Windham VT Real Estate

Are you thinking of purchasing a condominium or single family home in Windham Vermont?  Scroll down to view all listings currently on the market and contact me to learn more about specific properties.  You can also create an account on our site if you would like to start saving your favorite Windham County VT real estate listings.

Windham, VT 05359

Price$3,990,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4653876

  • Land
  • Acreage 3500

Londonderry/Windham, Vermont, Glebe Mountain Range. Unspoiled wilderness with mountain tops, beaver meadows, hidden ponds, brooks, forest pastures, 5+ miles of dirt roads with old historic house foundations make this a very special property and ideal family or corporate retreat. Truly a rare and very special offering in Southern Vermont

Listed by Robert Waite and Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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

Price$439,000

Est. Mortgage: $/month

MLS Number 4645210

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Square Feet 4274

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

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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99 Old Farm Road, Windham, VT 05354

Price$399,500

Est. Mortgage: $/month

MLS Number 4691128

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Square Feet 2451

99 Old Farm Rd is a Circa 1903 Victorian style home offered with 13.8 acres with the added benefit of having the town maintain part of the driveway. The 11.0 acres surrounding the house features a couple of brooks and a large open pasture that offers sun and views. The main house offers a very comfortable floor plan with country kitchen, formal dining, large open living room with fireplace and a wrap-around deck that overlooks the valley. There is a mudroom entry that leads to the main house , an attached 2-car garage , AND a very functional In-Law Suite over the garage that offers a bath, sleeping area and living area. The second floor of the main house offers three bedrooms, sharing a hall bath.

Listed by Robert Waite and Gary Coger of Four Seasons Sotheby's Int'l Realty

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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7090 Popple Dungeon, Windham, VT 05148

Price$319,000

Est. Mortgage: $/month

MLS Number 4651877

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Square Feet 2805

This home is located in a beautiful and accessible corner of southern Vermont. It is just a short drive to Stratton, Okemo, and Bromley offering world class skiing, and sits adjacent the Tater Hill Country Club. The area is abundant with snowmobiling, hiking, biking, kayaking, numerous cultural activities, and summer stock theater. Enjoy the Londonderry Farmers Market right down the road. This Country Center Hall Colonial offers an open concept kitchen, dining, and living room with cathedral ceilings and wood burning fireplace as focal point. It has 4 bedrooms plus loft, and 2 baths. The 3.09 acres is level and offers privacy. A full, heated, and partially finished basement will create a wonderful family room/gaming area.

Listed by Robert Sabol of Wohler Realty Group

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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, Windham, VT 05359

Price$297,500

Est. Mortgage: $/month

MLS Number 4456236

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Square Feet 2863

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

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 Rd, Windham, VT 05359

Price$265,000

Est. Mortgage: $/month

MLS Number 4638360

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Construction Existing
  • Square Feet 2288

Bring on your inner Chip and Joanna Gaines to reimagine this circa 1850 Windham Hill homestead on 50 acres. Purchased in 1960 as a vacation home, the owners settled into full time country life. Time and age have weathered and overrun the house; it awaits rejuvenation. Many of the original features have been retained. A 1996 updating included two bathrooms; replacing a small attached barn with mudroom entry and two guest bedrooms, adding a John Newton designed two-car garage with ample overhead storage and converting part of an attached shed into a screened porch. Imagine the possibilities in the upper level with a spacious central area under vaulted ceiling with old beams that the current owners used as their master bedroom adjoining a large bath and laundry room, guests bedroom and a spare. Across the road from the house and its 31.97 acres is a 18.05 wooded parcel. Retain it as protection and privacy or sell. Area amenities included Stratton, Bromley & Magic ski resorts a comfortable drive, Burpee Pond around the corner, Tater Hill Golf Club further up the road. Reap the rewards of preserving and restoring the faded charm of an old home.

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

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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5622 Windham Hill Road, Windham, VT 05359

Price$239,900

Est. Mortgage: $/month

MLS Number 4676316

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Square Feet 1325

Very clean three bedroom, one and a half bath home in Windham. This well cared for property has an open floor plan with a large kitchen. Plenty of living space on the main floor and room for overflow, a second living room or a studio space on the lower level. Nicely appointed with hardwood floors, a private enclosed porch and a new furnace. The 32'x32' workshop/garage has 12' ceilings and 12' wide doors. Ready for any number of uses! Nicely situated back from the road the house and shop sit on just over 14 acres with extensive perennial gardens! Very private setting while convenient to area amenities. Londonderry for groceries is 8 miles away, skiing at multiple areas all within 20-30 mins, Tater Hill Golf Course a quick 5 minutes. Super value and super location! Make this your piece of Vermont!

