30,889

Windham County, VT Homes

Section Image
  • /9

    $250,000

    $230K PRICE DROP
    • Land
    • 7.8 Acres
    • $32,051 per Acre

    16 Overlook Dr, Dover, VT 05356

    A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 7.8 acres of land with a home site featuring full panoramic mountain and woodland views to the north and east, including mountain views to undeveloped national forest land. This property is the largest and most private lot in The Peaks community, providing a

    Patricia Fitzpatrick Skihome Realty

    16 Overlook Dr, Dover, VT 05356
  • /33

    $400,000

    Sold Sep 25, 2025

    211 Upper Dam Rd, Wilmington, VT 05363

    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $164/SF
    • 48 Days On Market

    Current Estimated Value $459,689

    Last Listing Agent Monique White Deerfield Valley Real Estate

    211 Upper Dam Rd, Wilmington, VT 05363
    • /27

      Est $290,082

      Not Listed For Sale

      1871 Wilmington Cross Rd, Whitingham, VT 05361

      • 5 Beds
      • 2.5 Baths
      • 2,428 Sq Ft
      • Built 1840
      1871 Wilmington Cross Rd, Whitingham, VT 05361

      Last Sold Summary

      • 49 Days On Market

  • /52

    $419,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,582 Sq Ft

    300 Westminster West Rd, Putney, VT 05346

    Located on four acres of picturesque land, this enchanting log home is surrounded by established gardens and the soothing sounds of Barnes Brook. The property features thoughtfully situated decks, offering lovely views of the brook and allowing residents to fully enjoy the natural beauty of the landscape. At the heart of the home is a beautifully crafted stone fireplace, creating a warm and

    Heidi Bernier Berkley & Veller Greenwood Country

    300 Westminster West Rd, Putney, VT 05346
  • /27

    $475,000

    Sold Nov 07, 2025

    0 Lake Hill Rd, Whitingham, VT 05361

    • Land
    • 36.7 Acres
    • $12,943 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 3 Days On Market

    Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    0 Lake Hill Rd, Whitingham, VT 05361
    • /40

      Est $451,551

      Not Listed For Sale

      4840 Vt Route 100, Whitingham, VT 05361

      • 5 Beds
      • 3.5 Baths
      • 2,248 Sq Ft
      • Built 1845
      4840 Vt Route 100, Whitingham, VT 05361

      Last Sold Summary

      • 216 Days On Market

  • /44

    $799,000

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

    39D Dover Springs Ln, Dover, VT 05356

    Located in the highly sought-after Greensprings community at Mount Snow, this spacious 4 bedroom, 4 bath townhouse offers the perfect blend of comfort, convenience, and year-round recreation.The bright, open-concept main living area features vaulted ceilings, abundant natural light, and a cozy fireplace ideal for gathering after a day on the slopes. Large windows and sliding doors invite the

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    39D Dover Springs Ln, Dover, VT 05356
  • /40

    $225,000

    Sold Jun 27, 2025

    6 Papoose Ln, Brookline, VT 05345

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1977

    Last Sold Summary

    • $118/SF
    • 58 Days On Market

    Current Estimated Value $240,920

    Last Listing Agent Kate Barry EXP Realty

    6 Papoose Ln, Brookline, VT 05345
    • /38

      Est $747,568

      Not Listed For Sale

      1793 Faulkner Rd, Whitingham, VT 05361

      • 5 Beds
      • 2.5 Baths
      • 3,332 Sq Ft
      • Built 1830
      1793 Faulkner Rd, Whitingham, VT 05361

      Last Sold Summary

      • 53 Days On Market

  • /24

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,451 Sq Ft

    461 South Rd, Brattleboro, VT 05301

    This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the

    Susan Bellville Bellville Realty

    461 South Rd, Brattleboro, VT 05301
  • /40

    $485,000

    Sold Dec 05, 2025

    1 Pheasant Ln, Dover, VT 05356

    • 3 Beds
    • 3 Baths
    • 1,813 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $268/SF
    • 393 Days On Market

    Current Estimated Value $489,911

    Last Listing Agent Tobin Twelves Skihome Realty

    1 Pheasant Ln, Dover, VT 05356
    • /57

      Est $377,000

      Not Listed For Sale

      292 Parsons Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,700 Sq Ft
      • Built 1860
      292 Parsons Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 18 Days On Market

  • /58

    $499,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    142 Dover Rd, Newfane, VT 05362

