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
  • Bedrooms 2
  • Bathroom 3
  • 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: 2.72% last updated on Nov 19, 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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650 Birch Hill Road Windham VT 05359

Windham, VT650 Birch Hill Road

Price$390,000

Est. Mortgage: $/month

MLS Number 4829792

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,500

Under construction, nearing completion. Owner is offering a $15,000 credit for kitchen, should buyer want to design and make it their own. This five bedroom, four bath property has beautifully tiled floors and showers, two covered porches front and back, cathedral ceiling in livingroom area, hardwood floors throughout, metal roof, ample walk in closet space, and a two car attached garage. Located on a quiet road, but just a short drive to Magic, Stratton or Bromley ski resorts. This property is located just off Timber Ridge Road. High-speed VTel cable available for all your internet needs.

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

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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
  • Bedrooms 5
  • Bathroom 4
  • 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: 2.72% last updated on Nov 19, 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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31 Timber Ridge Road Windham VT 05359

Windham, VT31 Timber Ridge Road

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4831345

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,404

Located at the entrance to Timber Ridge, this well maintained home is your Vermont Vacation Getaway! Near Lowell Lake, three ski mountains and VAST trails, you'll be so busy playing outside, you'll hardly have time to enjoy your home. Inside features a wood burning fireplace, game room with pool table, hot tub and open floor plan. Detached 2 car garage and fire pit complete your Vermont Dream.

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4645210

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,274

VTel high speed wifi/cable/phone! 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: 2.72% last updated on Nov 19, 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

Active With Contract

MLS Number 4829736

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • 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! Direct 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: 2.72% last updated on Nov 19, 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 05148

Windham, VT528 VT 121 Route

Price$299,900

Est. Mortgage: $/month

MLS Number 4829337

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • 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: 2.72% last updated on Nov 19, 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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19 Harrington Road Windham VT 05359-9626

Windham, VT19 Harrington Road

Price$249,000

Est. Mortgage: $/month

MLS Number 4730330

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,154

Windham Gem! Classic New England cape on a corner-lot with an attached garage. Close 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 new gas stove, refrigerator and energy star rated stackable washer and dryer. Main level master bedroom or office space has a private, recently renovated full bathroom. Upstairs two bedrooms have new beds, mattresses and comforters all included in sale. These bedrooms also share another full updated bathroom. New septic tank, new hot water heater, new roof, new garage door, new whole house filter and pressure tank in basement. Wood storage shed and furnishings included. Come take a look!

Listed by MaryKate Grey and Peggy O'Neill of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 Route Windham VT 05359

Windham, VTVT Route 121 Route

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: 2.72% last updated on Nov 19, 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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603 Glebe Mountain Road Windham VT 05359

Windham, VT603 Glebe Mountain Road

Price$199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4833583

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,616

Glebe Mountain has many lives including Magic Mountain ski area, Nature Conservancy and the former Timberside Ski area and mountainside homes. This neighborhood of homes is enjoyed by vacation and primary owners alike in the quiet town of Windham. The bright open chalet offers open living in the Great Room upstairs along with master bedroom and bath at the top of the stairs. The lower level has three additional bedrooms, bath and a family room area. The home is easily warmed by the large wood stove. A wind event has toppled some localized trees waiting to become firewood and opening the home up to additional sunlight. Nearby popular Farmers' market, Lowell lake, snowmobiling and more ski areas including Stratton and Bromley. Come get away and make this your Vermont Vacation home. Walk-through video available.

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: 2.72% last updated on Nov 19, 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 Road Windham VT 05359

Windham, VT2 Abbott Road

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: 2.72% last updated on Nov 19, 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$80,000

Est. Mortgage: $/month

MLS Number 4767815

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • 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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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 Road Windham VT 05143

Windham, VT308 Howard Hill Road

Price$63,500

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: 2.72% last updated on Nov 19, 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 Road Windham VT 05359

Windham, VTHitchcock Hill Road

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: 2.72% last updated on Nov 19, 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 Road 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 Road Windham VT 05143

Windham, VTWoodburn Road

Price$44,000

Est. Mortgage: $/month

Active With Contract

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: 2.72% last updated on Nov 19, 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 Road Windham VT 05359
Active With Contract

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 Windham Springs Road Windham VT 05359

MLS Number 4836816

  • Land
  • Acreage 0.9
  • Zoning Rural Residential

Tuck yourself away on this quiet dead-end road. This nice lot is in a wonderful location for easy access to all that Vermont has to offer, snowsports, biking, hiking, antique shopping and local farmers markets to name a few! Another good option is to just stay home and enjoy the solitude. Little traffic on this road allows for a peaceful setting for your new home. Join the Windham community!

Listed by Alison Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 Road Windham VT 05359

Windham, VTBirch Hill Road

Price$12,500

Est. Mortgage: $/month

Active With Contract

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: 2.72% last updated on Nov 19, 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 November 24, 2020.