30,889

Windham County, VT Homes

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  • /2

    $89,900

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft

    206 Smith Rd, Jamaica, VT 05343

    Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run

    Christine Lewis Brattleboro Area Realty

    206 Smith Rd, Jamaica, VT 05343
  • /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 $310,160

    Last Listing Agent Jacki Murano Southern Vermont Realty Group

    756 Turkey Mountain Rd, Jamaica, VT 05343
    • /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

      • 8 Days On Market

  • /35

    $360,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft

    76 Belmont Ave, Brattleboro, VT 05301

    This meticulously maintained Cape-style home in Brattleboro, Vermont offers the perfect blend of classic charm and modern efficiency. Recent high-value improvements include a brand-new roof, upgraded 200 amp electrical service, and a dedicated electric vehicle (EV) charger. The 3 bedrooms plus office space, 2 bathrooms, dining room, and living room provide enough space to suit many options. Enjoy

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    76 Belmont Ave, Brattleboro, VT 05301
  • /2

    $305,000

    Sold Oct 06, 2025

    152 Main St, Grafton, VT 05146

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft
    • Built 1841

    Last Sold Summary

    • 22% Below List Price
    • $159/SF
    • 89 Days On Market

    Current Estimated Value $580,789

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    152 Main St, Grafton, VT 05146
    • /12

      Est $340,909

      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

      • 36 Days On Market

  • /8

    $119,999

    • Land
    • 15 Acres
    • $8,000 per Acre

    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301

    Hillside building lot deeded for one beautiful home, with a straight-ahead view of inspiring mountains and valleys to the south. The property is moderately sloped near the road but more flat at the highest elevation, with benches of level ground at intervals up and down the land. A network of hiking trails is blazed across the property, but the easiest way to view the high ground is what remains

    David White OwnerEntry.com

    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301
  • /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 $565,687

    Last Listing Agent Flex Realty Group Flex Realty

    290 Roel Rd, Brattleboro, VT 05301
    • /19

      Not Listed For Sale

      5 Spruce Haven Rd, Dover, VT 05356

      • 3 Beds
      • 2.5 Baths
      • 1,200 Sq Ft
      • Built 1975
      5 Spruce Haven Rd, Dover, VT 05356

      Last Sold Summary

      • 6 Days On Market

  • /56

    $538,000

    • 4 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    1041 Church Hollow Rd, Brattleboro, VT 05301

    Country quiet and tranquility! Sun dappled trees and seventeen woodland acres surround this comfortable seven room, four bedroom, two and half bath house and two car garage. A peaceful setting where views from the deck, porch and every window take in the richness of nature and give a feeling of solitude. Built in 1987, this 2567 SF home has been much loved and well cared for. Designed for easy

    Kathy Dowd Bellville Realty

    1041 Church Hollow Rd, Brattleboro, VT 05301
  • /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
    • /39

      Not Listed For Sale

      6 Cranberry Ct, Stratton, VT 05360

      • 4 Beds
      • 4 Baths
      • 2,625 Sq Ft
      • Built 2003
      6 Cranberry Ct, Stratton, VT 05360

      Last Sold Summary

      • 32 Days On Market

  • /35

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 2,359 Sq Ft

    116 Teacher Rd, Jamaica, VT 05343

    Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time

    Carrie Mathews Winhall Real Estate

    116 Teacher Rd, Jamaica, VT 05343
  • /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
    • /2

      Not Listed For Sale

      5 Town Farm Rd, Town of Rockingham, VT 05101

      • 1 Bed
      • 1 Bath
      5 Town Farm Rd, Town of Rockingham, VT 05101

  • /2

    $70,000

    • Land
    • 2.01 Acres
    • $34,826 per Acre

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

    Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails. Enjoy the peace of a quiet country setting where you can listen to

    Kerry Mulverhill

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
  • /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
    • /24

      Est $267,392

      Not Listed For Sale

      7 Hassey Bend Unit 16, Wilmington, VT 05363

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1972
      7 Hassey Bend Unit 16, Wilmington, VT 05363