    Two houses for the price of one! Set on five acres along the beautiful Rock River in the heart of Williamsville, Vermont, this remodeled and tastefully furnished twelve-room farmhouse offers the perfect blend of classic New England charm and modern comfort. The spacious main home features four inviting bedrooms, generous living and entertaining spaces, and thoughtfully updated interiors

    Kassie Rubico Berkley & Veller Greenwood Country

    142 Dover Rd, Newfane, VT 05362
  • /21

    $720,000

    Sold Mar 12, 2026

    145 Shearer Hill Rd, Wilmington, VT 05363

    • 5 Beds
    • 3.5 Baths
    • 2,696 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 36 Days On Market

    Current Estimated Value $717,574

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    145 Shearer Hill Rd, Wilmington, VT 05363
    • /29

      Est $891,186

      Not Listed For Sale

      2329 Faulkner Rd, Whitingham, VT 05361

      • 4 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 1970
      2329 Faulkner Rd, Whitingham, VT 05361

      Last Sold Summary

      • 13 Days On Market

  • /3

    $500,000

    • Land
    • 1.1 Acres
    • $454,545 per Acre

    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.1 acres overlooking the fairway of the 18th hole and mountains

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
  • /2

    $185,000

    Sold Dec 19, 2025

    13 Prospect St, Bellows Falls, VT 05101

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Above List Price
    • $163/SF
    • 5 Days On Market

    Current Estimated Value $177,031

    Last Listing Agent Rob Weltz Barrett and Valley Associates Inc.

    13 Prospect St, Bellows Falls, VT 05101
    • /23

      Est $415,393

      Not Listed For Sale

      279 Trail Rd, Putney, VT 05346

      • 2 Beds
      • 3 Baths
      • 3,588 Sq Ft
      • Built 1990
      279 Trail Rd, Putney, VT 05346

      Last Sold Summary

      • 57 Days On Market

  • /40

    $825,000

    • 5 Beds
    • 1 Bath
    • 1,224 Sq Ft

    6036 Jacksonville Stage Rd, Guilford, VT 05301

    Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings—many ready for restoration, reimagining, or

    Melissa Nebelski Real Broker LLC

    6036 Jacksonville Stage Rd, Guilford, VT 05301
  • /2

    $30,000

    Sold Jun 18, 2025

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

    • Land
    • 1.1 Acres
    • $27,273 per Acre

    Last Sold Summary

    • 49% Below List Price
    • 292 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360
    • /26

      Est $384,313

      Not Listed For Sale

      331 Old Codding Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,818 Sq Ft
      • Built 2005
      331 Old Codding Rd, Putney, VT 05346

      Last Sold Summary

      • 5 Days On Market

  • /30

    $285,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,524 Sq Ft

    68 Westminster Terrace, Westminster, VT 05158

    Enjoy comfort and convenience in this well cared for single level home featuring 2 bedrooms, 2 baths and a living area that flows nicely from living room with a den/office space into a combination kitchen/dining room. The beautiful wood floors and natural sunlight add to the appeal of the interior of this home and the garage with direct access to the house adds to the convenience of easy living.

    Wilma Skovinski Berkley & Veller Greenwood Country

    68 Westminster Terrace, Westminster, VT 05158
  • /2

    $210,000

    Sold Aug 29, 2025

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155

    • Land
    • 2.1 Acres
    • $100,000 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 190 Days On Market

    Last Listing Agent Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155
    • /3

      Est $320,249

      Not Listed For Sale

      112 Sauve Rd, Putney, VT 05346

      • 3 Beds
      • 2.5 Baths
      • 3,189 Sq Ft
      • Built 1780
      112 Sauve Rd, Putney, VT 05346

      Last Sold Summary

      • 0 Days On Market

  • /43

    $747,500

    • 5 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    67 Castle Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas — truly four-season

    Adam Palmiter Berkley & Veller Greenwood/Dover

    67 Castle Hill Rd, Wilmington, VT 05363
  • /33

    $455,000

    Sold Mar 04, 2026

    139 Buttonwood Dr, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $327/SF
    • 6 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    139 Buttonwood Dr, Brattleboro, VT 05301
    • /39

      Est $358,752

      Not Listed For Sale

      3712 Us Route 5, Westminster, VT 05158

      • 4 Beds
      • 2 Baths
      • 2,423 Sq Ft
      • Built 1792
      3712 Us Route 5, Westminster, VT 05158

