30,689

Windham County, VT Homes

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    • /12

      Est $396,146 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

      • 20% Above List Price
      • $287/SF
      • 36 Days On Market

      Last Sold Price $331,000

      Last Listing Agent John Hatton Berkley & Veller Greenwood Country

  • /29

    $569,000

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    39B Kingswood Rd, Dover, VT 05356

    An impeccably maintained, beautifully furnished, and recently painted Kingswood townhome is conveniently located just minutes from Mount Snow and the Hermitage Club. This townhome features four bedrooms; an open-concept living area on the main level; a kitchen with a large island, granite countertops, and a vaulted ceiling; a wood-burning fireplace; and sliding doors leading to a private deck

    Patricia Fitzpatrick Skihome Realty

    39B Kingswood Rd, Dover, VT 05356
  • /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
    • /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

      • $254/SF
      • 6 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /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
  • /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 $311,467

    Last Listing Agent Kathy Dowd Bellville Realty

    7 Union St, Brattleboro, VT 05301
    • /11

      Not Listed For Sale

      3 Fox Meadow Ln Unit 3F, Dover, VT 05356

      • 1 Bed
      • 1 Bath
      • 612 Sq Ft
      • Built 1969
      3 Fox Meadow Ln Unit 3F, Dover, VT 05356

      Last Sold Summary

      • $270/SF
      • 4 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /36

    $578,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    50 Mowing Way, Wilmington, VT 05363

    50 Mowing Way, a beautifully updated Vermont retreat adjacent to the Haystack Golf Course in Wilmington. This stylish, move-in-ready home blends modern comfort with warm mountain character, making it perfect as a year-round residence or weekend getaway.The open concept living space features brand-new floors, vaulted ceilings, exposed beams, and a cozy fireplace with a striking wood-accent

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    50 Mowing Way, Wilmington, VT 05363
  • /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
    • /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

      Last Sold Summary

      Last Listing Agent Joan Morey Barrett and Valley Associates Inc.

  • /50

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    3148 Route 11, Londonderry, VT 05148

    Looking for a piece of Vermont to call your own? Look no further then this beautiful home looking for new owners to love and enjoy it like the current owners have. Perfectly situated in Londonderry, Vermont near Bromley, Stratton, Okemo, and Magic Mountains. The sellers have done updates to the home and property but have left spots for the new owners to still put their own finishing touches on

    Erin Kendall EXP Realty

    3148 Route 11, Londonderry, VT 05148
  • /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 $725,662

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

    55 Crosstown Rd, Dover, VT 05356
    • /24

      Est $268,584 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

      • 1% Above List Price
      • $214/SF
      • 49 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /30

    $579,000

    • 4 Beds
    • 2 Baths
    • 2,656 Sq Ft

    204 Meeting House Ln, Brattleboro, VT 05301

    Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive

    Desiree Stango Berkley & Veller Greenwood Country

    204 Meeting House Ln, Brattleboro, VT 05301
  • /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 $375,584

    Last Listing Agent Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
    • /22

      Est $936,617 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

      • 4% Below List Price
      • $302/SF
      • 277 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /15

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    117 Ray Hill Rd, Wilmington, VT 05363

    This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, is completely dry and waiting to be finished!

    Janet Boyd Boyd Real Estate

    117 Ray Hill Rd, Wilmington, VT 05363
  • /33

    $350,000 Sold Apr 01, 2025

    113 Stockwell Dr, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Above List Price
    • $200/SF
    • 4 Days On Market

    Current Estimated Value $384,540

    Last Listing Agent Victoria Woods Brattleboro Area Realty

    113 Stockwell Dr, Brattleboro, VT 05301
    • /30

      Est $558,819 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

      • 2% Above List Price
      • $212/SF
      • 5 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  • /26

    $625,000

    • 3 Beds
    • 2 Baths
    • 2,360 Sq Ft

    68 Ellis Brook Rd, Dover, VT 05341

    Gorgeous updated chalet on a private 2-acre parcel with mountain views and easy access to Mount Snow. Nestled in the desirable Dover Hills, this charming country retreat offers privacy befitting a year-round getaway, yet is just a short drive to the Mount Snow ski resort. Ample parking off a paved road, generous lawn space for play or pets, a garden shed, and excellent sun exposure complete the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    68 Ellis Brook Rd, Dover, VT 05341
  • /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
    • /6

      Est $95,868 Not Listed For Sale

      13 Edelweiss, Dover, VT 05356

      13 Edelweiss, Dover, VT 05356

      Last Sold Summary

      • 20% Above List Price
      • 527 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /54

    $575,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,761 Sq Ft

    532 Sherwood Forest, Londonderry, VT 05148

    Relax and Reconnect in the Heart of Vermonts Green Mountains.Tucked into a peaceful woodland setting, this warm and welcoming mountain retreat is all about comfort, character, and calm. Surrounded by trees and bathed in filtered natural light, the home blends into its serene landscape with expansive windows, cathedral ceilings, and glowing wood interiors throughout. At its heart, a striking

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    532 Sherwood Forest, Londonderry, VT 05148
  • /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 $845,348

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    55 View Point Rd, Putney, VT 05346
    • /35

