Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Windham VT Real Estate

Located in the Windham County of southern Vermont, Windham is a quaint, rural town. The mountainous terrain of Windham offers a secluded, private lifestyle for those who reside there. Chartered in the early 1770s, Windham’s village center is designated as the Windham Village Historic District. Windham is home to a tight-knit community that embraces the countryside living that the town has to offer. 

Search the latest real estate in Windham, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

6802 Popple Dungeon Road Windham VT 05359

Windham, VT6802 Popple Dungeon Road

Price$2,995,000The price has recently decreased

MLS Number 4889528

  • Commercial
  • Acreage 639.3

Turn onto Popple Dungeon Road once you hit the property line you'll be welcomed with stone walls and mature maples. What was once a thriving golf course can now be transformed into whatever your your heart desires. (within the law) This 639+ acre parcel would be ideal as an equestrian farm, hunting preserve, farm, wellness retreat etc. With acres of woods, meadows, ponds and vista views, the setting is idyllic. The current Club House needs total restoration but could be a beautiful residence, gather place for members or guests. All you need is a vision the blank canvas is there!

Listed by Frank Provance of Diamond Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

175 Timber Ridge Road Windham VT 05359

Windham, VT175 Timber Ridge Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4904390

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,424
  • Construction Existing

Tidy, well appointed and ready for you! This classic Chalet with three bedrooms has one and a half baths and a wonderful open concept living space. Sit and watch the snow fall out the large windows which allow the outside in from every angle! Set in the center of ski country you have access to five ski areas within a 30 minute drive. Close to the Nature Conservancy lands for hiking, the VAST trail, and to one of the best local farmers markets around, in close by Londonderry. The fire pit with Chair Lift swings is the perfect spot to relax and enjoy the Vermont outdoors in any season! Sold Furnished.

Listed by Alison Cummings of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4677 Windham Hill Road Windham VT 05359

Windham, VT4677 Windham Hill Road

Price$79,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4905366

  • Land
  • Acreage 1.3
  • Zoning Rural Residential

This beautiful, private 1.3 acre lot in desirable Windham is ready for you to build your dream home or Vermont get-a-way! The lot is mostly cleared and level and has a 3 bedroom septic system and newer drilled well already in place. Enjoy being in the heart of southern Vermont ski country as this lot sits only a short 12 minute drive to Magic Mountain, 30 minutes to Stratton, 32 minutes to Mount Snow, and just 37 minutes to Okemo! Shown by appointment only.

Listed by Jason Lovett of Berkley & Veller Greenwood Country

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Lot 8 Glebe Mountain Road Windham VT 05359

Windham, VTLot 8 Glebe Mountain Road

Price$49,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4907875

  • Land
  • Acreage 2.29
  • Utilities None
  • Zoning Rural Residential

This 2+ acre wooded corner is one of the larger lots in the Timber Ridge Association and is easily accessible. Walk to mountain trails to hike or snowmobile. Just 4.2 miles from Magic Mountain. Easy drive to Londonderry (6 miles) and Chester (11.9 miles).

Listed by Jessica Citera of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2022 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 May 24, 2022.

 

Historic Stowe Inn

13 BR, 13BA $1,250,000 Details

Exquisite Burlington Lakefront

Modern Gem $1,799,000 Details

 

Stratton Post & Beam, 5.3 Acres

Vermont Retreat  $1,950,000 Details