Windsor, VT Classified Ad Listings

4945 South Rd. Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored, and lovingly stewarded over the years honoring the period detail while creating the perfect unification of...

2.5L 4-Cylinder. *Why Buy at McGee Mazda Claremont* -- Complete buy online experience through McGee FlexBuy -- Complimentary vehicle delivery available within range (contact us for details) -- A single Client Advisor handles the whole sale from first contact through delivery with no back office -- On site parts and accessory department to customize your new vehicle. CARFAX One-Owner. Clean CARF...

4 First St. With town approval, the property presents an excellent opportunity for conversion to a residential dwelling or live/work space. Ample outdoor space, easy access, and endless possibilities make this offering for investors, entrepreneurs, or those looking to create a unique residential property. Bring your vision and unlock the full potential of this versatile property! Incredible opp...

1326 Curtis Hollow Rd. If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of privacy, charm, and convenience. Nestled on over 30 acres in Woodstock, this classic farmhouse is surrounded by beautiful open fields, mature trees, and peaceful natural beauty. Inside, you'll find a spacious eat-in kitchen that's perfect for gathering ...

3398 Jericho Rd. Built in 1789, the year George Washington was elected President, the Philemon Hazen Homestead is a rare Vermont property where history, architecture and modern luxury come together. Set among rolling pastures in Hartford's Jericho Rural Historic District, this 4,462 sq. ft. historic farmhouse feels a world away-yet is just 6 miles from Hanover and Dartmouth College, 5 miles fro...

16 Church St. This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within walking distance of Village shops, restaurants, and resort amenities. The home has overlooked the Ottauquechee River and the former Woodstock woolen mill since 1890. The old mill has long since been repurposed as a children's daycare center surrounded by community ...

2055 2071 Mai And 28 Pleasant St. Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo ...

1104 Main St. Back on the market and drastically reduced! Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuites, 5 bath log home. The Great Room boasts a local stone floor to cathedral ceiling wood burning fireplace where you can sit and relax after a day on the slopes. Then take in river views from the formal dining room. Also on...

409 Lempster St. Tucked away in a peaceful wooded setting, this impressive parcel offers the feeling of having your own private world while still being just a short drive from town. With more than 43 acres of land, the property features a beautiful mix of wooded areas, open clearings, a small brook, and well-maintained pathways that make it easy to explore and enjoy. An existing driveway provid...

1 Carlton Hill Rd. Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short com...

462 Pitkin Road. Single Family Home for sale in Lempster, NH for $739,000 with 6 bedrooms and 4 full baths. This 3,979 square foot home was built in 1823 on a lot size of 11.17.. MULTI-GENERATIONAL HOME on 11+ acres! Set on a quiet dirt road surrounded by fields, forest and a pond, this 1823 Colonial offers a full attached in-law apartment, a three-story barn with heated workshop, and everythin...

151 Rawson Rdg. Completed in 2023, this custom-built home is set on 9.41 acres in the Olde Farms subdivision and captures sweeping panoramic views. Enjoy vistas of nearby peaks, including Grantham and Croydon Mountains, as well as Mount Kearsarge, Mount Sunapee, and Mount Cardigan. The elevated setting offers a peaceful location with a private approach from the road. Designed with energy effici...

66 Duttonsville School Dr. Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lovingly preserved, its character and craftsmanship thoughtfully maintained while seamlessly supporting modern use. Since 1973, the building has served as the home of a thriving distribution business, pro...

93 Apple Ln. Enjoy the perfect blend of comfort, convenience, and outdoor living in this well maintained, move in ready four-bedroom, 2.5-bath home nestled in a quiet Upper Valley residential neighborhood. Conveniently located, this property offers both a peaceful setting and easy access to everyday amenities. The main level offers comfortable ground-floor living, features a cathedral-ceiling l...

60 High St. ~ GROUP SHOWING 1 PM THURSDAY ~ What could be better than a turn-key, fully rented three-unit multi-family property generating immediate cash flow? Recently transformed by a total interior refresh, this fully occupied building features a spacious first-floor two-bedroom unit with washer and dryer hookups ($1,850/mo), a second-floor two-bedroom unit with a lovely kitchen and bath ($1...

241 S Main St APT 103. White River Junction, VT Studio Apartment, 1 Bath $1,550 per month\nAvailable 10/26/2026Comfortable and convenient living in the heart of White River Junction! This inviting studio apartment offers a practical, easy-to-maintain living space with everything you need to feel at home. Ideally located just minutes from downtown White River Junction, you'll enjoy convenient ac...

1474 Hartford Ave. This beautiful 1965 ranch is close to everything in the Upper Valley and is ready for its new owners! One floor living! Minutes to route 91 and easy proximity to schools, Dartmouth College in Hanover and DHMC in Lebanon. Situated on a bright open lot with a wooded hill to the back of the lot. Beautiful hardwood floors throughout, with laminate in the kitchen. Large kitchen wi...

637 Marmot Ln. 3 bedroom, 3 bath condo has living space on 3 levels. First floor features, galley kitchen open to living room with sliding doors to large wrap around deck and a decorative brick hearth, dining room with sliding door to deck, a full bath and a bedroom Second floor features bedroom, laundry room, full bath with soaking tub, Primary bedroom has a fireplace (not in use) and a slider...

2394 Fletcher Hill Rd. Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. Th...

171 Grout Hill Rd. If a cabin in the woods has always been on your wish list, this Acworth property might be the one for you. Set on 5.3 acres of open field and woodlands, this lovingly maintained log cabin is brimming with character and charm. Inside the fieldstone fireplace serves as the centerpiece of the open-concept living space, complimented by gleaming wide-pine floors and warm, inviting...