31,018

Windham County, VT Homes

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  • /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
    • /27

      Not Listed For Sale

      16 Miller Ln, Newfane, VT 05362

      • 3 Beds
      • 1.5 Baths
      • 1,726 Sq Ft
      • Built 1965
      16 Miller Ln, Newfane, VT 05362

      Last Sold Summary

      • 48 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
  • /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
    • /28

      Est $754,490

      Not Listed For Sale

      11 Country Club Rd, Wilmington, VT 05363

      • 5 Beds
      • 4.5 Baths
      • 3,876 Sq Ft
      • Built 1925
      11 Country Club Rd, Wilmington, VT 05363

      Last Sold Summary

      • 189 Days On Market

  • /32

    $1,850,000

    $125K PRICE DROP
    • 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
  • /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 $335,460

    Last Listing Agent Kathy Dowd Bellville Realty

    7 Union St, Brattleboro, VT 05301
    • /11

      Est $311,762

      Not Listed For Sale

      48 Loop Rd, Newfane, VT 05345

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1973
      48 Loop Rd, Newfane, VT 05345

      Last Sold Summary

      • 15 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 potential 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

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148
  • /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
    • /33

      Est $235,989

      Not Listed For Sale

      849 Mcmillan Rd, Halifax, VT 05342

      • 1 Bed
      • 1 Bath
      • 856 Sq Ft
      • Built 2020
      849 Mcmillan Rd, Halifax, VT 05342

      Last Sold Summary

      • 13 Days On Market

  • /31

    $269,400

    • 1 Bed
    • 1,350 Sq Ft

    2903 State Forest Rd, Townshend, VT 05353

    This is such a blank canvas for you to make your own. Taken down to the studs with a newer roof, windows, and siding, this home is ready for you to come in and make it your own. Seller has never lived here, so the Buyer will have to do their due diligence. Lot is currently 1.5 acres, but the boundary line will be adjusted prior to closing to make the lot around 5+/- acres including river frontage

    Jim Bellville Bellville Realty

    2903 State Forest Rd, Townshend, VT 05353
  • /49

    $420,000

    Sold Jun 22, 2026

    1993 U S 5, Putney, VT 05346

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Below List Price
    • $210/SF
    • 1 Day On Market

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    1993 U S 5, Putney, VT 05346
    • /32

      Est $476,359

      Not Listed For Sale

      476 Edie Ln, Jamaica, VT 05343

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft
      • Built 1988
      476 Edie Ln, Jamaica, VT 05343

      Last Sold Summary

      • 40 Days On Market

  • /46

    $699,000

    $100K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,353 Sq Ft

    2416 Stage Rd, Guilford, VT 05301

    A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway

    Chris Long BHG Masiello Brattleboro

    2416 Stage Rd, Guilford, VT 05301
  • /40

    $185,000

    Sold Jul 15, 2026

    2139 Vt Route 30, Townshend, VT 05353

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 1800

    Last Sold Summary

    • 44% Below List Price
    • $51/SF
    • 686 Days On Market

    Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

    2139 Vt Route 30, Townshend, VT 05353
    • /24

      Est $261,299

      Not Listed For Sale

      1751 Rockingham Rd, Rockingham, VT 05143

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1989
      1751 Rockingham Rd, Rockingham, VT 05143

      Last Sold Summary

      • 14 Days On Market

  • /2

    $245,000

    Under Contract
    • 2,148 Sq Ft

    69 Grove St, Brattleboro, VT 05301

    69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent

    Robert Doyle Berkley & Veller Greenwood Country

    69 Grove 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 $635,626

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

    55 Crosstown Rd, Dover, VT 05356
    • /14

      Not Listed For Sale

      5 Lahar Rd, Marlboro, VT 05351

      5 Lahar Rd, Marlboro, VT 05351

      Last Sold Summary

      • 9 Days On Market

  • /37

    $50,000

    • Land
    • 40,510 Sq Ft
    • $53,763 per Acre

    564 Upper Dam Rd, Wilmington, VT 05363

    Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363
  • /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 $409,929

    Last Listing Agent Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
    • /36

      Est $540,380

      Not Listed For Sale

      208 Shady Ln, West Wardsboro, VT 05360

      • 3 Beds
      • 2.5 Baths
      • 2,050 Sq Ft
      • Built 2006
      208 Shady Ln, West Wardsboro, VT 05360

      Last Sold Summary

      • 5 Days On Market

  • /30

    $649,000

    • 5 Beds
    • 3 Baths
    • 2,830 Sq Ft

    36 Bears Den Rd, West Dover, VT 05356

    Lovely ski home home in an ideal location, offering the privacy of a single-family residence with the convenience of a groomed ski-home trail and direct shuttle service just steps from your front door. Nestled on a well-positioned lot in the desirable Bears Crossing community, the home backs directly to the ski-home trail with a bridge to cross right to your deck on your way home and offers ample

