Windham VT Real Estate

A lovely rural community, Windham is home to several ponds including Burbee Pond. Residents of Windham enjoy natural beauty year-round as well as close proximity to Stratton Mountain, Jamaica State Park, and Magic Mountain. 

Browse Houses for Sale in Windham

Scroll down to find real estate for sale in Windham, VT area. Find a variety of listings including residential, condos, land lots, and more. If you have questions or would like to schedule a showing, contact TPW Real Estate.

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300 Fairway Meadows Road Windham VT 05359

Windham, VT300 Fairway Meadows Road

Price$840,000

Est. Mortgage: $/month

MLS Number 4739427

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 4,228

Paradise for the Sportsman and Outdoors Woman and Living in Year Round Luxury! If you ever wanted to leave the "rat race" behind and find your own paradise and peace and quiet in Vermont... this idyllic spot is for you. It's like having your own resort and special hideaway! Total privacy on 28+ acres with 270 degree views, including the peaks and trails of Okemo in the distance. This fabulously unique timber frame, designed by Pete Newton and built by Scott Wilkins Custom Home Builders will captivate your imagination. What it is and what it could be! Literally 100's of thousand of $$$'s of gorgeous Windham Dark Green Ledge Slate from this very property, makes up the massive and dramatic wood burning fireplaces inside and the slate also lines the huge Vt. country pool/pond and huge patio area. Pool area also with a Vt. timber beam Cabana for serious outdoor entertaining. The home enjoys Southern sunny exposure in all the living areas. Incredible living room, master bedroom and kitchen all flowing out to poolside summer living and splendid mature gardens in bloom. Entertaining is world class with pool table and state of art golf simulator with over 200 courses to test your skills. Just a short distance is Vail's Tater Hill Golf Club and direct access to the VAST snowmobile trails. Enjoy ALL that Vermont has to offer in EVERY season. Magic, Stratton and Okemo all within 25 minutes. Come see this magnificent home.

Listed by Wilkie Bushby of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8273 Windham Hill Road Windham VT 05359

Windham, VT8273 Windham Hill Road

Price$399,000

Est. Mortgage: $/month

MLS Number 4645210

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 4,274

Mix of 1880 school house / town hall with recently reconstructed home offers a perfect mix of old meets new! This recently reconstructed home offers an open kitchen and living area, large windows throughout to capture the beautiful views and bring in tons of natural light, and a formal dining room, and family room with a cozy warm wood stove . This property offer a large master en suite with french doors overlooking the pond! Two car garage, a 'toy' garage', and stone patio are just a few of the additional features of this home. Snowmobile from this property to the VAST trails or take a short drive to Tater Hill for a round of golf! Close to Magic, Stratton, Okemo, and Bromley Mountains!

Listed by Carrie Mathews of William Raveis Winhall

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5622 Windham Hill Road Windham VT 05359

Windham, VT5622 Windham Hill Road

Price$222,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4779076

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,325

Sweet spot up on a hill in Windham! Surrounded by lovely perennial gardens and plenty of space for your veggies this yard has sunlight all day long! The main house has 3 nice bedrooms and one and a half baths, an open concept living space and a large enclosed porch in the rear. The downstairs level has access from the one car garage and is partially finished as a laundry space and sitting room. There is plenty of great space in this cute house! Exceptional studio space in the heated workshop. 32' x32' with 12' ceilings and large garage style doors, there are endless possibilities for this workshop! Priced to sell, take a look today!

Listed by Alison Clayton-Cummings of TPW Real Estate

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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VT Route 121 Windham VT 05359

Windham, VTVT Route 121 Route

Price$199,000

Est. Mortgage: $/month

MLS Number 4782181

  • Land
  • Acreage 93.05
  • Zoning Windham

Beautiful 93.05 acre parcel at Lawrence's 4 corners in Windham with southern views. There's a driveway established on Hitchcock Road to a potential building site. Or build off Rt 121 overlooking an expansive beaver pond with 4-bedroom septic design in place. Deeded in 3 separate parcels with frontage on two roads. This is an amazing opportunity!

