Windham County, VT Homes

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  /20

  Est $555,500 Not Listed For Sale

  679 W Hill Rd, Putney, VT 05346

  • 3 Beds
  • 1.5 Baths
  • 1,960 Sq Ft
  • Built 1986

  679 W Hill Rd, Putney, VT 05346

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 6 Days On Market

  • Last Sold Price $550,000
  • May 31, 2024

  Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country
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  /37

  $950,000

  • Land
  • 20.7 Acres
  • $45,894 per Acre

  0 Crotty Dr, Town of Rockingham, VT 05101

  Investors, developers and builders take notice! This large, gently sloped parcel is one the last & largest undeveloped lots of land that fall within the Bellows Falls Village District. Just minutes from downtown and abutting Minard's Pond nature area, this property sits high on the hill with spectacular views available. With dozens of potential building locations and access to town water and

  Courtney Doubleday EXP Realty

  0 Crotty Dr, Town of Rockingham, VT 05101
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  /13

  $301,000 Sold Nov 18, 2025

  2380 Guilford Center Rd, Guilford, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1947

  Last Sold Summary

  • 4% Above List Price
  • $261/SF
  • 1 Day On Market

  Current Estimated Value $289,000

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  2380 Guilford Center Rd, Guilford, VT 05301
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  /40

  Est $566,571 Not Listed For Sale

  659 W Hill Rd, Putney, VT 05346

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2000

  659 W Hill Rd, Putney, VT 05346

  Last Sold Summary

  • 7% Below List Price
  • $508/SF
  • 5 Days On Market

  • Last Sold Price $610,000
  • Sep 05, 2024

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /25

  $365,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft

  85 Stockwell Dr, Brattleboro, VT 05301

  Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial

  Christine Lewis Brattleboro Area Realty

  85 Stockwell Dr, Brattleboro, VT 05301
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  /34

  $520,000 Sold May 03, 2025

  32D Silver Birch Unit 126, Dover, VT 05356

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $258/SF
  • 248 Days On Market

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  32D Silver Birch Unit 126, Dover, VT 05356
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  /34

  Est $1,528,093 Not Listed For Sale

  51 Overhills, Putney, VT 05346

  • 6 Beds
  • 4.5 Baths
  • 4,952 Sq Ft
  • Built 1800

  51 Overhills, Putney, VT 05346

  Last Sold Summary

  • 2% Above List Price
  • $303/SF
  • 215 Days On Market

  • Last Sold Price $1,500,000
  • Jul 07, 2023

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country
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  /50

  $435,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  27 Country Ct, Wilmington, VT 05363

  Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use

  Janet Boyd Boyd Real Estate

  27 Country Ct, Wilmington, VT 05363
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  /17

  $640,000 Sold Dec 23, 2025

  761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $653/SF
  • 60 Days On Market

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
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  /21

  Est $444,278 Not Listed For Sale

  41 Aiken Rd, Putney, VT 05346

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 1979

  41 Aiken Rd, Putney, VT 05346

  Last Sold Summary

  • 10% Above List Price
  • $261/SF
  • 7 Days On Market

  • Last Sold Price $405,000
  • Jun 21, 2024

  Last Listing Agent David Brown
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  /14

  $279,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  8 Happy Haven Rd, Wilmington, VT 05363

  Conveniently located to village center, elementary school, lakes and trails. This riverfront home is waiting for a facelift! Three bedrooms, 2 bathrooms, living room, kitchen with a dining area with siders to a deck over looking the Deerfield River. Room downstairs for a hobby or craft room and a family room with a gas fireplace. Newer hot water tank and furnace. Room for gardens and a two car

  Janet Boyd Boyd Real Estate

  8 Happy Haven Rd, Wilmington, VT 05363
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  /25

  $210,000 Sold Oct 10, 2025

  402 Butternut Hill Rd, Guilford, VT 05301

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1944

  Last Sold Summary

  • 7% Below List Price
  • $262/SF
  • 0 Days On Market

  Current Estimated Value $211,644

  Last Listing Agent Laura D'Angelo Berkley & Veller Greenwood Country

  402 Butternut Hill Rd, Guilford, VT 05301
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  /23

  Est $162,652 Not Listed For Sale

  317 Putney Mountain Rd, Putney, VT 05346

  • 1 Bed
  • 1 Bath
  • 1,343 Sq Ft
  • Built 1970

  317 Putney Mountain Rd, Putney, VT 05346

  Last Sold Summary

  • 12% Above List Price
  • $108/SF
  • 7 Days On Market

  • Last Sold Price $145,000
  • Mar 17, 2025

  Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country
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  /44

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  24 Antler Loop, West Dover, VT 05356

  This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views.

