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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.

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1113 Old Cheney Road Windham VT 05359

Windham, VT1113 Old Cheney Road

Price$449,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4861003

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,042

The Windham Country House offers several possibilities for living, due to its size, construction, and location. In recent years its three apartments have housed full-time as well as short-term tenants. When the owners lived there, they used one unit as a vacation rental. There is a stairwell that can be opened to connect its three apartments, so the place is ideal for a big family or a group of friends to share. Each apartment has a private entrance, a large living room, and a full kitchen. One apartment ha 2 bedrooms; another has 5, while the third has 2. Former residents have easily used some of the rooms as workplaces. Located off the beaten track in the picturesque small town of Windham, this property is near ski resorts and other attractions that make Southern VT a great place to be year round. The house looks out over Turkey Mountain Ridge. The property includes organic garden beds, a pond, a large meadow, a playing field, a trout stream, and walking trails. The Beauty of the setting can be enjoyed from the house with its many large windows, two screened porches and a deck.

Listed by Eric Scott of Barrett & Valley Associates,Inc.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

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

4364 Windham Hill Road Windham VT 05359

Windham, VT4364 Windham Hill Road

Price$435,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4885559

  • Residential Single Family
  • Bathroom 2
  • Square Feet 2,288
  • Bedrooms 5
  • Construction Existing

What a special home. 1800's gable ended cape surrounded open land and woodland...easy access, but not a home in sight. From the moment you step in the door, you will be enchanted by the architectural detail. You are first welcomed into the foyer and on to the stunning living room...the wainscoting and fireplace are handsome. The kitchen and dining area are open to each other. There are built-ins and beautiful cabinetry....the high end appliances will please any chef! Off the kitchen is a wonderful screen room...your summers will be spent sitting and dining while overlooking your yard and gardens. Also on the first floor is a full bath and bedroom with great windows taking in the serenity of the spot. On the second floor are two bedrooms, a large sitting room/office or even a bedroom, and full bath with large front loading washer/dryer. There is a bonus room on the first floor that can be anything you want! The two car garage is oversized and has unfinished workshop space above. The acreage is a mix of open land, gardens and woods. There's a house for your chickens, a green house, garden shed and fire pit. Look closely at the pictures...much of what you see is included in the sale! Yes, fully furnished and equipped. Come and enjoy Vermont's seasons...hiking, golf, paddling, and more. Okemo, Magic, Stratton, Bromley, and Mt Snow all between 8 and 21 miles away! What are you waiting for? Showings begin Friday, October 8th. See you there.

Listed by Betty McEnaney of Bean Group / Vermont

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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: 3.09% last updated on 2021-10-21

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

566 Glebe Mountain Road Windham VT 05359

Windham, VT566 Glebe Mountain Road

Price$385,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4881139

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,372

Set in Timber Ridge on almost 3 open acres t with views his delightful chalet is ready to enjoy. The owner has updated and maintained diligently, major projects during their ownership include a new roof, deck and railing, furnace, central air, instant hot water heater, well pump, exterior doors, windows, garage doors and openers, wood stove and appliances, the list goes on... With a traditional chalet floor plan you can enter on the lower level or off of the wrap-around deck. The deck takes in the view and basks in the sun most of the day. With 3 bedrooms on the upper levels and a loft there is plenty of room for family and friends. The main floor boasts an open kitchen with island, cathedral dining and living areas. The lower level has a 20' family room that is perfect for entertaining and warming by the wood stove after a day of snowmobiling, skiing or sledding. A snowmobile trail on the property leads to the VAST trail system and a drive through garage makes a day on the trails a breeze-these are hard to find features. An additional building lot is included in this offering, complete with a state septic permit. With so much to offer in a peaceful setting this home is sure to please.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

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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: 3.09% last updated on 2021-10-21

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

1019 Rte 121 Windham VT 05359

Windham, VT1019 Rte 121

Price$249,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4865221

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,326

Nestled in just off of Rt 121. Located near Magic Mountain and just a short drive to Stratton or Bromley Mountain. This property has had many updates to include the kitchen and bathroom, hardwood floors, it provides a fantastic wood burning fireplace to warm up the main living to include the lofted area. The detached garage with loft offers plenty of storage space or could even be turned into a game room area. Come and see your future home that wont last long.

Listed by Amanda Stearns of Barrett & Valley Associates,Inc/Chest

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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: 3.09% last updated on 2021-10-21

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

7271 Windham Hill Road Windham VT 05359

Windham, VT7271 Windham Hill Road

Price$229,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4884964

  • Residential Single Family
  • Square Feet 1,218
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing

Sheltered beneath a tall canopy of hardwood trees and backed up to a magical natural ledge wall this A-frame exudes Vermont charm. Minutes to skiing, hiking and snowmobile trails, imagine all the fun and fresh air. Enter from the front deck and you're greeted by the sites of a beautiful stone fireplace in the living room. There is a convenient bedroom on the main floor and two additional guest rooms upstairs. With a neat and tidy kitchen that functions perfectly and updated bathrooms you are sure to be pleased. The addition has a spacious dining area. There is even a mudroom to store your winter skis and snowshoes in . This is a special place to getaway to, to experience the real Vermont, a place where you actually feel like you've gotten away. Sold mostly furnished.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l 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: 3.09% last updated on 2021-10-21

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

VT Route 121 Windham VT 05359

Windham, VTVT Route 121

Price$185,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4782181

  • Land
  • Acreage 93.05
  • Utilities Telephone Available
  • Zoning Windham

Beautiful 93.05 acre parcel at Lawrence's 4 corners in Windham. There's a driveway established on Hitchcock Road, via ROW, to a building site with incredible southern views with some clearing. Or build off Rt 121 overlooking an expansive beaver pond. Deeded in 3 separate parcels with frontage on two roads, there are 3 state-approved site plans with septic designs, ready to build your compound. This is an amazing opportunity.

Listed by Adam Granger of Redbud Real Estate

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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: 3.09% last updated on 2021-10-21

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

5303 Windham Hill Road Windham VT 05359

Windham, VT5303 Windham Hill Road

Price$169,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4879500

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

This sweet A frame with addition offers a clean , bright contemporary flair . The open concept living area and kitchen with new appliances shines with natural light and warm hardwood floors . The first floor is complete with a bedroom and full bathroom . The second level has a spacious bedroom and bonus area for office or extra guests . The deck off the back over looks a nice level yard for play , garden or pets . Minutes to four season recreation skiing , mountain biking ,hiking or kayaking . Come see this wonderful vacation home while it last ! 169,000.00

Listed by Janet Lucier of Barrett & Valley Associates,Inc.

{$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: 3.09% last updated on 2021-10-21

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

Burbee Pond Road Windham VT 05359

Windham, VTBurbee Pond Road

Price$49,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4885410

  • Land
  • Acreage 4.01
  • Utilities None
  • Zoning n/a

Four pastoral acres with a private pond and mountain views in charming Windham! This unique opportunity is quintessentially Vermont with long range views, including Stratton Mountain. The majority of the lot has been cleared with privacy trees planted between the road and neighbors. Level lot with gentle slope encouraging drainage to the pond. Electric and cable/telephone at the road. Please note that a portion of this land is in a flood zone and has wetlands. At this time no permits have been obtained and no site testing has been performed.

Listed by Andie Fusco of Four Seasons Sotheby's Int'l 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: 3.09% last updated on 2021-10-21

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 2021 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 October 28, 2021.

 

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