Windham Homes

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. 

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 us today!

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7050 Popple Dungeon, Windham, VT 05143

Price$770,000

Est. Mortgage: $/month

MLS Number 4431386

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Area Abuts Golf Course
  • Stories 2

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

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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, Windham, VT 05359

Price$475,000

Est. Mortgage: $/month

MLS Number 4645210

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Stories 2
  • Construction Existing

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

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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6905 Popple Dungeon Road, Windham, VT 05359

Price$359,000

Est. Mortgage: $/month

MLS Number 4465328

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2.5
  • Construction Existing

Immaculate, custom crafted home within a short putt to Tater Hill Golf Course! Large windows provide ample light and make this four bedroom, three bath home a true gem. Snowmobile or cross country ski right from your door with VAST access. An open floor plan and cathedral ceilings create a welcoming living space with ample room for entertaining. Top quality construction and thoughtful layout makes this a home that works. Finished walk out basement provides additional living space. This great home is being sold furnished, ready for you to move right in!

Listed by Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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4364 Windham Hill Road, Windham, VT 05359

Price$325,000

Est. Mortgage: $/month

MLS Number 4638360

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 2
  • Construction Existing

Travel back to a time, not so long ago, when Vermont country roads were dotted with farmhouses & this enchanting circa 1850 Windham Hill homestead on 50 acres. Graced by a majestic maple the owners purchased the property as a vacation home, over time expanded & enhanced to become their full time residence. Outside the property appears to be a charming expanded cottage. Inside the scale of the 5 bedroom, 2 baths home is a delightful surprise. Many original features - doors, fixtures, wide board flooring, beams as they updated bathrooms; replaced a small attached barn with mudroom entry and added two guest bedrooms; built a John Newton designed two-car garage with ample overhead storage; and, converted part of an attached shed into a bucolic screened porch. Enjoy the serenity of the sun dappled living room warmed by a glowing fireplace. The large county kitchen invites festive gatherings with spill over into the adjacent sitting room, once a dining room. Under a vaulted old beam ceiling is the airy master bedroom with spare bedroom and a separate gracious guest bedroom. Across the road from the house and its 31.97 acres is the 18.05 wooded parcel with the possibility for the next owner to retain it as protection or sell. With Stratton, Bromley & Magic ski resorts within a comfortable drive, Burpee Pond around the corner, Tater Hill Golf Club up the road, discover the joys and worldly retreat of all Vermont seasons at 4364 Windham Hill Road.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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859 Hitchcock Hill, Windham, VT 05359

Price$325,000

Est. Mortgage: $/month

MLS Number 4644775

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1.75
  • Construction Existing

Sophisticated, rustic, private Montana Log Home on 10 acres - just around the corner from Tater Hill Golf club and with access to snowmobile trails. Upstairs offers primary living quarters with bedroom, bath and open loft for office, den or spillover guest quarters. The layout of kitchen/dining and living with cathedral ceiling creates the popular open living Wood floors, log interior, hefty log railed loft, wood paneling and details abound- so if the golden warmth of wood speaks to you, and you long for sunshine and solitude - then it is time to check off those boxes by viewing this country home. A covered porch and deck off the kitchen offer outdoor living space. Top all this off with a timber frame car barn which houses cars and toys in style with extra storage upstairs and in the shed extension.

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

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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6706 Windham Hill Road, Windham, VT 05359

Price$297,500

Est. Mortgage: $/month

MLS Number 4456236

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Stories 2
  • Construction Existing

If you are looking for a bygone era home, that has been expanded to enhance the amount of living space, on 73 acres of beautiful scenic land, then this may be the home for you. It is ideally located in close proximity to golfing, kayaking, skiing, snowmobiling or enjoy the ambiance of quaint New England villages, with their country stores and specialty shops. Or just set back on your deck and enjoy the panoramic view and peace and quiet of this country setting. Schedule a time today, to come and explore the possibilities.