Listed by Alison Clayton-Cummings of TPW Real Estate

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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410 Howard Hill, Windham, VT 05359

Price$225,000

Est. Mortgage: $/month

MLS Number 4653413

  • Land
  • Acreage 58.4
  • Zoning Rural Res

This 58+/- acre parcel offers it all - views, multiple building sites, recreation, water, level and sloping land, stone walls and more. The upper portion abuts the 17th hole of Okemo's Tater Hill Golf Course with mountain views to the north and east and the lower part overlooks a pretty, gently-sloped, south-facing meadow with fruit trees and views to a long-established wetland that invites wildlife viewing and pretty sunsets. Initial soil tests indicate several suitable building sites. Approx 57+ acres in Windham and 1.4+/- acres in Andover and the property is accessible from either Popple Dungeon Road or Howard Hill Road beside the golf course. Property is enrolled in Current Use Program and enjoys substantially reduced taxes in exchange for wisely managing the land.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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83 Hemlock Road, Windham, VT 05359

Price$219,000

Est. Mortgage: $/month

MLS Number 4700354

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1632

Delightfully remodeled and modernized Timber Ridge Chalet located on a double lot in a private setting, minutes to skiing and VAST trails. A classic cathedral main room for the living, dining and kitchen includes a wood burning fireplace to relax after a day of winter activities, knotty pine walls, beautiful hardwood floors and tile countertops in the updated kitchen. With a wall of glass on the front of the house the natural light floods in and allows you to take in the peaceful setting. A second living room includes another fireplace with insert for efficiency. There is plenty of room for guests with four bedrooms and the floor plan is well done. Sold partially furnished.

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: 4.62% last updated on Jun 14, 2018
* 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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1777 Old Cheney Road, Windham, VT 05359

Price$219,000

Est. Mortgage: $/month

MLS Number 4701884

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1920

Find this delightful cedar shingled cottage set on 6.4 private acres surrounded by lush forest and a pretty local view. Walk into the bright living space that enjoys cherry floors, a wood stove, open and updated kitchen. The bathrooms have been tastefully updated. The second story includes three bedrooms and there is an additional bedroom in the basement. A recycled wood (reused) barn-garage for 1-2 cars.

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: 4.62% last updated on Jun 14, 2018
* 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 Drive, Windham, VT 05359

Price$215,000

Est. Mortgage: $/month

MLS Number 4633186

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1250

Located in Windham with great access to snowmobiling and mountain riding. Drive right into the basement with your snowmobiles and quads! A well maintained home with one owner. Open floor plan offering living space with a vaulted ceiling and a Scandinavian porcelain wood or coal stove. A screened porch and sunny deck perfect for entertaining during warmer months. Master bedroom has its own bath and a private deck. Lots of storage in basement/garage.

Listed by Jessica Citera and Alison Clayton-Cummings of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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727 Birch Hill Road, Windham, VT 05359

Price$214,500

Est. Mortgage: $/month

MLS Number 4664332

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Square Feet 1968

One of Timber Ridge's Finest. Sleeps 10+ comfortably in 4 spacious bedrooms and a loft. 2 decks, 1 enclosed for great outdoor summer dining. Sheds to hold all the toys and the VAST snowmobile network at your doorstep, literally. You could also SKI home from Magic after a long great day of skiing too. Magic has come roaring back to life. It is a "mecca for legendary terrain" and was recently voted #1 ski area in Southern Vermont. The entire Magic ski "area" is on a huge surge. Close proximity to Londonderry, Magic, Stratton, Bromley AND Okemo. This location offers all the outdoor fun you could want: Mountain biking, ATV'ing, Snowmobiling, Dirt-Biking, Skiing, Hiking and fantastic Golf at Tater Hill is less than 10 minutes away. And Lowell Lake and all that water fun is less than 15 minutes away! This is a wonderful house, in great shape with new septic and new roof. Powerful reserve generator hooked up in case of Vermont storms.. always be ready! Ready for this winters fun. Come see it.