      Est $462,542 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

      • 25% Above List Price
      • $117/SF
      • 7 Days On Market

      Last Sold Price $371,195

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /35

    $559,000

    • 3 Beds
    • 3 Baths
    • 2,704 Sq Ft

    4138 W Hill Rd S, Jamaica, VT 05343

    Nestled on 2.37 private acres in a serene mountain setting just minutes from skiing, this custom-built three-bedroom, three-bath log home offers the perfect blend of rustic charm and comfort. Constructed with double tongue-and-groove logs, the home showcases the rich wood interior and craftsmanship you would expect in a classic mountain retreat.The open-concept main level centers around a

    Patricia Fitzpatrick Skihome Realty

    4138 W Hill Rd S, Jamaica, VT 05343
  • /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 $429,329

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    17 Tinker Hill Rd, Guilford, VT 05301
    • /34

      Est $894,257 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

      • 1% Below List Price
      • $408/SF
      • 5 Days On Market

      Last Sold Price $899,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /32

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    13 Yodeling Ln, Dover, VT 05356

    Tremendous opportunity to own an updated A-frame chalet at the base of Mount Snow ski resort and the Carinthia Freestyle Terrain Park. This lovely Vermont home sits nestled on a quiet loop just south of the mountain, with direct walking and hiking trail access.The open floor plan features an updated kitchen with stainless appliances, copper counters, and a vent hood, along with a living room

    Adam Palmiter Berkley & Veller Greenwood/Dover

    13 Yodeling Ln, Dover, VT 05356
  • /17

    $20,750 Sold May 30, 2025

    305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356

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

    Last Sold Summary

    • 25% Below List Price
    • $31/SF
    • 354 Days On Market

    Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

    305 Qtr. 3 89 Grand Summit Way, Dover, VT 05356
    • /31

      Est $663,914 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

      • 4% Above List Price
      • $465/SF
      • 175 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Andrew King Stratton Real Estate

  • /60

    $599,000

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    673 Vermont 121, Grafton, VT 05146

    Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room

    Janet Lucier Barrett & Valley Assoc. Inc

    673 Vermont 121, Grafton, VT 05146
  • /31

    $250,000 Sold Jun 13, 2025

    82 Two Brook Dr, Wilmington, VT 05363

    • 3 Beds
    • 1.5 Baths
    • 1,153 Sq Ft
    • Built 1976

    Last Sold Summary

    • 44% Below List Price
    • $217/SF
    • 361 Days On Market

    Current Estimated Value $300,226

    Last Listing Agent Tony Tribuno Skihome Realty

    82 Two Brook Dr, Wilmington, VT 05363
    • /40

      Est $2,661,425 Not Listed For Sale

      83 Overlook Dr, Dover, VT 05356

      • 6 Beds
      • 6.5 Baths
      • 7,088 Sq Ft
      • Built 2008
      83 Overlook Dr, Dover, VT 05356

      Last Sold Summary

      • 2% Above List Price
      • $367/SF
      • 150 Days On Market

      Last Sold Price $2,600,000

      Last Listing Agent Patricia Fitzpatrick Skihome Realty

  • /21

    $339,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    6 Longest Dr Unit 1, Wilmington, VT 05363

    Turn key renovated 3+ bedroom, 2.5 bath townhouse just off the Haystack Golf Club 10th hole, with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. This unit has been completely renovated throughout and is being sold for immediate enjoyment. Features include a vaulted living room area with stone fireplace, great natural light

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Longest Dr Unit 1, Wilmington, VT 05363
  • /2

    $692,000 Sold Oct 03, 2025

    19 Village Lodge Rd Unit 207, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $416/SF
    • 0 Days On Market

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    19 Village Lodge Rd Unit 207, Stratton, VT 05155
    • /5

      Est $54,683 Not Listed For Sale

      2 Johnson Hill Rd, Dover, VT 05356

      2 Johnson Hill Rd, Dover, VT 05356

      Last Sold Summary

      • 1% Below List Price
      • 5 Days On Market

      Last Sold Price $55,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  • /35

    $249,900 Under Contract

    • 2 Beds
    • 1 Bath

    2137 Brockway Mills Rd, Town of Rockingham, VT 05143

    A beautiful property needing someone to either do a barn to house conversion or build new on a scenic spot toward the back of the field which overlooks the barns, field, and hills beyond. This was a dairy farm years ago, and the barn still has some stanchions in place. Not a property for anyone to move right into since it needs finishing. This is more suited to a cash sale or special financing.

    Glenn Olney Barrett and Valley Associates Inc.

    2137 Brockway Mills Rd, Town of Rockingham, VT 05143
  • /38

    $109,000 Sold Jul 30, 2025

    16 Jones Hill Rd, Newfane, VT 05362

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Built 1938

    Last Sold Summary

    • 3% Below List Price
    • $78/SF
    • 6 Days On Market

    Current Estimated Value $157,956

    Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

    16 Jones Hill Rd, Newfane, VT 05362
    • /14

      Est $70,220 Not Listed For Sale

      10 Windsor Rd, Bellows Falls, VT 05101

      10 Windsor Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 12% Below List Price
      • 12 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Jamie Watson BHG Masiello Keene

Showing Results 121 - 160, Page 4 of 18

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