PreviousNext
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
16
results
Save Your SearchRefine Search

Windham VT Real Estate

Search the latest real estate in Windham, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ​Register 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.

300 Fairway Meadows Road Windham VT 05359

Windham, VT300 Fairway Meadows Road

Price$840,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

7050 Popple Dungeon Road Windham VT 05143

Windham, VT7050 Popple Dungeon Road

Price$759,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4705068

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,700

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

8273 Windham Hill Road Windham VT 05359

Windham, VT8273 Windham Hill Road

Price$399,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

7038 Windham Hill Road Windham VT 05359

Windham, VT7038 Windham Hill Road

Price$339,750The price has recently decreased

Est. Mortgage: $/month

MLS Number 4767086

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,543

A fine home for all seasons! The house enjoys a fine floor plan with granite, stainless and hardwood flooring. The three acres with swimming pond are beautifully landscaped and an incredible water feature adds special interest and VAST access for those that snowmobile! Entertain friends and family on the multi level deck that takes in the fabulous local views. Windham Vermont is a great location to enjoy all that this area has to offer. Use as home base to ski Stratton, Magic, Bromley, Mount Snow, or Okemo. A shopping excursion to Manchester is sure to please. Golf at Tater Hill is minutes away and hiking is always right outside the door. You won't want to leave this home in the fall when the local hillsides put on their annual festival! This builders home that was taken down to the studs after purchase, the roof was raised and a metal framed addition was added. Anderson perma-shield windows, thick insulated walls and roof, a composite deck and fine cedar siding create an energy efficient envelope. A nice two car garage with large storage above was built and a neighboring property was purchased and the timber frame home was re purposed as a barn. Great storage for all of your equipment and toys! Enjoy neighboring property views that add additional ponds and acres of fields and hillsides to this serene setting!

Listed by Susan LeCours and Jessica Landers 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

5622 Windham Hill Road Windham VT 05359

Windham, VT5622 Windham Hill Road

Price$222,500The price has recently decreased

Est. Mortgage: $/month

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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 Route

Price$199,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

1574 Burbee Pond Windham VT 05359

Windham, VT1574 Burbee Pond Road

Price$147,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4763067

  • Mobile
  • Year Built 1987
  • Bedrooms 2
  • Square Feet 1,050
  • Acreage 4.1

Escape to the country! Great hunting Camp - just in time for the season! Country living in a great location! This four + acre parcel has lovely landscaping, a nice pond and great access. Blueberry bushes, perennials and fruit trees are painstakingly cared for by the owners. This clean Mobile home has recently been upgraded with new Kitchen and baths. Bright and homey inside, ready to move in! There are 3 sheds, 2 are nicely sized wooden garages and the other is a shed for the garden tools! Plenty of room to build a place at the "top of the hill" with access from Windham Hill Road and views of Stratton if desired. There are so many possibilities for this property! Come see it today!

Listed by Alison Clayton-Cummings of TPW Real Estate

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

875 West Windham Road Windham VT 05359

Windham, VT875 West Windham Road

Price$135,000The price has recently decreased

Est. Mortgage: $/month

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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$100,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

Lot 1 Ingalls Windham VT 05359

Windham, VTLot 1 Ingalls Road

Price$79,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

308 Howard Hill Windham VT 05143

Windham, VT308 Howard Hill Road

Price$79,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

937 VT RT. 121 Highway Windham VT 05148

Windham, VT937 VT RT. 121 Highway

Price$75,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4730856

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,000

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

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

Broker Reciprocity

Copyright 2019 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 December 8, 2019.

 

Stunning Privacy, Sugarbush Views

30.9 +/- Acres, 3,241 SQ FT, $825,000 Details

 

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $335,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details