    Adam Palmiter Berkley & Veller Greenwood/Dover

    36 Bears Den Rd, West Dover, VT 05356
  • /33

    $1,650,000

    Sold Jul 17, 2026

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $612/SF
    • 186 Days On Market

    Last Listing Agent Edwin Kevil Stratton Real Estate

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    • /48

      Est $580,073

      Not Listed For Sale

      418 Diers, Jamaica, VT 05343

      • 3 Beds
      • 2.5 Baths
      • 2,621 Sq Ft
      • Built 1988
      418 Diers, Jamaica, VT 05343

      Last Sold Summary

      • 4 Days On Market

  • /25

    $139,000

    $20K PRICE DROP Under Contract
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    219 High St Unit 3, Brattleboro, VT 05301

    Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share

    Kristen Ziter Taylor Brattleboro Area Realty

    219 High St Unit 3, Brattleboro, VT 05301
  • /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
    • /40

      Not Listed For Sale

      965 Western Ave, Brattleboro, VT 05301

      • 4 Beds
      • 3 Baths
      • 2,358 Sq Ft
      • Built 1840
      965 Western Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 55 Days On Market

  • /31

    $459,000

    • 1 Bed
    • 2.5 Baths
    • 2,076 Sq Ft

    33 W Main St, Wilmington, VT 05363

    Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33 W Main St, Wilmington, VT 05363
  • /28

    $40,000

    Sold Jun 30, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Built 1998

    Last Sold Summary

    • 23% Below List Price
    • $36/SF
    • 32 Days On Market

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    274/76Qtr. 4 Grand Summit Way, Dover, VT 05356
    • /23

      Not Listed For Sale

      00 Stagecoach, Grafton, VT 05146

      00 Stagecoach, Grafton, VT 05146

      Last Sold Summary

      • 86 Days On Market

  • /58

    $329,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1192 Chapel Hill Rd, Whitingham, VT 05361

    Discover the perfect Vermont four-season retreat in this architecturally unique round home, set on a picturesque 1-acre corner lot in Southern Vermont. Offered fully furnished and move-in ready, this 1,840-square-foot, 3-bedroom, 2-full-bath property is ideal as a year-round residence, vacation home, or turnkey getaway. The welcoming lower level features three comfortable bedrooms, a spacious

    Cliff Leinonen Four Seasons Sotheby's Int'l Realty

    1192 Chapel Hill Rd, Whitingham, VT 05361
  • /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 $430,560

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    17 Tinker Hill Rd, Guilford, VT 05301
    • /24

      Not Listed For Sale

      30 Styles Branch Rd Unit 307, Stratton, VT 05360

      • 4 Beds
      • 3.5 Baths
      • 1,178 Sq Ft
      • Built 1979
      30 Styles Branch Rd Unit 307, Stratton, VT 05360

      Last Sold Summary

      • 7 Days On Market

  • /37

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,024 Sq Ft

    42 Bills Rd, Stratton, VT 05360

    Private Vermont Log Cabin Retreat Near Stratton Mountain. Nestled at the end of a quiet dead-end road and bordering the Green Mountain National Forest, this exceptional log cabin at 42 Bills Road offers the ultimate Vermont mountain escape. Located just minutes from Stratton Mountain Resort, this fully furnished three-bedroom, three-bathroom home combines rustic charm with modern comfort in a

    Julie Lowe Lowe's Real Estate, LLC

    42 Bills Rd, Stratton, VT 05360
  • /60

    $489,000

    Sold May 13, 2026

    23 Wilsons Woods Rd, Brattleboro, VT 05301

    • 4 Beds
    • 3.5 Baths
    • 2,312 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 35 Days On Market

    Current Estimated Value $495,495

    Last Listing Agent Kate Barry EXP Realty

    23 Wilsons Woods Rd, Brattleboro, VT 05301
    • /17

      Est $470,434

      Not Listed For Sale

      38 Summit Meadows Cir, Dover, VT 05356

      • 4 Beds
      • 3 Baths
      • 1,309 Sq Ft
      • Built 1984
      38 Summit Meadows Cir, Dover, VT 05356

      Last Sold Summary

      • 12 Days On Market

  • /40

    $785,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 3,086 Sq Ft

    145 Leon Stocker Dr, Stratton, VT 05360

    Set on two private, wooded acres, this inviting mountain retreat balances classic Vermont warmth with a spacious 3,986-square-foot layout featuring three comfortable bedrooms, a spacious loft area, and four bathrooms. Ideally situated for outdoor enthusiasts, the property offers close proximity to Vermont's VAST trail network, making year-round adventure easily accessible. The heart of the home

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    145 Leon Stocker Dr, Stratton, VT 05360
  • /2

    $430,000

    Sold Apr 02, 2026

    34 Snow Tree Ln Unit K, West Dover, VT 05356

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $425/SF
    • 2 Days On Market

    Current Estimated Value $423,367

    Last Listing Agent Erica Reynolds Southern Vermont Realty Group

    34 Snow Tree Ln Unit K, West Dover, VT 05356

Showing Results 121 - 160, Page 4 of 18

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