Listed by Paul Benson Sr of Bean Group / Vermont

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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662 Wheeler Rd, Windham, VT 05359

Price$235,000

Est. Mortgage: $/month

MLS Number 4456214

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 2
  • Construction Existing

This lovely 3-bedroom, 3-bath cape with inviting living-dining area with wide pine floors, natural pine paneling, exposed beams and wood-burning fireplace (with efficient insert) offers cozy country living. The kitchen is bright and sunny with oak cabinets and new tiled floors. The new and spacious first-floor master bedroom has sunlit-vaulted ceilings, a sitting area and a ¾ bathroom. The first floor also offers a new laundry area, private office, foyer and shared ¾ bathroom. In addition, this turn-key home has two more bedrooms and a full bath on the second floor. This home also has a two-car garage, a large deck, easy access to VAST trails and major ski resorts, and a nicely landscaped yard with outbuildings.

Listed by Janet Lucier of Granger Real Estate

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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712 Wheeler Rd, Windham, VT 05359

Price$215,000

Est. Mortgage: $/month

MLS Number 4633186

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Tucked away in the Windham wilderness with great access to snowmobiling and mountain riding. A well maintained home with one owner. Open floor plan offering living space with a wood stove and high ceilings. Screened porch and sunny deck perfect for entertaining during warmer months. Master bedroom has its own bath and a private deck.

Listed by Jessica Citera and Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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1353 Burbee Pond, Windham, VT 05359

Price$198,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4643659

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

PRICE REDUCTION TO $198,900!!! This private, 3-bedroom, 2-full-bath home on more than 3 acres has a deck overlooking a lovely pond with a luscious, green backdrop. Come relax in the open-concept, cathedral living/dining room with field stone fireplace and conveniently adjacent kitchen. Enjoy dedicated, direct WiFi, the private master suite with separate bonus space or jump in the hot tub and take in the view where peace and quiet is yours. This home's recent improvements include a light-filled sun room (with view of the pond), Maple cabinets, center island and granite counter tops, a new furnace, two 1-car garages, a standing seam roof, all decking and perimeter drainage. Burbee Pond is just a short walk away and the ski mountains are nearby. With a quick tweak, there's a wood stove hookup available in basement. Come see this scenic, tranquil, affordable property with updates.

Listed by Adam Granger of Redbud Real Estate

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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48 Timber Ridge Rd, Windham, VT 05359

Price$195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4644633

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

This Craftsmen style Post & Beam home is energy efficient and well constructed. Enter into a light filled home with custom details throughout. The kitchen has stainless appliances, stone countertops and is open to the dining and living areas for entertaining. Three cozy bedrooms and two custom baths with a Jacuzzi tub and tile shower. The bonus room off the large entry breezeway would make an excellent private office or den. Other features include a full unfinished basement, standing seam roof, back patio, a covered porch and sun filled yard. Snowmobile right from your home to the VAST trails, and just minutes to Lowell lake and Tater Hill golf course. Close proximity to all southern Vermont's ski resorts; Magic, Stratton, Bromley, Okemo and Mt. Snow. This unique home offers so much at an affordable price!

Listed by Karin Hardy of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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56 Hidden Newton Road, Windham, VT 05135

Price$192,000

Est. Mortgage: $/month

MLS Number 4469894

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

This home is a great Vermont get-a-way. Tucked off the main roads on quiet acreage with fruit trees and your very own pond. An inviting log interior with a large kitchen, cozy living/dining space and a mudroom entry. Master bedroom with soaking tub and two additional bedrooms located on the second floor. A large deck off the living space perfect to enjoy the serene outdoors. VAST Trail system right down the road, am mile from Tater Hill Golf Course and close to Southern Vermont ski resorts.

Listed by Jessica Citera of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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54 Harrington Road, Windham, VT 05359

Price$174,900

Est. Mortgage: $/month

MLS Number 4468040

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

VAST Trail access from the back door with a large barn to store the toys! Ride without having to trailer! This in town location is easy access to hiking, cross country skiing and to all local ski areas. Set on a quiet side road that leads into the country, a fun place for exploring. Find this property on top of Windham Hill Road, next to a classically beautiful Vermont church. This three bedroom, two bath home is ready for its new owners! It has a new furnace and a new roof, a private yard with berry bushes and pretty gardens, all priced to sell!

Listed by Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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, Windham, VT 05359-9626

Price$169,900

Est. Mortgage: $/month

MLS Number 4601776

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Charming Cape house with attached garage. Corner lot with lovely view of church and mountain! Within 5-15 minutes from major ski areas like Magic, Bromley, and Stratton! State snow mobile trail starts a little ways behind house. Convenient first floor bedroom with full bathroom. Stackable washer/dryer off kitchen. Dining area built into big bay window. Two bedrooms upstairs with full bathroom in hallway. ! year old roof and newer windows. Stainless steel chimney. Many windows for lots of natural light. Washer/Dryer included. All furniture is negotiable.