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  24 Antler Loop, West Dover, VT 05356
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  /5

  $65,000 Sold Feb 20, 2026

  Lot 2 Pine Banks Rd, Putney, VT 05346

  • Land
  • 5.1 Acres
  • $12,745 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  Lot 2 Pine Banks Rd, Putney, VT 05346
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  /38

  Est $477,700 Not Listed For Sale

  1073 River Rd S, Putney, VT 05346

  • 5 Beds
  • 2.5 Baths
  • 4,500 Sq Ft
  • Built 1806

  1073 River Rd S, Putney, VT 05346

  Last Sold Summary

  • 9% Below List Price
  • $116/SF
  • 200 Days On Market

  • Last Sold Price $522,500
  • Jun 02, 2023

  Last Listing Agent Oona Madden Berkley & Veller Greenwood Country
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  /3

  $299,000

  • Land
  • 36,590 Sq Ft
  • $355,952 per Acre

  8 B Freestyle Cir, Dover, VT 05356

  Ski in and out at Mount Snow from one of the last two buildable lots on the mountain. If you understand the convenience of slopeside living this could be the location for you to build your dream home. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that this is the larger of 2 lots

  John Redd Skihome Realty

  8 B Freestyle Cir, Dover, VT 05356
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  /47

  $910,000 Sold Feb 27, 2026

  151 Holland Rd, Dover, VT 05341

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $361/SF
  • 293 Days On Market

  Current Estimated Value $979,945

  Last Listing Agent Patrice Schneider Southern Vermont Realty Group

  151 Holland Rd, Dover, VT 05341
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  /23

  Est $446,690 Not Listed For Sale

  34 Ompawmet Rd, Putney, VT 05346

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1955

  34 Ompawmet Rd, Putney, VT 05346

  Last Sold Summary

  • 23% Below List Price
  • $322/SF
  • 9 Days On Market

  • Last Sold Price $580,000
  • Sep 01, 2023

  Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country
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  /33

  $880,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  3 Stratton Springs Rd Unit 3B, Stratton, VT 05360

  3B Stratton Springs Road. Stratton, VT 05155Located in one of Stratton’s most sought after neighborhoods, this three bedroom townhome combines luxury and convenience with a private location. It has an open floorplan and double height ceilings in the living room. There is a private patio off the back of the home. It has a one car attached garage. Stratton Springs is next door to the Stratton

  Andrew King Stratton Real Estate

  3 Stratton Springs Rd Unit 3B, Stratton, VT 05360
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  /4

  $17,500 Sold Jul 31, 2025

  34 Woodsman Rd, West Dover, VT 05356

  • Land
  • 1 Acre
  • $17,500 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 621 Days On Market

  Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  34 Woodsman Rd, West Dover, VT 05356
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  /40

  Est $295,369 Not Listed For Sale

  38 Hines Rd, Bellows Falls, VT 05101

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1986

  38 Hines Rd, Bellows Falls, VT 05101

  Last Sold Summary

  • 21% Below List Price
  • $222/SF
  • 9 Days On Market

  • Last Sold Price $375,000
  • Oct 12, 2023

  Last Listing Agent Amy Hill EXP Realty
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  /45

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  1033 Burrington Hill Rd, Whitingham, VT 05361

  Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's

  Monique White Deerfield Valley Real Estate

  1033 Burrington Hill Rd, Whitingham, VT 05361
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  /56

  $330,000 Sold Sep 30, 2025

  3523 Westminster Rd W, Putney, VT 05346

  • 4 Beds
  • 3.5 Baths
  • 3,147 Sq Ft
  • Built 1805

  Last Sold Summary

  • 10% Below List Price
  • $105/SF
  • 37 Days On Market

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  3523 Westminster Rd W, Putney, VT 05346
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  /16

  Est $220,619 Not Listed For Sale

  44 Mountain View Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1964

  44 Mountain View Rd, Putney, VT 05346

  Last Sold Summary

  • 14% Above List Price
  • $237/SF
  • 14 Days On Market

  • Last Sold Price $193,000
  • Oct 30, 2023

  Last Listing Agent David Brown
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  /39

  $895,000

  • 5 Beds
  • 2.5 Baths
  • 2,338 Sq Ft

  3715 Route 11, Londonderry, VT 05148

  Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

  Cheyanne Pugliese

  3715 Route 11, Londonderry, VT 05148
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  /6

  $399,000 Sold May 02, 2025

  79 Putney Rd, Brattleboro, VT 05301

  • 4,087 Sq Ft
  • Built 1910

  Last Sold Summary

  • $98/SF
  • 217 Days On Market

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  79 Putney Rd, Brattleboro, VT 05301
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  /33

