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 us today!

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Harrington Windham VT 05359

Price$3,990,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4653876

  • Land
  • Acreage 3500

Londonderry/Windham, Vermont, Glebe Mountain Range. Unspoiled wilderness with mountain tops, beaver meadows, hidden ponds, brooks, forest pastures, 5+ miles of dirt roads with old historic house foundations make this a very special property and ideal family or corporate retreat. Truly a rare and very special offering in Southern Vermont

Listed by Robert Waite and Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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7050 Popple Dungeon Road Windham VT 05143

Price$770,000

Est. Mortgage: $/month

MLS Number 4705068

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3700

Experience all Vermont has to offer from this classic Timberpeg home. The Great Room, timbered and vaulted, invites all to gather around the soaring stone fireplace, large open dining area and expanded gourmet kitchen. A screened in porch and lovely deck overlook the golf course. This four bedroom, three and a half bath home can easily accommodate family and friends. First floor Master Bedroom with en suite bath. Two guest bedrooms on the second floor with office area. The spacious walkout Lower level features an entertainment center, family room and second master with en suite. Designed to accommodate recreational equipment the large over sized 2 car garage opens onto a mud room complete with laundry. Skiing is just a short drive to Stratton, Okemo or Magic Mountains. Golf is right outside your back door at Tater Hill Golf Course. Music and Drama at the famed Weston Playhouse. Come take a look at this spectacular Vermont home!

Listed by Ellen Mallia of Four Seasons Sotheby's Int'l Realty

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%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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

Price$399,000

Est. Mortgage: $/month

MLS Number 4645210

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 4274

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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$
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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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200 Edson Drive Windham VT 05359

Price$299,000

Est. Mortgage: $/month

MLS Number 4727877

  • Land
  • Acreage 100
  • Area Near Golf Course
  • Zoning Land

100 acres in southern Vermont with improvements. Sold subject to current use enrollment. Acreage has been excluded for a single family home with permit in place for a 4 bedroom single family home. Driveway and underground power installed to house site. House site is cleared, lawn mowed, ready to build. Well is drilled. Bring the RV and hook up, then build the house. View from house site, and bigger views on the trails cut throughout the property. Located close to Londonderry, Stratton, Bromley, and all that southern VT has to offer. Distance from Tater Hill Golf Club: 0.5mi Distance from Downtown Chester VT: 8.3mi Distance from Magic Mountain Ski Resort: 5.2mi

Listed by Chrissy Carroccio of TPW Stratton

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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832 Hitchcock Hill Road Windham VT 05359

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4720578

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2063

It's that time of year again….almost ski season here in Southern Vermont!! Isn't it time you purchased your own Vermont Log Cabin near five different ski resorts? This beautiful cabin is located only a short distance to Bromley, Stratton, Magic, Mount Snow & Okemo Mountain Ski Resorts! Tucked away on a quiet country road, this cabin sits on 4.9 acres of private land with hiking trails throughout. Beautifully kept with many updates including but not limited to; furnace, roof, Vermont Casting Wood Stove insert, skylights, refrigerator, etc. This home boasts a large sunroom that opens up to the living, dining and kitchen area. Bedrooms are spacious with bathrooms located on the main floor and walk in basement area. Mudroom entryway is a great place to store your skies, snowboards, snowshoes or any other outdoor gear you need. Shed storage is also very handy to have for your firewood. Large deck for entertaining out back. These owners have enjoyed years of fun at this home and look forward to seeing the next owners do the same!

Listed by Julie Lowe of Lowe's Real Estate, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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6641 Windham Hill Rd Windham VT 05359

Price$279,000

Est. Mortgage: $/month

MLS Number 4722600

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2300

When you think about a quintessential Vermont property this one checks all the boxes. Completely renovated 1860 cape that captures the essence of it's past while incorporating the modern touches you'd expect. The country kitchen has gorgeous soapstone counter tops with a currently disconnected antique stove as a useful accent piece. Large windows allow for great morning light. The formal Dining Room boasts pine floors and a wood stove. The cozy Living Room features a classic wood burning fireplace and is an ideal spot to gather at the end the day. The house has three bedrooms including a first floor with a shared full bathroom. The second floor has the master bedroom with built-in dressers and master bath with large tile walk in shower. The other bedroom is large enough for multiple guests. The second floor is completed by an office/den that can also double as a guest room. The property is lovely bordered by a year round stream with water falls and a natural dipping pool to cool off on summer days. Surrounded by trees you'll find some perennial gardens and stone walls. Just outside the house is a blue stone patio and hot tub for relaxing. You also have a 2 car garage with a back deck that leads up to a loft space that can be a playroom, studio or just extra storage. Centrally located in the heart of ski country, just minutes to Magic Mountain and close to Bromley, Stratton Mountain and Okemo. Come and take a look at this special home.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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6706 Windham Hill Rd Windham VT 05359