Listed by Adam Granger of Redbud Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Harrington Road Windham VT 05359-9626

Windham, VT19 Harrington Road

Price$179,000

Est. Mortgage: $/month

MLS Number 4730330

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,154

Windham Gem! Classic New England cape on a corner-lot with an attached garage. Minutes to Magic, Bromley, and Stratton. Nearby access to the VAST Trail System. Relax by the wood stove insert after a day on the slopes. Living space has views of the church next door or the Green Mountains in the winter. Efficient kitchen has all the comforts of home, with a stove, refrigerator and energy star rated stackable washer and dryer. Main level master bedroom has a private, recently renovated full bathroom. Upstairs two bedrooms share another full updated bathroom. Wood storage shed and furnishings included.

Listed by MaryKate Grey and Peggy O'Neill of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Hitchcock Hill and Scott Pet Windham VT 05359

MLS Number 4791132

  • Land
  • Acreage 130
  • Zoning Res

130 acres +/- of raw, wooded land with frontage on 3 roads, consisting of 2 parcels close to skiing, golfing and mountain towns. The 113 acre +/- parcel climbs to an elevation of 2000 feet that if cleared would yield 360 deg. views and has 2 streams running through it. The 17 Acre +/- parcel with frontage on Scott Pet Road has river frontage along the Windham/Londonderry town line. Great opportunity to build a home and enroll some land in the Vt Current Use program (min. 27 acres) for tax savings.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4364 Windham Hill Road Windham VT 05359

Windham, VT4364 Windham Hill Road

Price$144,000

Est. Mortgage: $/month

Pending

MLS Number 4788754

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,288

Located on over 31 acres, this lovely farm house offers charm and character not found in newer homes. Features include four bedrooms and two full baths, attached 2-car garage and ample parking in the gravel driveway, fireplace, screened porch, many original features and more! Located not far from Stratton, Bromley and Magic Mountains and Tater Hill Golf Club for year round enjoyment all in easy driving distance away.

Listed by Dick Thackston of R.H. Thackston & Company

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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875 West Windham Road Windham VT 05359

Windham, VT875 West Windham Road

Price$135,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4786987

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 600

This beautifully appointed cabin is well suited for year round use. One of the original homes in the West Windham Valley. Short distance to scenic Hamilton Falls at the end of the valley. Low maintenance property is centrally located to nearby skiing, snowmobiling, hiking and year round recreation; just 8 miles from downtown Londonderry. Make an appointment today, and get in before this ski season!

Listed by Christopher Cummings of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5303 Windham Hill Road Windham VT 05359

Windham, VT5303 Windham Hill Road

Price$100,000

Est. Mortgage: $/month

MLS Number 4767815

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 924

AFFORDABLE! If you are looking for an affordable get away vacation home, or a more than affordable primary home, this is it! Close to Skiing and all that southern Vermont has to offer in recreation, this home is in a perfect location for either summer or winter sports. If you want to downsize and retire, there is a first floor bed and bath for aging in place! The second floor bedroom is amazing with lots of windows and plenty of extra room to hide away. Starting out? The basics are here, take your time and add to the cosmetics to make this your own. Sitting in it's own little meadow, you will love coming home to the peace and quite of a small village, close enough to action but just far enough away to appreciate the country.

Listed by Christine Lewis of Brattleboro Area Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 1 Ingalls Windham VT 05359

Windham, VTLot 1 Ingalls Road

Price$79,000

Est. Mortgage: $/month

MLS Number 4478838

  • Land
  • Acreage 21
  • Zoning Residential

PRICE REDUCTION: This EXCEPTIONAL 21 ACRE Parcel..which is easily accessed in all season & enjoys numerous mature timber that could be utilized to build that dream get-away.. This parcel is located ideally in close proximity to golfing, hiking, kayaking, skiing,& snowmobiling ..or wander through time at local, quaint, New England Villages containing by-gone era Country Stores. Great setting for your primary home or secondary get away. If you are looking for a piece of Vermont, then schedule a time today to explore the possibilities!!

