30,780

Windham County, VT Homes

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  • /27

    $245,000 Sold Nov 14, 2025

    8365 Vt Route 30, Jamaica, VT 05343

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Below List Price
    • $324/SF
    • 0 Days On Market

    Current Estimated Value $241,876

    Last Listing Agent TG Glazer Winhall Real Estate

    8365 Vt Route 30, Jamaica, VT 05343
    • /27

      Est $135,808 Not Listed For Sale

      46 Rumrill Hill, Putney, VT 05346

      • 2 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1947
      46 Rumrill Hill, Putney, VT 05346

      Last Sold Summary

      • 48% Above List Price
      • $89/SF
      • 168 Days On Market
      • Last Sold Price $92,000
      • Nov 15, 2024

      Last Listing Agent Erin Kendall EXP Realty

  • /3

    $125,000

    • Land
    • 1.77 Acres
    • $70,621 per Acre

    997 Stratton Arlington Rd, Stratton, VT 05360

    STRATTON & MOUNT SNOW - Build your dream ski home on this newly subdivided lot with 103' of road frontage and 1.77 private acres located only 10 minutes from both Stratton Mountain Ski Resort and Mount Snow Ski Resort. All the hard work has been done! Survey, septic design, site plan, state of VT wastewater and well approval, and driveway permit have all been approved and filed with the town.

    Derek Greene Derek Greene

    997 Stratton Arlington Rd, Stratton, VT 05360
  • /10

    $145,000 Sold Jan 06, 2026

    680 W River Rd, Brattleboro, VT 05301

    • Land
    • 8 Acres
    • $18,125 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 148 Days On Market

    Last Listing Agent Chris Long BHG Masiello Brattleboro

    680 W River Rd, Brattleboro, VT 05301
    • /9

      Est $233,915 Not Listed For Sale

      108 Wellington Hill Rd W, Putney, VT 05346

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 1988
      108 Wellington Hill Rd W, Putney, VT 05346

      Last Sold Summary

      • 4% Above List Price
      • $333/SF
      • 131 Days On Market
      • Last Sold Price $224,000
      • Apr 21, 2023

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /43

    $1,300,000 Under Contract

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

    156 W Lake Rd, Wilmington, VT 05363

    A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an

    Jillian Wimmelman Deerfield Valley Real Estate

    156 W Lake Rd, Wilmington, VT 05363
  • /23

    $170,000 Sold Jul 25, 2025

    233 Bluebrook Rd, Dover, VT 05356

    • 6 Beds
    • 4 Baths
    • 2,764 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $62/SF
    • 32 Days On Market

    Current Estimated Value $170,763

    Last Listing Agent Regina Perrotto Skihome Realty

    233 Bluebrook Rd, Dover, VT 05356
    • /36

      Est $305,588 Not Listed For Sale

      520 Forest Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft
      • Built 1850
      520 Forest Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 7% Below List Price
      • $173/SF
      • 4 Days On Market
      • Last Sold Price $330,000
      • Oct 01, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /37

    $795,000

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

    5 Hillwinds N, Brattleboro, VT 05301

    Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through

    Robert Doyle Berkley & Veller Greenwood Country

    5 Hillwinds N, Brattleboro, VT 05301
  • /29

    $554,000 Sold Jul 16, 2025

    103 Dover Hill Rd, East Dover, VT 05341

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $253/SF
    • 57 Days On Market

    Current Estimated Value $564,462

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    103 Dover Hill Rd, East Dover, VT 05341
    • /39

      Est $239,358 Not Listed For Sale

      365 Route 121, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,762 Sq Ft
      • Built 1900
      365 Route 121, Bellows Falls, VT 05101

      Last Sold Summary

      • 1% Below List Price
      • $137/SF
      • 12 Days On Market
      • Last Sold Price $242,000
      • Dec 30, 2024

      Last Listing Agent DJ Chabot Town and Country Realty

  • /17

    $285,000

    • 1 Bed
    • 1 Bath
    • 1,320 Sq Ft

    116 Birge St Unit 2, Brattleboro, VT 05301

    Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors—magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

    Christine Lewis Brattleboro Area Realty

    116 Birge St Unit 2, Brattleboro, VT 05301
  • /60

    $625,000 Sold Oct 03, 2025

    49 Tyler St, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 2,731 Sq Ft
    • Built 1880

    Last Sold Summary

    • 14% Below List Price
    • $229/SF
    • 65 Days On Market

    Current Estimated Value $599,512

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    49 Tyler St, Brattleboro, VT 05301
    • /40

      Est $455,371 Not Listed For Sale

      280 Davidson Hill Rd, Westminster, VT 05158

      • 4 Beds
      • 3.5 Baths
      • 2,158 Sq Ft
      • Built 1975
      280 Davidson Hill Rd, Westminster, VT 05158

      Last Sold Summary

      • 10% Below List Price
      • $234/SF
      • 4 Days On Market
      • Last Sold Price $505,000
      • Dec 01, 2023

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /18

    $250,000 Under Contract

    • 5 Beds
    • 1.5 Baths
    • 1,504 Sq Ft

    1614 Burbee Pond Rd, West Townshend, VT 05359

    Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor.Home is ready for your improvements.Close to ski resorts!