Listed by Wilkie Bushby of TPW Real Estate

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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1017 Birch Hill Road, Windham, VT 05359

Price$165,000

Est. Mortgage: $/month

MLS Number 4698675

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1224

The Other side of Magic Mountain! Glebe Mountain in Windham - Convenient and seriously updated Ski House, VAST Trailside, this PUD home will appeal to adventure enthusiasts. Backyard snowmobile trail connects to the VAST trail, and has stunning mountain views. This beautifully maintained three-bedroom house is one of only four homes that are part of a PUD, or cluster development containing a total of eight acres. The owner has made structural upgrades -- new siding, decks, windows, roof. The Interior Cosmetic Finish is well thought through, granite kitchen, new island, nice appliances and beautiful bathrooms. Convenient living -- little or no maintenance required!

Listed by Patricia DelGiorno and Roger Delgiorno of Bean Group / Vermont

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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875 West Windham, Windham, VT 05359

Price$155,000

Est. Mortgage: $/month

MLS Number 4668768

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Square Feet 550

One of the original camps in the West Windham Valley. Short distance to scenic Hamilton Falls at the end of the valley. This beautifully appointed cabin is well suited for year round use. Low maintenance property is centrally located to nearby skiing, snowmobiling and year round recreation; just 10 miles from downtown Londonderry. Make an appointment today, and get in before this ski season! This property is adjacent to a 20+ acre parcel that is also for sale. Both properties together would create a nice home!

Listed by Christopher Cummings of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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3709 Windham Hill Rd, Windham, VT 05359

Price$132,000

Est. Mortgage: $/month

MLS Number 4658307

  • Land
  • Acreage 20
  • Zoning residential

Build your Vermont dream home on this beautiful private 20 acre parcel on Windham Hill Rd. Property has a gorgeous spring fed pond, drilled well an approved 3 bedroom septic design with permits and electric on site. This special property is ready for you.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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

Price$110,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4419677

  • 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.

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

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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831 Route 121, Windham, VT 05359

Price$95,000

Est. Mortgage: $/month

MLS Number 4692246

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Square Feet 740

This wonderful cabin sits on over 2 1/2 acres of wooded land with a stream running through the property. The interior has a rustic charm with wood floors, built-ins, a large living room with a bay window and a fireplace. The pretty kitchen has an eat in dining area and is full of natural light, 2 bedrooms, and laundry all on the first floor. There are outbuildings for storage. Why rent when you can buy? This is a must see property at an affordable price, neat and well kept, it would make a great place if your looking to downsize or a nice vacation get away!

Listed by Jacklyn Atwood of Jacklyn Atwood Real Estate

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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$89,500

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

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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Parcel 07175.2 West Windham, Windham, VT 05359

MLS Number 4651438

  • Land
  • Acreage 22.53
  • Zoning res

22.53 acre lot on West Windham Road. Very close to Hamilton Falls for summer enjoyment and to ski areas, snowmobile trails and other recreation. Windham is a well kept secret - it is a small country town with 360 degree access to places you need to go! Land has 2007 plan for septic for 4 bedroom home that will need to be updated. There is also a camp on the adjoining property for sale. Together it is a nice parcel of land with a livable camp!

Listed by Alison Clayton-Cummings and Christopher Cummings of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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

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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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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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7090 popple dungeon rd, Windham, VT 05360

Price$44,900

Est. Mortgage: $/month

MLS Number 4662448

  • Land
  • Acreage 1.86
  • Zoning residential

This 1.86 acre lot is located in North Windham just around the corner from the Tater Hill Country Club. It Offers a Shared Septic Easement with the adjacent property allowing buyer to connect to the existing engineered mound system. This is a great location to build your Vermont Home close to the surrounding towns of Londonderry, Weston, and Chester; a stone's throw to golf, just a short drive to Lowell Lake, and skiing, hiking, and the Vermont outdoors in close proximity.

Listed by Robert Sabol of Wohler Realty Group

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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, VT 05359

Price$39,000

Est. Mortgage: $/month

MLS Number 4638737

  • Land
  • Acreage 2.4
  • Zoning Rural Residentail

Looking for a quiet spot to build your Vermont home? This level lot is on a quiet road in Windham. Past Burbee Pond, which is full of wildlife including otters, beavers, ducks and an occasional Moose, Golding Road is a dead end that leads to trails that cover Glebe Mountain. Private location, nearby stream, gravel roads for exploring, this is a choice location, new to the market! No engineering has been done on this parcel to date.

Listed by Alison Clayton-Cummings of TPW Real Estate

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Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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, VT 05359

Price$18,000

Est. Mortgage: $/month

MLS Number 4683687

  • 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

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$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 2018 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.