      Last Sold Summary

      • 49 Days On Market

  • /49

    $425,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    1993 U S 5, Putney, VT 05346

    Captivating easterly views of the Connecticut River, this home immediately captured the heart of its current owner. The property has been thoughtfully maintained and features numerous upgrades, ensuring comfort and appeal throughout. The attached garage provides convenient access to the first floor, where you will find a spacious family room perfect for gatherings or relaxation. This level also

    Heidi Bernier Berkley & Veller Greenwood Country

    1993 U S 5, Putney, VT 05346
  • /36

    $341,000

    Sold Jan 27, 2026

    7 Union St, Brattleboro, VT 05301

    • 4 Beds
    • 3 Baths
    • 1,668 Sq Ft
    • Built 1903

    Last Sold Summary

    • 10% Above List Price
    • $204/SF
    • 3 Days On Market

    Current Estimated Value $328,846

    Last Listing Agent Kathy Dowd Bellville Realty

    7 Union St, Brattleboro, VT 05301
    • /22

      Est $993,097

      Not Listed For Sale

      389 Cobble Hill Rd, Londonderry, VT 05148

      • 4 Beds
      • 5 Baths
      • 3,227 Sq Ft
      • Built 1790
      389 Cobble Hill Rd, Londonderry, VT 05148

      Last Sold Summary

      • 277 Days On Market

  • /40

    $214,900

    $115K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    2139 Vt Route 30, Townshend, VT 05353

    HIGHEST & BEST OFFER BY 10:00 AM 5/20 Great days ahead for the buyer of this stately, manor styled home on close to three (3) acres. You have to see the interior to believe it. Dated? Yes, but solid bones. Crazy nice wood floors, classic built-ins & style. So many 'nooks & crannies. Cavernous, dry & clean basement. Exterior: 'challenged', but I have all the bids to bring it to 'good' condition &

    Robert Balewicz Evergreen Realty of Vermont

    2139 Vt Route 30, Townshend, VT 05353
  • /33

    $420,000

    Sold Feb 27, 2026

    6 Gates Lake Raponda Ln, Wilmington, VT 05363

    • 2 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1960

    Last Sold Summary

    • 16% Below List Price
    • $297/SF
    • 162 Days On Market

    Last Listing Agent Heidi Zizza Four Seasons Sotheby's Int'l Realty

    6 Gates Lake Raponda Ln, Wilmington, VT 05363
    • /30

      Est $535,662

      Not Listed For Sale

      4 Robin Hill Rd, Townshend, VT 05353

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 1967
      4 Robin Hill Rd, Townshend, VT 05353

      Last Sold Summary

      • 5 Days On Market

  • /6

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,744 Sq Ft

    48 Pleasant St, Brattleboro, VT 05301

    This handsome two unit home is located on desirable Pleasant Street and includes a large yard with plenty of parking. Each unit is 2 bedrooms, bath, living room and kitchen and they feature softwood flooring, bulls eye molding, replacement windows, decking and a covered front porch. Tenant pays for Electric and Heat and each unit has new Buderus boilers. W&D hookup up and Coin washer and dryer in

    Robert Doyle Berkley & Veller Greenwood Country

    48 Pleasant St, Brattleboro, VT 05301
  • /53

    $725,000

    Sold Oct 22, 2025

    55 Crosstown Rd, Dover, VT 05356

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $336/SF
    • 51 Days On Market

    Current Estimated Value $624,722

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

    55 Crosstown Rd, Dover, VT 05356
    • /6

      Est $88,494

      Not Listed For Sale

      13 Edelweiss, Dover, VT 05356

      13 Edelweiss, Dover, VT 05356

      Last Sold Summary

      • 527 Days On Market

  • /26

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    57 Vartland Ridge, Londonderry, VT 05148

    Set on 1.1 acres with access to VAST trails, this property offers a blend of recent upgrades, functional space, and future potential. Being sold as-is, the property offers the chance to update and customize while benefiting from several major upgrades already completed. Recent improvements include a new furnace and hot water heater installed in 2022, along with a new propane tank and updated

