Windham, VT Homes

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  $479,000

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

  466 Wheeler Rd, Windham, VT 05359

  This 3-bedroom 2-bath Chalet is quietly nestled on 2.6 acres in the heart of Vermont’s ski country. The upper level has a wonderful, spacious kitchen, with an open floor plan combining the dining area and living room, with wood-burning fireplace, has access to the the wrap around deck. One bedroom with a walk-in closet is also on the upper level. The lower level boasts 2-bedrooms, a full bath,

  Mike England Michael England Real Estate

  466 Wheeler Rd, Windham, VT 05359
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  /8

  $2,850 per month

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  176 Harrington Rd, West Townshend, VT 05359

  SUMMER SEASONAL RENTAL!!Charming well kept log home tucked away in a country setting in Windham. Centrally located between Chester, Grafton and Londonderry. A great getaway to enjoy all of what VT has to offer (summer activities, wildlife and hiking trails to name a few). Fully furnished and all inclusive for $2,850.00 per month. Tenant pays trash removal. Available May 1, 2025 thru September

  Team BVA Rentals Barrett and Valley Associates Inc.

  176 Harrington Rd, West Townshend, VT 05359
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  /41

  $395,000 Sold Mar 13, 2025

  • 1,871 Sq Ft
  • $211/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  814 Glebe Mountain Rd, West Townshend, VT 05359

  This picturesque setting feels like living in a snow globe during winter which provides direct access to the VAST snowmobile trails and has Magic Mountain Ski Area on the other side of the hill. This 3-bedroom, 2-bath home, complete with a loft, is designed to accommodate family and friends with ease. Updates throughout enhance its appeal, including a remodeled kitchen, an upgraded heating

  Kevin Barnes William Raveis Real Estate Vermont Properties

  814 Glebe Mountain Rd, West Townshend, VT 05359
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  /12

  Est $221,355 Not Listed For Sale

  • 1 Bed
  • 420 Sq Ft

  3709 Windham Hill Rd, West Townshend, VT 05359

  3709 Windham Hill Rd, West Townshend, VT 05359
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  /16

  $789,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  717 Horsenail Hill Rd, Chester, VT 05143

  Welcome to this stunning 2,400 square-foot new construction home! This modern and spacious residence offers a perfect blend of comfort and style, featuring an open-concept design with high ceilings and abundant natural light throughout. The gourmet kitchen boasts custom cabinetry, stone countertops, a large island, and state-of-the-art appliances, making it a dream for cooking enthusiasts and

  Alison Cummings Cummings & Co

  717 Horsenail Hill Rd, Chester, VT 05143
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  /36

  $925,000 Sold Dec 13, 2024

  • 2,916 Sq Ft
  • $317/SF
  • 169 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1850

  2181 White Rd, Chester, VT 05143

  Nestled along a serene country road, this enchanting home exudes rustic charm and timeless elegance. The “Twin Brooks” that flank the property and private pond round out the much desired water features. Hand hewn beamed ceilings welcome you into a cozy haven where every detail tells a story. Adorned with captivating features, the interior boasts a marble-faced fireplace, a soapstone stove

  Lee Brown Four Seasons Sotheby's Int'l Realty

  2181 White Rd, Chester, VT 05143
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  /22

  Est $455,525 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,589 Sq Ft

  1388 Burbee Pond Rd, West Townshend, VT 05359

  1388 Burbee Pond Rd, West Townshend, VT 05359
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  /14

  $185,000 Sold Dec 09, 2024

  • Land
  • 36 Acres
  • $5,103 per Acre

  • 115 Days On Market

  173 Horsenail Hill Rd, Windham, VT 05359

  Over 35 acres with more than 2,500 feet of PRIME ROAD FRONTAGE on Vermont Route 11, a major east west corridor from Springfiled to Manchester. This open level lot is a perfect spot for your business starting from the ground up. With great exposure and easy access to Route 91 and Vermont Route 7 this ultimate location is waiting for you and your ideas.

  Frank Provance Diamond Realty

  173 Horsenail Hill Rd, Windham, VT 05359
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  /28

  Est $601,840 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,854 Sq Ft

  5852 Windham Hill Rd, West Townshend, VT 05359

  5852 Windham Hill Rd, West Townshend, VT 05359
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  /41

  $410,000 Sold Nov 08, 2024

  • 1,410 Sq Ft
  • $291/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  56 Hidden Newton Rd, Chester, VT 05143

  This log home in Windham includes a large yard with fruit trees, room for gardening and recreation, privately situated on a quiet dead-end street. Enjoy the peace and quiet of the natural surroundings with a small pond, apple trees and large deck to relax on. This 3 bedroom , 2 bath home has a nice interior flow with an open kitchen/living/dining floor plan. Enter through the large mudroom and