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    1614 Burbee Pond Rd, West Townshend, VT 05359
  • /37

    $313,000 Sold Jan 23, 2026

    787 Vermont 30, Newfane, VT 05345

    • 2 Beds
    • 1 Bath
    • 588 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $532/SF
    • 48 Days On Market

    Last Listing Agent TG Glazer Winhall Real Estate

    787 Vermont 30, Newfane, VT 05345
    • /30

      Est $276,218 Not Listed For Sale

      97 Mountain Dr, Putney, VT 05346

      • 2 Beds
      • 1.5 Baths
      • 1,100 Sq Ft
      • Built 1970
      97 Mountain Dr, Putney, VT 05346

      Last Sold Summary

      • $250/SF
      • 6 Days On Market
      • Last Sold Price $275,000
      • Oct 25, 2023

      Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

  • /38

    $290,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 1.5 Baths
    • 1,521 Sq Ft

    134 Washington St, Brattleboro, VT 05301

    Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you’ll find spacious living areas filled with character,

    Kate Barry EXP Realty

    134 Washington St, Brattleboro, VT 05301
  • /10

    $36,000 Sold Nov 20, 2025

    00 Susan Lynn Ln, Wardsboro, VT 05355

    • Land
    • 1 Acre
    • $36,000 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 114 Days On Market

    Last Listing Agent Jessica Samples BHG Masiello Keene

    00 Susan Lynn Ln, Wardsboro, VT 05355
    • /35

      Est $362,752 Not Listed For Sale

      378 Our Rd, Putney, VT 05346

      • 3 Beds
      • 1.5 Baths
      • 1,684 Sq Ft
      • Built 1974
      378 Our Rd, Putney, VT 05346

      Last Sold Summary

      • 9% Below List Price
      • $238/SF
      • 7 Days On Market
      • Last Sold Price $400,000
      • Jan 14, 2025

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /31

    $879,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • /30

    $510,000 Sold Jun 05, 2025

    5600 Pikes Falls Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • Built 1977

    Last Sold Summary

    • 24% Below List Price
    • $350/SF
    • 170 Days On Market

    Current Estimated Value $663,071

    Last Listing Agent Jamie Wylie Stratton Real Estate

    5600 Pikes Falls Rd, Jamaica, VT 05343
    • /24

      Est $185,188 Not Listed For Sale

      1771 Townshend Dam Rd, Townshend, VT 05353

      • 1 Bed
      • 1 Bath
      • 680 Sq Ft
      • Built 1970
      1771 Townshend Dam Rd, Townshend, VT 05353

      Last Sold Summary

      • 32% Above List Price
      • $206/SF
      • 6 Days On Market
      • Last Sold Price $139,900
      • Sep 08, 2023

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /19

    $295,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301

    Welcome to Arbor Hill- a 55 and older community of thoughtfully designed and cared for condominiums. Enter the inviting "Bluebell" building on the ground level and take either the stairs or the elevator to the second/top floor. Down the quiet hall you will find the beautiful unit #14. This delightful unit has seen recent renovations totaling $51K+ since 2023, including new flooring and a

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    70 Arbor Hill Commons Unit 14, Brattleboro, VT 05301
  • /26

    $515,000 Sold Aug 21, 2025

    89 Birch Rd Unit 51, Londonderry, VT 05148

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1980

    Last Sold Summary

    • $335/SF
    • 11 Days On Market

    Current Estimated Value $489,403

    Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

    89 Birch Rd Unit 51, Londonderry, VT 05148
    • /34

      Est $546,508 Not Listed For Sale

      112 Kent Rd, Wardsboro, VT 05355

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1990
      112 Kent Rd, Wardsboro, VT 05355

      Last Sold Summary

      • 7% Below List Price
      • $393/SF
      • 1 Day On Market
      • Last Sold Price $585,000
      • Mar 27, 2024

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /35

    $1,999,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 5,110 Sq Ft

    14 Tarheel Trail, Wilmington, VT 05363

    This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from

    Adam Palmiter Berkley & Veller Greenwood/Dover

    14 Tarheel Trail, Wilmington, VT 05363
  • /2

    $250,000 Sold Jul 25, 2025

    373 Brookline Rd, Athens, VT 05143

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $278/SF
    • 9 Days On Market

