Windham, VT Classified Ad Listings

Water St. A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events. The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surr...

72 Depot St. Step into classic New England charm with this cozy 1900 Cape, available for seasonal rental from mid-November to mid-April. Nestled in a peaceful setting, you are just a short stroll from the heart of picturesque Jamaica Village and a quick 15-minute drive to Stratton Mountain, 23 minutes to Mount Snow and 38 minutes to Okemo. Featuring 3 bedrooms and 2 baths, this home is the rela...

3148 Route 11. More than a Vermont home, this is a property built for the way you want to live here. Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle. The pr...

286 Richards Road. Single Family Home for sale in Grafton, VT for $420,000 with 2 bedrooms and 1 full bath, 1 half bath. This 1,436 square foot home was built in 2000 on a lot size of 22.65.. Tucked away in the beautiful Vermont countryside, this inviting two-bedroom, one-and-a-half-bath ranch sits on 22.65 acres in the charming town of Grafton. Surrounded by a combination of open lawn and wood...

76 Meadowview Ln. Enjoy the best of Vermont living in the beautiful town of Mount Holly! This three-bedroom, two-bath single-family home is located less than 10 minutes from Okemo Mountain Resort and just moments from the VAST Trail System for wintertime fun. With long distance views of Salt Ash Mountain, this property offers a perfect setting for year-round enjoyment. Inside, the home features...

29 Markham Ln. This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store,...

1470 Popple Dungeon Rd. Escape to the charm of Vermont in this spacious 5-bedroom, 3-bath country home, perfectly set amidst open meadows with a picturesque swim pond and peaceful surroundings. Designed for both everyday living and entertaining, this inviting property offers the perfect balance of rustic character and modern comfort. Step inside through the practical mudroom, where you'll be we...

Investment Opportunity in Westmoreland, NH! Bring your vision and explore the potential this property has to offer. An opportunity for investors, contractors, or buyers looking for their next project. Whether you're considering a renovation, rental investment, or redevelopment potential, this property offers a chance to put your plans into action. Conveniently located in Westmoreland, with acce...

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...

202 Twin Brook Cir. Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VA...

349 Old Sawmill Road. Property for Rent in Londonderry, VT for $10,000 with 2 bedrooms and 1 full bath. This 400 square foot property was built in 2024 on a lot size of 1.. 2 Bedrooms. 1 Bathroom. 400 ft

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278 Branch Brook Rd, Mount Holly, VT 05758. Vintage glassware, rugs,wood lathe,thread mill, carving wood,carving magazines, Vintage fishing flies,compost,wheelbarrow and more. When: Saturday, October 10, 2026 9:00 am - 4:00 pm Sunday, October 11, 2026 9:00 am - 3:00 pm

Condition: New, Make: Husqvarna Power Equipment, Model: 562 XP G Mark II 20 in. bar .058 ga., Year: 0, Color: Orange, Dealer: Benny's Power, Phone: 802-875-2020. A Redesigned Legend: A 60cc powerhouse for professional forestry and tree care Engineered for the demands of professional forestry and tree care, the Husqvarna 562 XP Mark II offers unparalleled handling in even the most demanding work...

Condition: Used, Make: Polaris, Model: RZR XP Turbo, Year: 2021, Color: Matte Sands Metallic, Mileage: 6,821, Dealer: Benny's Power, Phone: 802-875-2020. DEFINITIVE OFF-ROAD POWER Feel the instantaneous acceleration of 168 HP of turbocharged thrust that puts you in control of extreme performance. The turbocharged power of RZR XP TURBO is perfectly synced to 20 of usable travel, a 64 stance and ...

Condition: New, Make: Husqvarna Power Equipment, Model: 550 XP Mark II 20 in. bar C33 XT, Year: 0, Color: Orange, Dealer: Benny's Power, Phone: 802-875-2020. Best in class cutting capacity. The second generation of Husqvarna s 550 XP chainsaw is ready for demanding use in your felling, limbing and bucking operations. The saw delivers maximum power in the 50cc class. Designed for professional fo...

Tucked into a peaceful private setting just outside Putney Village, this charming 4-acre property captures the spirit of rural Vermont living. Surrounded by woods, open space, and abundant wildlife, the property offers a wonderful sense of privacy while remaining close to the village s lively arts, culture, and community. The 1,700-square-foot home is thoughtfully suited to first-floor living, ...

313 Dover Rd. Step back in time while enjoying the comforts of today in this classic 1800s post-and-beam Cape set on 2 peaceful acres in the Vermont countryside. Rich in character and timeless charm, this 4-bedroom, 3-bath home showcases the warmth and craftsmanship of a bygone era with exposed beams, inviting living spaces, and room for family and guests. Outside, you'll find established peren...

182 Partridge Ln. Escape to your own private Vermont retreat on this beautiful 14-acre wooded parcel, tucked away along the path less traveled. A thoughtfully established clearing is home to a travel trailer sheltered beneath a well-built pavilion, creating a comfortable, all-weather basecamp for weekends and seasonal getaways. The sale includes the camper complete with generators, tools and mo...

494-498 Goodaleville Rd. 4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a...