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. You may also be interested in viewing listings in other Vermont towns.

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 4816573

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 4,036

Paradise for the Sportsman and Outdoors Woman - Live 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 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: 2.87% last updated on Sep 17, 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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7050 Popple Dungeon Road Windham VT 05143

Windham, VT7050 Popple Dungeon Road

Price$759,000

Est. Mortgage: $/month

MLS Number 4810920

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

Experience all Vermont has to offer from this classic Timberpeg home. The Great Room, timbered and vaulted, invites all to gather around the soaringstone 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. Bordering the 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 and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

Lovingly restored Vermont historic home. Over 10 acres of private land with a pond, fire pit, and vistas for you to enjoy! Snowmobile right from this home to the VAST trail, or take a short drive to your choice of 4 ski mountains plus many waterfalls and hikes just a short drive away! This seller paid Vtel to run phone, cable, and internet to the house. Two college students and two adults were able to work/school from home with outstanding wifi service!

Listed by Carrie Mathews of William Raveis Winhall

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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71 Lower Birch Circle Windham VT 05359

Windham, VT71 Lower Birch Circle

Price$389,000

Est. Mortgage: $/month

MLS Number 4823999

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,696

This Timber Ridge home is all about living with ease, includes an attached two car garage and in-law apartment. The main house with 4 bedrooms, has plenty of space for everyone. Conveniently enter off the garage or by the front porch though a grand multi-story foyer with Palladian window. Ideal kitchen layout with breakfast bar island, ample cabinets and perfect layout. Large dining area with slider to a back deck that is for summer dining and winter barbecuing. The living room has warm wood floors and flows nicely around to the tiled foyer. Upstairs a full bath is shared by two bedrooms while the en suite has it's own and a large walk-in closet. Double windows, radiant in-floor heat on the main and lower level are just a couple of the many upgrades this home enjoys. The lower level that can be accessed through an interior stairwell or through the walk-out and features a full kitchen, living, dining area and oversized bedroom and full bath for in-law/guest living. Must have notice to show apartment, see instructions.

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

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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563 Windham Springs Road Windham VT 05359

Windham, VT563 Windham Springs Road

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4823925

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,900

Spacious Home located close to the Timber Ridge Mountain Area, VAST Trail Access. Country Living at its best. This property is perfect for a vacation home and for Airbnb rentals, offering fiber optic Internet services and can accommodate two families. Cook's kitchen with double ovens, generous granite countertops, Breakfast Bar and center island. Living room features stone fireplace with deck access, separate family room and additional fireplace. There is a large master bedroom and two bunk rooms on main level with a generous loft ensuite bedroom upstairs. Located on a 10 acre wooded hillside setting in the heart of Ski Country, Magic Mountain, Bromley and Stratton. This is a perfect private and peaceful getaway. MAKE AN OFFER!

Listed by Patricia DelGiorno of Bean Group / Vermont

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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185 Burbee Pond Road Windham VT 05359

Windham, VT185 Burbee Pond Road

Price$339,000

Est. Mortgage: $/month

MLS Number 4829736

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,872

Cute cape on a rural road in Windham. 18 private acres surround with a stream on the edge of the property. Access to all Vermont has to offer close by! Multiple ski areas are within a 20 minute drive. This 3 bedroom 2 bath cape is clean and ready to move in. Farmers porch on the front for early morning coffee and a deck out back for entertaining. The open, level yard around the house is sunny and bright, perfect for your gardens! Driect entry 2 car garage makes winter a breeze, park inside and bring the groceries right in! Make an appointment to see this home!

Listed by Alison Cummings of Cummings & Co

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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528 VT 121 Route Windham VT 05359

Windham, VT528 VT 121 Route

Price$299,900

Est. Mortgage: $/month

MLS Number 4829337

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,319

Located near Route 11 West in Windham, This saltbox Style home is situated on 2.34+/- acres with long road frontage and Williams River Branch to the rear one gets the sense of accessible privacy. The home has been well cared for inside and out, bright interior includes a heated mudroom/entry, spacious functional country kitchen, formal dining room, Large living room, first floor office/bedroom and a full bath. Upstairs offers two large bedrooms, full bath and a walk-in hall closet. Large useable full basement, attached garage with overhead storage. A nice level yard with beautiful stone fireplace/sitting area with close proximity to outdoor activities and points of interest.