      Last Sold Summary

      • 14 Days On Market

  • /49

    $675,000

    • 3 Beds
    • 3 Baths
    • 2,670 Sq Ft

    2079 Ames Hill Rd, Marlboro, VT 05344

    Experience the perfect blend of contemporary design and natural warmth in this stunning 2-story hybrid post & beam set on 5 landscaped acres. Thoughtfully designed with soaring ceilings, exposed beams and lots of glass, this light filled retreat brings the outdoors in while offering comfort and style in every season. Inside rich hardwood floors flow throughout the open concept living spaces,

    Tamara Purcell Berkley & Veller Greenwood Country

    2079 Ames Hill Rd, Marlboro, VT 05344
  • /19

    $305,000

    Sold Aug 05, 2025

    85 Crosby St, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $203/SF
    • 41 Days On Market

    Current Estimated Value $311,266

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    85 Crosby St, Brattleboro, VT 05301
    • /19

      Est $320,190

      Not Listed For Sale

      2170 Kurn Hattin Rd, Putney, VT 05346

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft
      • Built 1992
      2170 Kurn Hattin Rd, Putney, VT 05346

      Last Sold Summary

      • 29 Days On Market

  • /18

    $299,000

    • Land
    • 1.06 Acres
    • $282,075 per Acre

    12 Someday Rd, Dover, VT 05356

    Located in the prestigious Someday neighborhood of West Dover,VT this 1.06-acre building lot offers a unique opportunity to create your dream home with breathtaking views of Mount Snow ski resort. The lot, which once housed the original Someday homestead as your footprint, it is now ready for its next chapter. With a permit for sewer in place for a 6-bedroom home, the property provides a head

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    12 Someday Rd, Dover, VT 05356
  • /38

    $650,000

    Sold Mar 03, 2026

    1382 Grassy Brook Rd, Brookline, VT 05345

    • 3 Beds
    • 2.5 Baths
    • 3,113 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $209/SF
    • 123 Days On Market

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    1382 Grassy Brook Rd, Brookline, VT 05345
    • /40

      Est $661,310

      Not Listed For Sale

      680 Beebe Rd, Putney, VT 05346

      • 3 Beds
      • 3 Baths
      • 2,262 Sq Ft
      • Built 1801
      680 Beebe Rd, Putney, VT 05346

      Last Sold Summary

      • 75 Days On Market

  • /11

    $250,000

    • Land
    • 18 Acres
    • $13,889 per Acre

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

    Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

    Christine Lewis Brattleboro Area Realty

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
  • /43

    $887,000

    Sold Oct 17, 2025

    460 Stratton Gate Rd, Jamaica, VT 05343

    • 4 Beds
    • 3 Baths
    • 3,155 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 12 Days On Market

    Current Estimated Value $849,150

    Last Listing Agent Helen Nault

    460 Stratton Gate Rd, Jamaica, VT 05343
    • /39

      Est $374,861

      Not Listed For Sale

      2227 West Rd, Putney, VT 05346

      • 3 Beds
      • 2 Baths
      • 1,982 Sq Ft
      • Built 1957
      2227 West Rd, Putney, VT 05346

      Last Sold Summary

      • 0 Days On Market

  • /58

    $489,000

    Under Contract
    • 2 Beds
    • 3 Baths
    • 2,610 Sq Ft

    100 Wright Way, Putney, VT 05346

    This attractive country property covers over 10 acres of beautifully landscaped grounds, bordered by a tranquil brook and peaceful woodlands. The setting provides a serene environment ideal for enjoying nature and outdoor activities. The single-level home features an open-concept main floor, offering a seamless flow between living spaces. It includes a spacious bedroom, a full bathroom, laundry,

    Heidi Bernier Berkley & Veller Greenwood Country

    100 Wright Way, Putney, VT 05346
  • /56

    $240,000

    Sold Aug 29, 2025

    67 Morningside Commons, Guilford, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $227/SF
    • 19 Days On Market

    Current Estimated Value $239,607

    Last Listing Agent Sally Fegley BHG Masiello Brattleboro

    67 Morningside Commons, Guilford, VT 05301
    • /39

      Est $423,716

      Not Listed For Sale

      5069 Us Route 5, Westminster, VT 05158

      • 4 Beds
      • 3 Baths
      • 2,800 Sq Ft
      • Built 1841
      5069 Us Route 5, Westminster, VT 05158

      Last Sold Summary

      • 158 Days On Market

  • /51

    $899,800

    $49K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301

Showing Results 361 - 400, Page 10 of 18

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