Listed by Krista Oatley of BHG Masiello Brattleboro

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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175 Timber Ridge Road, Windham, VT 05359

Price$169,000

Est. Mortgage: $/month

MLS Number 4644197

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Aptly named 'Mountain Therapy', this home is located in the middle of it all. Ski/ride Stratton, Bromley, and Magic Mountains, all within a 20 minute drive from this tidy 3 bedroom and 2 bathroom home. All new heating system and new kitchen appliances will make mountain living easy and efficient. Well maintained home has access to snowmobile trails, hiking, snowshoeing, and is 2.5 miles to the Tater Hill golf course. Spacious mud room entry for gear and firewood leads to foyer. Open living/dining space with high ceilings, wrap around deck, and wood stove has plenty of natural light.

Listed by Chrissy Carroccio of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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1044 Hitchcock Hill, Windham, VT 05359

Price$149,500

Est. Mortgage: $/month

MLS Number 4642175

  • Land
  • Zoning Residentail
  • Acreage 39.23

This is your chance to own a post and beam cabin on 39 acres of Vermont land! This beautifully crafted cabin offers underground power, 823 square feet of space, an electric griddle cooking range, a wood stove, an enclosed porch, and a 6 person sleeping loft. The land is very unique with a beautiful quarry, hiking/snowshoeing trails, and mountain views on various parts of the property. You will find year round enjoyment with Tater Hill Golf Course minutes away, ski resorts near by, and Vast Trails accessibility.

Listed by Rachel Febbie and John Waite of Bean Group / Vermont

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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1224 Burbee Pond Road, Windham, VT 05359

Price$145,000

Est. Mortgage: $/month

MLS Number 4425182

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

Located in a prime recreational area this single level home has a vaulted living dining area with a beautiful weathered brick fireplace. This open concept house offers 3 bedrooms and 2 baths, one of which is cedar. The master has a Jacuzzi tub and sauna. There is also a new laundry area, and storage room. This property is minutes from major ski and golf resorts in a wonderful four-seasons landscape with Burbee Pond just across the road. Come see this great family getaway.

Listed by Janet Lucier of Granger Real Estate

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

Price$110,000

Est. Mortgage: $/month

MLS Number 4419677

  • Land
  • Zoning residential
  • Acreage 14.6

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.

Listed by Rachel Febbie and John Waite of Bean Group / Vermont

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Howard Hill, Windham, VT 05359

Price$99,000

Est. Mortgage: $/month

MLS Number 4635376

  • Land
  • Zoning Residential
  • Acreage 10.5

Exceptional location, as this parcel is located adjacent to an 18 hole golf course & is in close proximity to kayaking, skiing & snowmobiling. Great country setting with the potential for views. This parcel contains both open & wooded areas. So if you are looking for a pristine home site to build that dream home on, then this parcel may be just right for you. Schedule a time today to explore the possibilities.

Listed by Paul Benson Sr of Bean Group / Vermont

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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, Windham, VT 05359

Price$98,500

Est. Mortgage: $/month

MLS Number 4478838

  • Land
  • Zoning Residential
  • Acreage 21

EXCEPTIONAL 21 ACRE Parcel.. easy access & mature timber abound.. This parcel is ideally located 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

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 3 Toad Road, Windham, VT 05359

Price$89,900

Est. Mortgage: $/month

MLS Number 4464950

  • Land
  • Zoning res 2
  • Acreage 53.1

53.1 acres located in the town of Windham. This is a very private,quiet and rural spot with the potential for significant views. There are many stone walls,mixed hardwoods and softwoods, old stone foundations and a large variety of wildlife on this parcel. Immediate proximity to over 100 miles of trails providing availability for hunting, horseback riding, cross country skiing, snowshoeing and hiking. Minutes from VAST trails and ski resorts. It is a short walk to Hamilton Falls, one of VT's most scenic waterfalls. Town and VT state Approved for off the grid camp / building site. Presently there is a 33' camper on one of the cleared sites available for sale if you choose not to build. Toad Road is a three season, dead end road with minimal traffic. Secluded paradise in VT.

Listed by Alison Clayton-Cummings of TPW Stratton

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 2017 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.