Listed by Lori Muse of Muse and Associates Real Estate

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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154 Windham Springs Road Windham VT 05359

Windham, VT154 Windham Springs Road

Price$240,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4818659

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,480

Looking for an excellent Vermont escape? This might be it! High on a hill with a nice ridge-line view in the winter months. This four bedroom home is clean, cute and bright. Recently redone with a wood interior it is easy to care for and move in ready. Furnished for your convenience come and take a look at this great spot for a get a way. Spend time walking on the many roads and trails near by, ride the VAST trails, ski the nearby ski areas or simply sit on the large deck and enjoy life in the Vermont mountains, as it should be.

Listed by Alison Cummings of Cummings & Co

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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199 Farr Lane Windham VT 05359

Windham, VT199 Farr Lane

Price$229,995

Est. Mortgage: $/month

Active With Contract

MLS Number 4824971

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,302

Affectionately now called a Modern Cabin, this vacation get-a-way is all of that and more! Sleek contemporary lines conceived by a California Architect is set on a 4 acre parcel in the quiet town of Windham Vermont. Recently refreshed with updated bath, kitchen counters, appliances, flooring and more. The raised fireplace with brick firewood alcove, warm wood flooring and open living create a cozy community space. A wall of glass panels and doors leads to a great deck with substantial overhang to enjoy a crisp Vermont day. As you enter through the newly installed landscaped stairs, an oversize mudroom leads up a small flight of stairs to public living but on the same level as the master with bath that doubles as a powder room. One level below are 2 additional bedrooms and then another short flight down is a guest bathroom, large utility and storage room and bonus room. Private yet open with a sloping lawn and surrounded by woods not far off the paved road that takes you to either south to Townshend or west to Londonderry or Grafton. Offered furnished this bright adorable is awaiting your arrival.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

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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$
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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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1574 Burbee Pond Road Windham VT 05359

Windham, VT1574 Burbee Pond Road

Price$147,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4808657

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,050

Four pretty acres in Windham nicely landscaped with mature blueberries and apple trees, perennials and a pretty pond. Located on a nice quiet country road this clean Mobile home is ready for new owners. With 2 large garage shed buildings there is plenty of storage for vehicles and toys, access to VAST trails, local hiking and biking. Kitchen and baths recently redone this home is in very nice condition. The front porch is large enough for sitting out and enjoying the beautiful yard. Parcel of land calls out to a home builder who wants a view, with access form the top end and a view of Stratton. Live in the mobile home while you build! So many possibilities in this great Windham location. See it today!

Listed by Alison Cummings of Cummings & Co

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$
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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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2 Abbott Windham VT 05359

Windham, VT2 Abbott

Price$125,000

Est. Mortgage: $/month

MLS Number 4818942

  • 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. Lower cabin in 12' x 16' with an extension for compost toilet, and upper cabin is 12' x 18'. *measurements approximate

Listed by Rachel Febbie of Bean Group / Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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: 2.87% last updated on Sep 17, 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 Road Windham VT 05359

Windham, VTLot 1 Ingalls Road

Price$79,000

Est. Mortgage: $/month

Active With Contract

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: 2.87% last updated on Sep 17, 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

Price$69,000

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: 2.87% last updated on Sep 17, 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

Price$59,900

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: 2.87% last updated on Sep 17, 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

Windham, VTLot 6 Popple Dungeon

Price$45,900

Est. Mortgage: $/month

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: 2.87% last updated on Sep 17, 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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Woodburn Windham VT 05143

Windham, VTWoodburn

Price$44,000

Est. Mortgage: $/month

MLS Number 4799179

  • Land
  • Acreage 6.29
  • Zoning RR

High pretty wooded lot facing SE. In small subdivision with protective covenants and surrounded by large lot undeveloped for further protection. Equidistant to several ski areas, both Nordic and Downhill. Maintained town Road to beginning of this lot, ROW beyond to cul-de-sac at end. The land is slightly rolling with likely views when opened up. Utilities are at roadside with easy level access into the lot. Town currently plows beyond this lot in order to turn around.

Listed by Judy Dickison of Barrett & Valley Associates, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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Windham Hill & Burbee Pond Windham VT 05359

MLS Number 4826410

  • Land
  • Acreage 18.05
  • Zoning Rural Residential

Come to Southern Vermont and enjoy the quiet serenity of your very own private 18 acre wooded lot set in the heart of south Windham. A small stream meanders diagonally across the land adding beauty and lushness to the undergrowth. This lovely location is only 1/2 mile from scenic Burbee Pond, home to a wide variety of VT wildlife. You're also just 3 miles from Hamilton Falls, one of the most beautiful waterfalls and swimming holes in all of VT. Fall foliage brings a spectacular display of color right in your backyard, and you're located just 20-30 minutes from Magic, Bromley and Stratton. Come to Windham and build your own private refuge!

Listed by Christopher Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

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: 2.87% last updated on Sep 17, 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 September 20, 2020.