Windham, VT Classified Ad Listings

14J Trailside Village Way # K32. Condo for sale in Dover, VT for $679,000 with 3 bedrooms and 3 full baths. This 1,400 square foot condo was built in 1988.. Ski in, ski out and make Mount Snow your own! Skip the parking lot and lunch in the main base lodge and enjoy true trailside living in this beautifully updated, turnkey 3 -bedroom, 3-bathroom condo at Seasons on Mount Snow. With ski-on, ski...

1 Eaton Ave. Now offered at $229,900! If you're looking for a solid home with good bones and the opportunity to make it your own, this 4-bedroom home is worth a look. The house does need work and updating but offers a functional layout with four bedrooms and a half bath upstairs, a spacious full bath on the first floor, and a kitchen with pantry space opening to the dining room. A major bonus i...

522 Vermont Route 100. Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fiel...

1329 Newfane Rd. Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork througho...

2141 Twenty Mile Stream Rd. Exceptional Vermont Log Home on 2+ Acres with Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 2+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive...

1166 Route 100. Room to gather, spread out and enjoy Vermont in every season. With over 5,000 sq. ft. across two finished levels, this Weston home offers generous spaces for entertaining, remote work, guests and extended stays. The main level is anchored by a great room with soaring cathedral ceilings, exposed timber trusses, wood floors and a loft overlooking the living space. A large screened...

110 Valley St. 2 unit investment property features a 4 bedroom and a 2 bedroom unit. Both units are up down configurations. The first unit features decent kitchen with washer and dryer, living room, 3/4 bath, 2 first floor bedrooms and 2 upstairs bedrooms with a covered porch in the rear. The second unit has a living room, large kitchen with washer/dryer hookups, large 3/4 bath, deck, bedroom d...

421 QIV Jackson Gore Road. Condo for sale in Ludlow, VT for $63,000 with 1 full bath. This 496 square foot condo was built in 2003.. Jackson Gore Inn, Unit 421 QIV - Wake up to views of the mountain trails and Jackson Gore base area. This top-floor studio overlooks the courtyard and slopes, offering one of the Inn s best vantage points. A lofted sleeping area with a queen bed sits above the liv...

Missing Link Rd. Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

661 Wright Orchard Rd. Turn-key, beautifully furnished, and ready to enjoy, this exceptional Vermont property is being offered furnished making it a rare opportunity to step right into the Vermont lifestyle. Set on 20 private acres in Grafton, this beautifully maintained 3-bedroom, 2-bath home with a custom office offers the perfect blend of comfort, versatility, and modern convenience. Tucked ...

38 Northshore Dr. Lake Rescue Retreat. Embrace the lakeside lifestyle in this quintessential Vermont cottage on Lake Rescue. Nestled on a spacious lot, this property perfectly blends historic character with future opportunity. You can choose to use the existing structure as your ultimate summer escape, remodel it to your exact taste, or build your brand-new dream lakeside home from the ground u...

226 Hoey Rd. Historic Rowen Farm offers a rare blend of authentic Vermont character, privacy and turnkey ease. Set on 77+ acres of meadow and woodland, the circa-1812 Federal farmhouse has been extensively restored while preserving its soul: original wide-plank floors and exposed beams, original doors and period details, and four wood-burning fireplaces. Inside, approx 3,860 square feet of ligh...

265 Depot St. Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opportunity. Imagine a chef's dream kitchen with double ovens, refrigerators, and cooktops, perfect for culinary creativity. The home features three large bedrooms, spacious living areas, and a large deck for relaxat...

175 Pleasant Valley Rd. MOTIVATED SELLERS just adjusted the price significantly!!! Sweet property with 7.5 acres, great pond, quiet setting and private. This could be your escape to your own peaceful, homestead. Set on 7.5 acres of wooded and open land this property is truly a respite from the stresses of the world. This multi-level 3-bedroom, 3 bath home offers convenience and options. The spa...

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138 Esty Rd. Cherished by the same family for more than 40 years, this extraordinary log home is nestled on 30 private acres, accompanied by two charming cabins tucked into a secluded forested ravine behind the historic 1764 Park Hill Meetinghouse, still an active community gathering place for concerts, lectures, and seasonal events. Bordering the Warwick Preserve, this peaceful retreat offers ...

765 Thompsonburg Rd. Perfectly positioned in the heart of Vermont's sought-after Golden Triangle, this charming two-bedroom plus loft home offers the ideal balance of year-round recreation and cozy mountain living. Just minutes from Magic Mountain, Bromley Mountain, and Stratton Mountain, you'll enjoy easy access to skiing, hiking, golf, shopping, dining, and all the outdoor adventures Southern...

176 Meadow Rd. Welcome to this beautifully updated raised ranch, thoughtfully designed for both relaxed day-to-day living and effortless entertaining. Step inside to an open-concept main level bathed in natural light, anchored by rich hickory hardwood floors that flow throughout. At the heart of the home, the renovated kitchen shines with modern finishes, a classic apron-front farmhouse sink, a...

Smead Rd. Affordable opportunities to own land in Southern Vermont are becoming increasingly hard to find. This 1.30+/- acre wooded parcel on Smead Road offers a gradual rise from the road, creating a private, natural setting to enjoy now or explore for the future. Conveniently located between Mount Snow and Stratton, the property is close to year-round recreation, including skiing, snowmobilin...

3341 Trebo Rd. Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day's end. Step outside to a sunny, ope...