  Alison Cummings Cummings & Co

  56 Hidden Newton Rd, Chester, VT 05143
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  /25

  Est $816,468 Not Listed For Sale

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

  1245 Burbee Pond Rd, West Townshend, VT 05359

  1245 Burbee Pond Rd, West Townshend, VT 05359
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  /12

  $124,000 Sold Oct 25, 2024

  • 630 Sq Ft
  • $197/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1940

  22 White Rd, Chester, VT 05143

  Priced below town assessment and just in time for hunting season, this cute cottage/camp is being sold "as is." This camp sits on 1.1 acres of land, septic tank installed 10 to 15 years ago. It features living room, kitchen, bedroom and a 3/4 bath on the main floor and a loft in part of the second floor. It also has a shed and an outhouse. Don't miss this opportunity!!!

  Darlene Conca Keller Williams Realty Metro-Keene

  22 White Rd, Chester, VT 05143
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  /26

  Est $344,201 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,005 Sq Ft

  11 Corn Hill Rd, West Townshend, VT 05359

  11 Corn Hill Rd, West Townshend, VT 05359
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  /28

  $309,000 Sold Oct 18, 2024

  • 1,748 Sq Ft
  • $177/SF
  • 127 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1970

  121 Windham Springs Rd, Windham, VT 05359

  Back on the market with a brand new 5 bedroom septic system! This great get-away has been loved by one family for a very long time and they are now ready to pass it on to the next owners! Large windows bring in the light and make you feel like you are in a tree house! Slate floors and warm woodwork give this home a rustic, comfortable feel. The open concept floor plan on the main level allows for

  Alison Cummings Cummings & Co

  121 Windham Springs Rd, Windham, VT 05359
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  /37

  Est $492,696 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,340 Sq Ft

  8117 Windham Hill Rd, West Townshend, VT 05359

  8117 Windham Hill Rd, West Townshend, VT 05359
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  /38

  $680,000 Sold Oct 17, 2024

  • 1,171 Sq Ft
  • $581/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  2253 White Rd, Chester, VT 05143

  Stunning acreage surrounds this charming home in Windham, Vermont.110 acres of curated land with trails throughout. Lots of places to explore and enjoy, all on your own land! A quintessential get-away with a large screened-in porch overlooking the waterfall and pond. Follow the bridge across the pond to the meadow and trails. The extensive trail network is well maintained, meandering throughout

  Alison Cummings Cummings & Co

  2253 White Rd, Chester, VT 05143
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  Est $408,496 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  175 Timber Ridge Rd, West Townshend, VT 05359

  175 Timber Ridge Rd, West Townshend, VT 05359
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  /21

  $770,000 Sold Sep 20, 2024

  • 2,296 Sq Ft
  • $335/SF
  • 38 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2008

  7406 Windham Hill Rd, West Townshend, VT 05359

  Designed with an open layout, this contemporary farmhouse is awash with natural light. The chef’s kitchen features local Danby Marble countertops and ample built-in storage. The soft patina of Ash wood floors are a highlight throughout the entire home. Built in 2008, with a custom interior completed in 2016, it includes two spacious en-suite bedrooms and a third bedroom with a dedicated bath and

  Dia Jenks LandVest, Inc/Woodstock

  7406 Windham Hill Rd, West Townshend, VT 05359
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  /24

  Est $356,675 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,266 Sq Ft

  7271 Windham Hill Rd, West Townshend, VT 05359

  7271 Windham Hill Rd, West Townshend, VT 05359
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  /16

  $170,000 Sold Aug 12, 2024

  • 1,499 Sq Ft
  • $113/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1835

  3128 Windham Hill Rd, West Townshend, VT 05359

  Historic mid 19th century cape in the south hamlet of Windham being sold as is. Current owner has begun renovating, but there is still plenty left to do. There is a brand new boiler in the basement, but is presently not connected. This is a lovely location at the south end of town with ready access to local ski areas including Magic, Stratton, Bromley and Okemo, and close proximity to Jamaica

  Christopher Cummings Cummings & Co

  3128 Windham Hill Rd, West Townshend, VT 05359
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  /3

  Est $252,930 Not Listed For Sale

  445 Wheeler Rd, Windham, VT 05359

  445 Wheeler Rd, Windham, VT 05359
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  /40

  $621,964 Sold Jul 30, 2024

  • 2,221 Sq Ft
  • $280/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  599 Hitchcock Hill Rd, Windham, VT 05359

  Sunlight pours in to this charming log home in Windham. It is exceptionally well sited to take advantage of the landscape, exposure and view. Many large south facing windows allow for ample light inside and the large deck that surrounds the home extends the living space to outside. Discover the space in between, a large sun room just off the living area, perfect for enjoying the sunset year