    Jamie Wylie Stratton Real Estate

    57 Vartland Ridge, Londonderry, VT 05148
  • /39

    $410,000

    Sold Dec 19, 2025

    39 Weston Heights Rd, Rockingham, VT 05101

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft
    • Built 1965

    Last Sold Summary

    • 18% Below List Price
    • $151/SF
    • 90 Days On Market

    Current Estimated Value $401,977

    Last Listing Agent Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
    • /35

      Est $418,527

      Not Listed For Sale

      3796 Vt Route 30, Jamaica, VT 05343

      • 4 Beds
      • 1.5 Baths
      • 3,169 Sq Ft
      • Built 1860
      3796 Vt Route 30, Jamaica, VT 05343

      Last Sold Summary

      • 7 Days On Market

  • /39

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,524 Sq Ft

    392 Lake Raponda Rd, Wilmington, VT 05363

    A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake — with a private dock — just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats

    Adam Palmiter Berkley & Veller Greenwood/Dover

    392 Lake Raponda Rd, Wilmington, VT 05363
  • /29

    $174,000

    Sold Jul 30, 2025

    71 Schoolbus Depot Rd, Bellows Falls, VT 05101

    • 3 Beds
    • 1.5 Baths
    • 920 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Below List Price
    • $189/SF
    • 1 Day On Market

    Last Listing Agent Heather Gleim CENTURY 21 North East

    71 Schoolbus Depot Rd, Bellows Falls, VT 05101
    • /34

      Est $896,652

      Not Listed For Sale

      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      • 4 Beds
      • 4 Baths
      • 2,205 Sq Ft
      • Built 2005
      8 Cedar Creek Dr Unit C-2, Wilmington, VT 05363

      Last Sold Summary

      • 5 Days On Market

  • /28

    $52,000

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

    274/76Qtr. 4 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 two units. Unit 276 has a private bedroom with a queen bed, a queen sleeper sofa, and a queen Murphy bed in the living area, a kitchenette, and a full bath with an extra-large covered balcony. The adjoining room, 274, has 2 king beds and a full bath. Units are located on the base area side

    Kelly Agrillo Southern Vermont Realty Group

    274/76Qtr. 4 Grand Summit Way, Dover, VT 05356
  • /58

    $745,000

    Sold Jul 02, 2025

    55 View Point Rd, Putney, VT 05346

    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • Built 1980

    Last Sold Summary

    • $326/SF
    • 48 Days On Market

    Current Estimated Value $755,843

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    55 View Point Rd, Putney, VT 05346
    • /31

      Est $679,503

      Not Listed For Sale

      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      • 2 Beds
      • 3 Baths
      • 1,375 Sq Ft
      • Built 2006
      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      Last Sold Summary

      • 175 Days On Market

  • /32

    $1,975,000

    • 4 Beds
    • 3 Baths
    • 3,212 Sq Ft

    74 N Brookwood Rd, Stratton, VT 05360

    PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs

    Paul Marino WWW.FLATFEEMLS4FREE.COM

    74 N Brookwood Rd, Stratton, VT 05360
  • /51

    $425,000

    Sold Nov 18, 2025

    17 Tinker Hill Rd, Guilford, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,445 Sq Ft
    • Built 1928

    Last Sold Summary

    • $174/SF
    • 74 Days On Market

    Current Estimated Value $435,419

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    17 Tinker Hill Rd, Guilford, VT 05301
    • /31

      Est $463,717

      Not Listed For Sale

      9 Lilla Ln, Wilmington, VT 05363

      • 3 Beds
      • 2 Baths
      • 1,827 Sq Ft
      • Built 1971
      9 Lilla Ln, Wilmington, VT 05363

      Last Sold Summary

      • 10 Days On Market

  • /59

    $425,000

    • 5 Beds
    • 3 Baths
    • 1,440 Sq Ft

    135 Overlook Dr, Londonderry, VT 05148

    Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148

Showing Results 121 - 160, Page 4 of 18

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