  Est $262,049 Not Listed For Sale

  69 Taylor Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1970

  69 Taylor Rd, Putney, VT 05346

  Last Sold Summary

  • 6% Above List Price
  • $164/SF
  • 20 Days On Market

  • Last Sold Price $246,500
  • Dec 16, 2024

  Last Listing Agent Erin Kendall EXP Realty
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  /23

  $1,150,000

  • 6,442 Sq Ft

  69-71 Elliot St, Brattleboro, VT 05301

  Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

  Erica Reynolds Southern Vermont Realty Group

  69-71 Elliot St, Brattleboro, VT 05301
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  /2

  $34,995 Sold Sep 26, 2025

  0 Upper Oak Hill Rd, Newfane, VT 05345

  • Land
  • 1.5 Acres
  • $23,330 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 318 Days On Market

  Last Listing Agent Eric Scott Barrett & Valley Assoc. Inc

  0 Upper Oak Hill Rd, Newfane, VT 05345
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  /38

  Est $263,934 Not Listed For Sale

  82 Taylor Rd, Putney, VT 05346

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • Built 1975

  82 Taylor Rd, Putney, VT 05346

  Last Sold Summary

  • 20% Above List Price
  • $172/SF
  • 3 Days On Market

  • Last Sold Price $220,000
  • Aug 10, 2023

  Last Listing Agent Kate Barry EXP Realty
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  /59

  $2,398,000

  • 4 Beds
  • 4 Baths
  • 3,585 Sq Ft

  127 Fannie Hill Dr, Wilmington, VT 05363

  Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  127 Fannie Hill Dr, Wilmington, VT 05363
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  /25

  $70,000 Sold Nov 18, 2025

  2418 Back Westminster Rd, Westminster, VT 05158

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1936

  Last Sold Summary

  • 62% Below List Price
  • $54/SF
  • 97 Days On Market

  Current Estimated Value $86,728

  Last Listing Agent Lily Gautot Greenwald Realty Group

  2418 Back Westminster Rd, Westminster, VT 05158
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  /39

  Est $293,768 Not Listed For Sale

  143 Old Stage Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • Built 1960

  143 Old Stage Rd, Putney, VT 05346

  Last Sold Summary

  • 1% Below List Price
  • $223/SF
  • 6 Days On Market

  • Last Sold Price $296,000
  • Apr 11, 2024

  Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country
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  /15

  $292,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5 First Ln Unit 1, Wilmington, VT 05363

  Owner open to offers. Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are

  Adam Palmiter Berkley & Veller Greenwood/Dover

  5 First Ln Unit 1, Wilmington, VT 05363
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  /13

  $285,000 Sold Apr 07, 2026

  0 Ellen Ware Rd, Townshend, VT 05353

  • Land
  • 133 Acres
  • $2,143 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 1 Day On Market

  Last Listing Agent Victoria Woods Brattleboro Area Realty

  0 Ellen Ware Rd, Townshend, VT 05353
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  /8

  Est $246,014 Not Listed For Sale

  301 S Pine Banks Rd, Putney, VT 05346

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1990

  301 S Pine Banks Rd, Putney, VT 05346

  Last Sold Summary

  • 3% Above List Price
  • $199/SF
  • 18 Days On Market

  • Last Sold Price $239,000
  • May 23, 2024

  Last Listing Agent Jody Graves Berkley & Veller Greenwood Country
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  /50

  $950,000 Under Contract

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

  1 Tom's Cabin Rd, Dover, VT 05356

  Tucked away on 6 private acres in Dover, Vermont, this beautifully crafted 4-bedroom, 4-bath home offers the perfect blend of rustic charm, comfort, and space for year-round enjoyment. A dramatic great room with soaring ceilings, exposed timber framing, a stone fireplace, and a wall of windows creates a warm and inviting gathering space filled with natural light and woodland views.The

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  1 Tom's Cabin Rd, Dover, VT 05356
• 

  

  /40

  $650,000 Sold Nov 14, 2025

  134 Ellis Brook Rd, Dover, VT 05356

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $289/SF
  • 63 Days On Market

  Current Estimated Value $631,204

  Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  134 Ellis Brook Rd, Dover, VT 05356
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  /40

  Est $408,162 Not Listed For Sale

  260 Hickory Ridge Rd S, Putney, VT 05346

  • 3 Beds
  • 2 Baths
  • 2,269 Sq Ft
  • Built 1950

  260 Hickory Ridge Rd S, Putney, VT 05346

  Last Sold Summary

  • 17% Above List Price
  • $154/SF
  • 11 Days On Market

  • Last Sold Price $350,000
  • Oct 10, 2023

  Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

Showing Results 641 - 680, Page 17 of 18