  Alison Cummings Cummings & Co

  599 Hitchcock Hill Rd, Windham, VT 05359
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  /25

  Est $560,445 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  257 Edson Dr, Windham, VT 05143

  257 Edson Dr, Windham, VT 05143
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  /37

  $580,000 Sold Jul 26, 2024

  • 2,466 Sq Ft
  • $235/SF
  • 159 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1802

  2105 White Rd, Chester, VT 05143

  There is a lot more to this sweet house than meets the eye… come see it for yourself and prepare to be enchanted! What was once one of Windham’s quaint schoolhouses is now the quintessential Vermont escape, blending classic architectural charm and design with the convenience and efficiency of a modern home. The schoolhouse was moved to its current location and placed on a new concrete foundation

  Claudia Harris Mary Mitchell Miller Real Estate

  2105 White Rd, Chester, VT 05143
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  /12

  Not Listed For Sale

  TBD Back Windham Rd, Windham, VT 05359

  TBD Back Windham Rd, Windham, VT 05359
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  /38

  $750,000 Sold May 24, 2024

  • 1,600 Sq Ft
  • $469/SF
  • 63 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  757 Glebe Mountain Rd, Windham, VT 05359

  Located on Timber Ridge and just a short drive to Magic Mountain and Lowell Lake, this property's location offers so much of Vermont life with hiking, skiing, snowshoeing, sledding, and Vast snowmobile trails ALL nearby.  If the location of this 3200 sq. ft, 4 bedroom, 3 bathroom home does not grab your attention then maybe all the attributes of the home will. The exterior of the home offers

  Rachel Febbie EXP Realty

  757 Glebe Mountain Rd, Windham, VT 05359
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  /19

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  410 Scott Pet Rd, Windham, VT 05359

  410 Scott Pet Rd, Windham, VT 05359
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  /12

  $24,000 Sold May 10, 2024

  • Land
  • 1.56 Acres
  • $15,385 per Acre

  • 10 Days On Market

  1114 Abbott Rd, Windham, VT 05359

  Pretty country road located, small stream runs along the front left corner of the property, pretty stonewall and surrounded by neighboring open meadows. Soils testing was performed May 2023, determined the possibility of permitting a septic design for a two bedroom home, the driveway would require a wetland permit. The Vermont Wetland Program regularly issues these types of permit for drive

  Monique White Deerfield Valley Real Estate

  1114 Abbott Rd, Windham, VT 05359
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  /7

  Not Listed For Sale

  West W Windham Rd, Windham, VT 05359

  West W Windham Rd, Windham, VT 05359
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  /35

  Est $549,122 Not Listed For Sale

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

  1449 Route 121 Unit 1449, Windham, VT 05359

  1449 Route 121 Unit 1449, Windham, VT 05359
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  /24

  Est $101,413 Not Listed For Sale

  • 1 Bed
  • 312 Sq Ft

  1000 Wheeler Rd, West Townshend, VT 05359

  1000 Wheeler Rd, West Townshend, VT 05359
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  /21

  Not Listed For Sale

  00 Hitchcock Hill Rd, Windham, VT 05359

  00 Hitchcock Hill Rd, Windham, VT 05359
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  /37

  Est $510,493 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  6397 Popple Dungeon Rd, Chester, VT 05143

  6397 Popple Dungeon Rd, Chester, VT 05143
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  /21

  Est $134,024 Not Listed For Sale

  4677 Windham Hill Rd, Windham, VT 05359

  4677 Windham Hill Rd, Windham, VT 05359
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  /4

  Not Listed For Sale

  Lot 8 Glebe Mountain Rd Unit Lot 8, Windham, VT 05359

  Lot 8 Glebe Mountain Rd Unit Lot 8, Windham, VT 05359
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  /40

  Est $590,678 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,263 Sq Ft

  736 Horsenail Hill Rd, Chester, VT 05143

  736 Horsenail Hill Rd, Chester, VT 05143
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  /40

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  1035 Vermont 121, Windham, VT 05359

  1035 Vermont 121, Windham, VT 05359
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  /38

  Est $375,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  1000 Burbee Pond Rd, West Townshend, VT 05359

  1000 Burbee Pond Rd, West Townshend, VT 05359
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  /23

  Est $271,274 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,691 Sq Ft

  24 Chase Rd, West Townshend, VT 05359

  24 Chase Rd, West Townshend, VT 05359
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  /37

  Est $517,741 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,042 Sq Ft

  1113 Old Cheney Rd, West Townshend, VT 05359

  1113 Old Cheney Rd, West Townshend, VT 05359

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