    Current Estimated Value $243,837

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    373 Brookline Rd, Athens, VT 05143
    • /16

      Est $269,496 Not Listed For Sale

      3129 Route 100, Wardsboro, VT 05355

      • 3 Beds
      • 1 Bath
      • 874 Sq Ft
      • Built 1960
      3129 Route 100, Wardsboro, VT 05355

      Last Sold Summary

      • 10% Above List Price
      • $280/SF
      • 21 Days On Market
      • Last Sold Price $244,500
      • Sep 25, 2023

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /31

    $18,500

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    302 Qtr 2 Grand Summit Way Unit 302, Qtr 2, Dover, VT 05356

    Top-floor, one-bedroom condo that sleeps six! This sun-filled unit with a large window overlooking the Sundance ski trail is in a quieter area of the bustling hotel, and is only steps to the slopes, and to all that the Grand Summit Resort Hotel offers. Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a

    Patricia Fitzpatrick Skihome Realty

    302 Qtr 2 Grand Summit Way Unit 302, Qtr 2, Dover, VT 05356
  • /41

    $545,000 Sold Jul 18, 2025

    441 Guilford St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $222/SF
    • 48 Days On Market

    Current Estimated Value $549,967

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    441 Guilford St, Brattleboro, VT 05301
    • /28

      Est $380,921 Not Listed For Sale

      2599 Route 100, Wardsboro, VT 05355

      • 3 Beds
      • 1.5 Baths
      • 1,052 Sq Ft
      • Built 2005
      2599 Route 100, Wardsboro, VT 05355

      Last Sold Summary

      • 7% Below List Price
      • $390/SF
      • 26 Days On Market
      • Last Sold Price $410,000
      • Nov 25, 2024

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

  • /16

    $19,500

    • 1 Bath
    • 407 Sq Ft

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356

    Quarter share (deeded interval 4) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 121) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
  • /44

    $405,000 Sold Jul 28, 2025

    156 Sherwood Cir, Brattleboro, VT 05301

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft
    • Built 1998

    Last Sold Summary

    • 8% Above List Price
    • $190/SF
    • 33 Days On Market

    Current Estimated Value $399,726

    Last Listing Agent Fine Homes Group International Keller Williams Realty-Metropolitan

    156 Sherwood Cir, Brattleboro, VT 05301
    • /33

      Est $574,477 Not Listed For Sale

      456 Bills Rd, Wardsboro, VT 05355

      • 5 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1965
      456 Bills Rd, Wardsboro, VT 05355

      Last Sold Summary

      • 4% Below List Price
      • $250/SF
      • 9 Days On Market
      • Last Sold Price $599,000
      • Nov 29, 2023

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /18

    $1,145,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    80 Banning Rd, Putney, VT 05346

    Rare offering on Putney Mountain! Spectacular house site with new foundation and great Southern exposure awaits your vision! Includes four bedroom septic system, and drilled well. Create your new home with the included framing lumber and your team of craftsmen. House is sited in a private location, yet is accessible to the town road via an easily maintained level driveway. Additional

    David White OwnerEntry.com

    80 Banning Rd, Putney, VT 05346
  • /14

    $65,000 Sold Jul 11, 2025

    4 Brookwood Dr, West Brattleboro, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $70/SF
    • 70 Days On Market

    Last Listing Agent Cassandra Ehrlich BHG Masiello Brattleboro

    4 Brookwood Dr, West Brattleboro, VT 05301
    • /42

      Est $335,746 Not Listed For Sale

      104 Main St, Wardsboro, VT 05355

      • 4 Beds
      • 1 Bath
      • 2,008 Sq Ft
      • Built 1860
      104 Main St, Wardsboro, VT 05355

      Last Sold Summary

      • 22% Above List Price
      • $137/SF
      • 73 Days On Market
      • Last Sold Price $275,000
      • Jan 01, 2025

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /10

    $45,000 Pending

    • Land
    • 3.2 Acres
    • $14,062 per Acre

    123 U S 5, Westminster, VT 05158

    This 3.2 acre lot offers expanses of level and open land. The parcel is ideal for a residence and provides ample gardening or small-scale farming opportunities. Located in Westminster's Agricultural Land Overlay District, 40% of the parcel can accommodate a dwelling and other structures while the remaining 60% of the parcel is preserved for agricultural purposes. Please see listing documents to

    Laura D'Angelo Berkley & Veller Greenwood Country

    123 U S 5, Westminster, VT 05158
  • /33

    $377,840 Sold Aug 19, 2025

    111 Bonnyvale Rd, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $246/SF
    • 103 Days On Market

    Current Estimated Value $389,764

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    111 Bonnyvale Rd, Brattleboro, VT 05301

Showing Results 401 - 440, Page 11 of 18

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