Price$259,000

Est. Mortgage: $/month

MLS Number 4715558

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2863

Classic expanded 4 bedroom Colonial on a beautiful 73 acres in the center of Windham. The original structure is circa 1800 and maintains all its charm and uniqueness. Gorgeous stone fireplace highlight the formal dining room with wide plank floors. Formal front living room has its own fireplace. The home also has a large eat in country style kitchen. The home was expanded to add an additional living room/den as well as a 20X30 family game room that leads out to the 20X12 deck out back that overlooks the property. The land boast open fields on either side of the house and well into the back of the property. Ideal for horses The long range mountain views are stunning Approx 61 acres are currently enrolled in the land use program. While some updating is certainly needed the home is solid and ready for new owners. Great location near many attractions such as Magic Mountain, Bromley, Stratton, XC Sking, Snowmobiling, Hiking, Lowell Lake. Come and take a look at the possibilities.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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4240 Windham Hill Road Windham VT 05359

Price$215,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4731397

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 1534

Architect's Contemporary Cabin in the Woods - Nestled on a rise in a woodland clearing is this intriguing cubist design reminiscent of Post and Beam ambiance. Stone and wood materials from the property have been assimilated into intriguing modern design features throughout. Walls of windows share the tranquil and private outdoor setting with the indoor livings areas. The high ceiling Great Room flows in an inviting circle from the entry with half bath around the gathering glow of the massive stone fireplace to dining and upscale kitchen area and back to entry. Climb a curving staircase to the treehouse master bedroom ensuite with secluded loft sitting area, custom closet spaces, laundry, woodstove and illusion fireplace. The lower walkout level has a full basement and guest suite. The area is a winter wonderland of ski areas from which to choose - Stratton to Bromley to Magic and Okemo Mountain. Snowmobile trails are nearby. The summer blossoms with a myriad of cultural and outdoor activities - hikes to Hamilton Falls, bike rides, kayaking and canoeing, shopping in Manchester, choice dining in the various communities, summer theatre and music festivals, and special events and entertainment at the ski areas. At day's the cabin's tranquility awaits.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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

Price$199,000

Est. Mortgage: $/month

MLS Number 4730330

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1154

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 Andie Fusco and Mary Kate Grey of TPW Stratton

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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3709 Windham Hill Rd Windham VT 05359

Price$132,000

Est. Mortgage: $/month

MLS Number 4658307

  • Land
  • Acreage 20
  • Zoning residential

Build your Vermont dream home on this beautiful private 20 acre parcel on Windham Hill Rd. Property has a gorgeous spring fed pond, drilled well an approved 3 bedroom septic design with permits and electric on site. This special property is ready for you.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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2 Abbott Windham VT 05359

Price$110,000

Est. Mortgage: $/month

MLS Number 4419677

  • Land
  • Acreage 14.6
  • Zoning residential

If you believe in fairies this is where they live- With wildflowers, a babbling brook, enchanted woods, and sunkissed and moonlit mountain views, this property is truly MAGICAL. There are two small cabins located on this 14+ acre parcel of land. The cabin at the base of the property offers electric, a wood stove, and wooden charm, and the second cabin at the top of the property provides a wood stove and a deck with incredible views. This property would be a great Vermont retreat or a place to build a home of your own.

Listed by Rachel Febbie and John Waite of Bean Group / Vermont

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$
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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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

Price$89,500

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: 4.37% last updated on Feb 14, 2019
* 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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937 VT RT. 121 Highway Windham VT 05148

Price$79,000

Est. Mortgage: $/month

MLS Number 4730856

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1000

Three bedroom two bath ranch, easy drive to magic mountain ski area , large living room with wood stove hookup, newer kitchen cabinets and flooring.

Listed by John Morrison of Barrett and Valley Associates, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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Parcel 07175.2 West Windham Windham VT 05359

MLS Number 4651438

  • Land
  • Acreage 22.53
  • Zoning res

22.53 acre lot on West Windham Road. Very close to Hamilton Falls for summer enjoyment and to ski areas, snowmobile trails and other recreation. Windham is a well kept secret - it is a small country town with 360 degree access to places you need to go! Land has 2007 plan for septic for 4 bedroom home that will need to be updated. There is also a camp on the adjoining property for sale. Together it is a nice parcel of land with a livable camp!

Listed by Alison Clayton-Cummings and Christopher Cummings of TPW Stratton

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 Road Windham VT 05359

Price$12,500

Est. Mortgage: $/month

MLS Number 4683687

  • 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: 4.37% last updated on Feb 14, 2019
* 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 2019 Northern 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 February 21, 2019.