Listed by Paul Benson Sr of Bean Group / Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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308 Howard Hill Windham VT 05143

Windham, VT308 Howard Hill Road

Price$79,000

Est. Mortgage: $/month

MLS Number 4786458

  • Land
  • Acreage 10.5
  • Zoning res

This ideally located build-able lot is close to all the amenities you could possibly want. There is a wonderful golf course right across the street and the Tater Hill clubhouse is just minutes away. The VAST trail is also moments away and Magic, Stratton and Okemo Mountains are all a short drive. As the seasons change you are surrounded by charming pastoral views on this well maintained dirt road far away from the busy world. The site has a subdivision plan allowing for up to 5 lots and also has a waste water permit. Your options might be to develop some of the lots for sale or just keep it all to your self and have no neighbors. The choice is yours. Come see this charming place today.

Listed by Daire Gibney of Barrett and Valley Associates, Inc/Chest

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Hitchcock Hill Windham VT 05359

Windham, VTHitchcock Hill Road

Price$65,000

Est. Mortgage: $/month

MLS Number 4755440

  • Land
  • Acreage 19.75
  • Zoning Residential

This parcel is 19.66 acres and is a mixed hard and soft wood forest with stonewalls found in the field. Located conveniently just 2 miles to Tater Hill Golf Course, 5 miles to Magic Mountain Resort, and is great access to the VAST snowmobile trail! The property is land locked and has a right of way from Hitchcock Hill Rd. There is a class II wetland that separates the parcel from mostly pines and other soft woods on a gently sloping site to a hilly site with many large outcrops of bedrock. In 2008 Beck Engineering was able to locate the necessary wastewater disposal area for two 4 bedroom, single family residences. This documentation would need updating as the wastewater rules recently changed.

Listed by Carrie Mathews of William Raveis Winhall

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 6 Popple Dungeon Windham VT 05359

MLS Number 4348191

  • Land
  • Acreage 10.4
  • Zoning Residential

Take advantage of this Price Reduction... If you are looking for a piece of Vermont, which exhibits a very country setting, then this 10+ acre parcel may be right for you. Located in close proximity to golfing, kayaking, skiing or snowmobiling or just set back & enjoy nature & all that it has to offer. This parcel is ideal for a primary home or secondary get-away. Schedule a time today, to see what it has to offer..

Listed by Paul Benson Sr of Bean Group / Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Old Farm Windham VT 05359

Windham, VTOld Farm Road

Price$39,900

Est. Mortgage: $/month

MLS Number 4779664

  • Land
  • Acreage 12.89
  • Zoning Residential

Out & away from the hustle & bustle in the high country hills of Windham, VT you will find this all wooded 12.89 acre surveyed lot with a small brook as one long boundary. The exposure is southeastern, with clearing a long range mountain view could be enjoyed, it would also get good exposure for solar applications. There is snowmobile access along Old Farm Road & the town has recently added some gravel to the road & regraded the road. An engineer has recently visited the land & written a letter that indicates that there should be no problem designing a septic system & getting a state approved Waste Water Permit. There is electric service on the adjoining lot to the east. This area of Windham is a great area for a full time or vacation home, camp recreation area with plenty of cord wood to cut for a fireplace or a camp fire. This is a good investment for the future, come take a walk about & come to your own conclusions. On the northerly side of Old Farm Road is 3500 acres that is owned by a conservancy.

Listed by Philip Atwood of Barrett and Valley Associates, Inc/Chest

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Birch Hill Windham VT 05359

Windham, VTBirch Hill Road

Price$12,500

Est. Mortgage: $/month

MLS Number 4743300

  • Land
  • Acreage 1
  • Zoning residential

Beautiful 1 acre building lot located in Timber Ridge. Just minutes from Magic Mountain, near Bromley, Stratton and snowmobiling. Lot is mostly wooded and has Septic Design and Waste Water Permits in place. This is a perfect spot to build your VT oasis.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated January 24, 2020.