Windham, VT Classified Ad Listings

Boardman Loop. In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small str...

1166 Route 100. Over 5,000 sq. ft. of finished living space across two distinct living levels offers exceptional versatility in Weston. Each level has its own drive, front and rear exterior entrances, primary ensuite, laundry, full kitchen, dining and living areas, plus additional flex rooms. The configuration offers strong potential for rental income, owner occupancy with a separate second uni...

95 Hemlock Dr. The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived. Wi...

32 Mark St. More photos are coming! This home has been loved and cared for 50 plus years by the same family and now it is ready for a new chapter. Located in a nice family friendly neighborhood that is perfect for evening strolls around the block. Home features newer windows, hardwood floors, a heated sunroom, and a large dining room. The living room flows nicely into the heated sunroom for lot...

22 Reynolds Ln. Escape to the mountains and enjoy winter the way it was meant to be experienced. Located just 5.5 miles from Stratton's Sun Bowl, this newly constructed 3-bedroom, 2.5-bath home offers the perfect setting for ski weekends, holiday gatherings, and memorable mountain getaways. Thoughtfully designed with a modern mountain aesthetic, the home features soaring ceilings, warm wood fin...

289 Putnam Rd. Welcome to a home that truly has it all! Perfectly positioned off a quiet road, this property is a seamless blend of privacy while offering easily accessible town amenities. This well-maintained property offers the rare and coveted convenience of first-floor living with all three bedrooms and a full bathroom on the main level. The home features beautiful hardwood floors, a pellet...

184 Dutton District Rd. Charming 3-bedroom home set on a picturesque 1-acre lot in a peaceful Vermont country setting, offering comfortable living, flexible space, and exciting income potential. The home features a spacious lower-level family room with a cozy wood stove, along with a bonus office/den that is ideal for working from home, hobbies, a guest space, or additional recreation area. A s...

188 Wall St. Brand-new construction in Springfield, Vermont! Offering approximately 2,100 sq. ft. of bright, thoughtfully designed living space, this 3-bedroom, 2-bath home combines modern comfort, energy efficiency and low-maintenance living with an open, single-level floor plan. Large windows allow natural light to flood the home, while the spacious kitchen, dining and living areas come toget...

Griswold Dr. Beautiful building lot! 23.84 +/- acres with a great mix of open pastures, wooded land, well maintained trails, and a babbling brook. Located in North Springfield in a lovely country setting.

85 Browns Rd. Steeped in Vermont history and surrounded by more than 80 acres of fields, woods, and walking trails, this beautifully preserved Newfane farmhouse offers the rare opportunity to own a property where timeless character and modern comfort come together. Whether you're looking for a full-time residence, country retreat, or recreational property, this is a place to slow down and enjoy...

189 Dutton District Rd. Beautifully updated 3-bedroom, 2-bath home situated on.75 acres. The home features an updated kitchen and bathrooms, comfortable living spaces, and a spacious lower-level family room with a cozy wood stove. Enjoy the privacy of the property while still being conveniently located near White River Junction, Lebanon, Hanover, and the Upper Valley.. 3 Bedrooms. 2 Bathroom. 1...

3019 Popple Dungeon Rd. Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Branch of the Williams River. A unique opportunity awaits as the tiny house is conveniently adjacent to a 2-bedroom cottage in need of renovation. Waiting for its new owner to continue the transformation.This property offers numerous options, allowing you...

2679 Healdville Rd. Enjoy exceptional long-distance views from this three-plus bedroom, one-and-a-half-bath home situated on 3 acres. It is just minutes to Belmont Village and eight miles to downtown Ludlow. Pull into the oversized two-car garage, which has plenty of storage for toys and gear. Stroll right into the house under cover from the elements of Mother Nature. The open kitchen and dinin...

587 VT Route 121 E. Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Cla...

3327 Route 30. Nestled on 1.25 flat and beautifully maintained acres and just 1/2 mile from the village, this spacious 5-bedroom home offers the perfect blend of charm, convenience, and Vermont lifestyle. The lovely yard features a mature raspberry patch, ample space for gardens, outdoor entertaining, or simply enjoying the peaceful setting. Ideally located just 1/2 mile from the heart of Jamai...

1595 Healdville Rd. Welcome to Okemo country! Tucked away off the road, this adorable, newly updated, fully equipped 3-bedroom, 2 bath cape is located just six miles away from the Okemo Mountain access road. The house is immaculate with gorgeous wood floors and modern, comfortable furnishings. You won't find more in a property that is less than an 8-minute drive from the base of Okemo. Wi-Fi is...

628 Townshend Rd. One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed...

278 Lawrence Hill Rd. Sunday 8/16 Open House is being CANCELED! Experience the very best of Vermont living in the charming village of Weston, where every season offers something to enjoy. Spend winter days skiing at nearby Stratton, Magic, Bromley, or Okemo, and warmer months hiking scenic trails, horseback riding, swimming in lakes and ponds, or taking in a performance at the Weston Theater Co...

96 Paradise Ln. Private Mount Holly retreat just ten minutes from Okemo Mountain! Set on 5+ peaceful acres, this property offers the perfect balance of privacy, recreation, and year-round convenience. Enjoy quiet country surroundings with easy access to Okemo, downtown Ludlow, the lakes region, and VAST trail access for snowmobile adventures. The main house has a new roof. This warm and invitin...

224 Cobble Ridge Rd. Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where...