Windham, VT Homes

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  /43

  $725,000

  • 2 Beds
  • 2 Baths
  • 2,144 Sq Ft

  956 Old Cheney Rd, West Townshend, VT 05359

  This 2-bed/2-bath, south-facing Vermont farmhouse sits on 41 acres with great views. Originally built in 1790, it’s had a thorough, sensitive restoration to preserve historical integrity while offering modern comfort. The house has an Energy Star® Tamko metal roof resembling the original slate, a new septic system (2022), whole house propane generator, partially spray foamed basement, and

  Kim Meeker Southern Vermont Realty Group

  956 Old Cheney Rd, West Townshend, 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 thru September 30, 2025.

  Team BVA Rentals Barrett and Valley Associates Inc.

  176 Harrington Rd, West Townshend, VT 05359
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  /41

  $364,000 Sold Aug 15, 2025

  • 1,758 Sq Ft
  • $207/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  3091 Route 121, Windham, VT 05359

  Slow down and take time to soak up the charm and character of this sweet house in the beautiful town of Windham! The c. 1860 antique Country Cape is a true testament to the enduring appeal of fine craftsmanship and a life well-lived. The house sits on 12 acres, with a stream and flower-filled meadows beyond, and one of the best front porches in Windham – relax, enjoy the view, and watch the world

  Claudia Harris Mary Mitchell Miller Real Estate

  3091 Route 121, Windham, VT 05359
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  /12

  Est $215,904 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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  /27

  $349,000

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

  7271 Windham Hill Rd, West Townshend, VT 05359

  Charming and meticulously maintained, this classic Vermont A-frame with a tasteful addition offers the perfect blend of character and comfort. Nestled on just under 2 acres, the home features 3 cozy bedrooms, warm wood accents, and inviting living spaces filled with natural light. Whether you're enjoying a quiet morning on the deck or taking in the peaceful surroundings, this property is a true

  Carrie Mathews Winhall Real Estate

  7271 Windham Hill Rd, West Townshend, VT 05359
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  /37

  $329,500 Sold Jul 02, 2025

  • 1,410 Sq Ft
  • $234/SF
  • 117 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1927

  1334 Burbee Pond Rd, Windham, VT 05359

  Welcome to this charming colonial property situated on 2 acres of serene countryside in Windham, VT. With two bedrooms and 2.5 baths, it provides ample space for relaxation and retreat.As you enter, you’ll be greeted by a warm living area featuring a cozy wood stove and a fireplace, creating an inviting atmosphere for gatherings or quiet evenings. The open layout seamlessly connects the

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  1334 Burbee Pond Rd, Windham, VT 05359
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  /16

  Est $174,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  3128 Windham Hill Rd, West Townshend, VT 05359

  3128 Windham Hill Rd, West Townshend, VT 05359
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  /45

  $395,000

  • 3 Beds
  • 2 Baths
  • 768 Sq Ft

  466 Wheeler Rd, Windham, VT 05359

  This 3-bedroom 2-bath chalet, being sold fully furnished, 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

  Mike England Michael England Real Estate

  466 Wheeler Rd, Windham, VT 05359
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  /57

  $427,000 Sold Jun 27, 2025

  • 1,876 Sq Ft
  • $228/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1980

  710 Birch Hill Rd, West Townshend, VT 05359

  Welcome to the Timber Ridge Community! Tucked away in the peaceful woods of Vermont, this stunning 4-bedroom, 2-bath home offers the perfect blend of rustic charm and modern comfort. Designed with an open floor plan and dramatic floor-to-ceiling windows, the main level is flooded with natural light and offers breathtaking views of the surrounding forest. The main level is finished with two

  Kevin Barnes William Raveis Real Estate Vermont Properties

  710 Birch Hill Rd, West Townshend, VT 05359
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  /22

  Est $401,726 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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  /18

  $250,000

  • 5 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  1614 Burbee Pond Rd, West Townshend, VT 05359

  Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor.Home is ready for your improvements.Close to ski resorts!

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  1614 Burbee Pond 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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  /28

  Est $537,534 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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  /56

  $475,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  6900 Windham Hill Rd, Windham, VT 05359

  Nestled in the rolling hills of Windham, this inviting home offers the perfect blend of comfort and charm. Step inside the large mudroom as you transition inside to find tastefully painted rooms that create a warm and welcoming atmosphere. The fireplace features updated stonework, making it a stunning focal point for cozy evenings. A completely rebuilt deck extends your living space outdoors,

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  6900 Windham Hill Rd, Windham, VT 05359
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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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  /25

  Est $652,464 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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  /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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  /26

  Est $438,712 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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  /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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  /37

  Est $496,505 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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  /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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  /40

  Est $569,871 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,221 Sq Ft

  599 Hitchcock Hill Rd, Windham, VT 05359

  599 Hitchcock Hill Rd, Windham, 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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  /38

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  757 Glebe Mountain Rd, Windham, VT 05359

  757 Glebe Mountain Rd, Windham, 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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  /37

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,466 Sq Ft

  2105 White Rd, Chester, VT 05143

  2105 White Rd, Chester, VT 05143
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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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  /3

  Est $236,150 Not Listed For Sale

  445 Wheeler Rd, Windham, VT 05359

  445 Wheeler Rd, Windham, VT 05359
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  /25

  Est $548,677 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,246 Sq Ft

  257 Edson Dr, Windham, VT 05143

  257 Edson Dr, Windham, 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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  /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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  /7

  Not Listed For Sale

  West W Windham Rd, Windham, VT 05359

  West W Windham Rd, Windham, VT 05359
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  /12

  Est $100,666 Not Listed For Sale

  • 2 Beds

  1114 Abbott Rd, Windham, VT 05359

  1114 Abbott Rd, Windham, VT 05359
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  /35

  Est $559,043 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 $96,591 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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  /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 $567,954 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 $370,499 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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