

      Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  • /60

    $650,000

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

    75 Westminster Rd, Putney, VT 05346

    This charming historic Colonial just moments from Putney Village, blends timeless character with thoughtful updates. This 4-bedroom, 3-bath home features a spacious, open kitchen highlighted by an antique brick hearth, perfect for gathering and entertaining. The flexible floor plan includes a first-floor bedroom with an ensuite full bath and its own separate entrance, offering excellent potential

    Rebecca Hiam Southern Vermont Realty Group

    75 Westminster Rd, Putney, VT 05346
  • /50

    $300,000 Sold Mar 16, 2026

    756 Turkey Mountain Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,468 Sq Ft
    • Built 1996

    Last Sold Summary

    • 6% Below List Price
    • $204/SF
    • 19 Days On Market

    Current Estimated Value $317,161

    Last Listing Agent Jacki Murano Southern Vermont Realty Group

    756 Turkey Mountain Rd, Jamaica, VT 05343
    • /40

      Est $551,420 Not Listed For Sale

      2900 Route 121 E, Grafton, VT 05146

      • 3 Beds
      • 2 Baths
      • 1,613 Sq Ft
      • Built 2006
      2900 Route 121 E, Grafton, VT 05146

      Last Sold Summary

      • 5% Below List Price
      • $358/SF
      • 6 Days On Market
      • Last Sold Price $578,000
      • Jul 30, 2024

      Last Listing Agent Susan LeCours Barrett & Valley Assoc. Inc

  • /60

    $479,000

    • 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
  • /19

    $632,500 Sold May 30, 2025

    210 Old Mill Ln, Wilmington, VT 05363

    • 2 Beds
    • 1 Bath
    • 2,304 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 64 Days On Market

    Current Estimated Value $640,714

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    210 Old Mill Ln, Wilmington, VT 05363
    • /34

      Est $783,647 Not Listed For Sale

      5 Rice Hill Rd, Dover, VT 05341

      • 4 Beds
      • 3.5 Baths
      • 3,412 Sq Ft
      • Built 1989
      5 Rice Hill Rd, Dover, VT 05341

      Last Sold Summary

      • 8% Above List Price
      • $212/SF
      • 108 Days On Market
      • Last Sold Price $725,000
      • Dec 08, 2023

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

  • /17

    $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
  • /60

    $570,000 Sold Jul 31, 2025

    290 Roel Rd, Brattleboro, VT 05301

    • 2 Beds
    • 2.5 Baths
    • 2,599 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $219/SF
    • 79 Days On Market

    Current Estimated Value $589,667

    Last Listing Agent Flex Realty Group Flex Realty

    290 Roel Rd, Brattleboro, VT 05301
    • /33

      Est $201,228 Not Listed For Sale

      951 Dover Rd, South Newfane, VT 05351

      • 2 Beds
      • 1 Bath
      • 1,369 Sq Ft
      • Built 1900
      951 Dover Rd, South Newfane, VT 05351

      Last Sold Summary

      • 1% Above List Price
      • $146/SF
      • 9 Days On Market
      • Last Sold Price $200,000
      • Apr 10, 2024

      Last Listing Agent Stephanie Wilde

  • /32

    $595,000

    • 5 Beds
    • 2 Baths
    • 2,892 Sq Ft

    238 Hemlock Hill Rd, Wardsboro, VT 05355

    This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The Property has a brand new roof!!! The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails across the street. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for aprés ski gatherings, and the

    Jeffrey Sheehan Cummings & Co

    238 Hemlock Hill Rd, Wardsboro, VT 05355
  • /40

    $781,000 Sold Sep 19, 2025

    1194 Ames Hill Rd, Brattleboro, VT 05301

    • 3 Beds
    • 5 Baths
    • 2,663 Sq Ft
    • Built 1944

    Last Sold Summary

    • 2% Below List Price
    • $293/SF
    • 33 Days On Market

    Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

    1194 Ames Hill Rd, Brattleboro, VT 05301
    • /40

      Est $632,251 Not Listed For Sale

      27 Haymaker Ln Unit 9A, Wilmington, VT 05363

      • 3 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 1989
      27 Haymaker Ln Unit 9A, Wilmington, VT 05363

      Last Sold Summary

      • 4% Below List Price
      • $263/SF
      • 18 Days On Market
      • Last Sold Price $656,530
      • Nov 08, 2024

      Last Listing Agent Rich Caplan Deerfield Valley Real Estate

  • /23

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    28 Lightning Ledge Way, Wilmington, VT 05363

    Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Lightning Ledge Way, Wilmington, VT 05363
  • /4

    $50,000 Sold Nov 06, 2025

    0 Windmill Hill Rd N, Westminster, VT 05346

    • Land
    • 5 Acres
    • $10,000 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 9 Days On Market

    Last Listing Agent Oona Madden Berkley & Veller Greenwood Country

    0 Windmill Hill Rd N, Westminster, VT 05346
    • /40

      Not Listed For Sale

      4954 Westminster Rd W, Putney, VT 05346

      • 4 Beds
      • 1.5 Baths
      • 1,955 Sq Ft
      • Built 1979
      4954 Westminster Rd W, Putney, VT 05346

      Last Sold Summary

      • $271/SF
      • 8 Days On Market
      • Last Sold Price $530,000
      • Dec 18, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /36

    $529,000

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    11 Dutchman Ln Unit 4A, Wilmington, VT 05363

    This 3-bedroom plus loft, 2.5-bath end unit townhouse is in Powderhorn Village. The entrance boasts a mudroom, leading to a dining area adjacent to a fully equipped kitchen, complemented by a convenient powder room and living space with a wood-burning fieldstone fireplace. Access to an oversized deck and a bonus room with a hot tub and a private shower. Ascend to the second floor to find the

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    11 Dutchman Ln Unit 4A, Wilmington, VT 05363
  • /27

    $290,000 Sold Sep 26, 2025

    5 Mountain Village Unit 127, Dover, VT 05356

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $324/SF
    • 161 Days On Market

    Last Listing Agent Prema Fitzpatrick Real Broker LLC

    5 Mountain Village Unit 127, Dover, VT 05356
    • /12

      Est $340,185 Not Listed For Sale

      2812 River Rd, Brattleboro, VT 05301

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 2008
      2812 River Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 3% Above List Price
      • $287/SF
      • 36 Days On Market
      • Last Sold Price $331,000
      • Feb 12, 2025

      Last Listing Agent John Hatton Berkley & Veller Greenwood Country

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home