Windsor, VT Classified Ad Listings

548 Crow Hill Rd. Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improveme...

23 Columbus Cir. Welcome to 23 Columbus Circle, a beautifully maintained 3-bedroom, 1-bath home in Newport, NH. This inviting property combines classic charm with thoughtful updates and quality craftsmanship throughout. The heart of the home is the beautiful kitchen, featuring custom-built cherry cabinets that provide both warmth and exceptional storage. The spacious living areas offer a comfor...

169 Glen Rd. PRICE ADJUSTMENT!! OPEN HOUSE SUNDAY OCTOBER 25th 10AM-12PM.Turnkey and ready to enjoy! This charming 2-bedroom, 1-bath home is being sold fully furnished with brand-new furnishings throughout. Cathedral ceilings in the living room and kitchen create a bright, open and airy feel, while the comfortable layout makes the most of the space. Set on a private 0.33-acre lot directly acros...

420 Quechee Rd. Juniper Hill is an extraordinary historic estate. It is described by the Hartland Historical Society in a 1991 publication as one of the town's most beautiful structures. Tradition has it that the house was built in 1790, which is consistent with various architectural details, notably the transitional style of its construction between Georgian and Federal periods. This beautiful...

16 Railroad Ave. Investment property, Great income stream from tenants. Fantastic location close to public transportation and local amenities. Plenty of parking for any business.. 2878 ft

38 Highland Ave. Fresh on the market! Great location off the beaten path yet close to shopping! Huge lot with plenty of room for summer fun, this home has seen lots of updates including painted exterior, new heating system, fresh paint inside, vinyl windows big private deck and many other tastefull touch-ups! Ready for a new family, will it be you? Come take a look!. 3 Bedrooms. 1.5 Bathroom. 1...

35 Clearwater Dr. This one-of-a-kind luxury Eastman home will not last long. Beautifully maintained, thoughtfully designed, this exceptional 4-bedroom, 3.5-bath home offers the perfect blend of comfort, privacy, and year-round recreation. Step inside to a fieldstone fireplace, creating a warm and inviting focal point for gathering with family and friends. The spacious kitchen features granite c...

46 Ridge Ave. This well-maintained custom Cape sits up on a hillside on.91 acres, with a setup that works well for entertaining and everyday life. There's a great room addition, a living room with a fireplace, and a formal dining room with built-ins and hardwood floors. The kitchen has newer appliances and plenty of cabinet space, so there's room to actually cook and store things without it fee...

915 Peterkin Hill Rd. Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the d...

10 Kyle Dr. Beautifully renovated condo in Oakview Association! Gorgeous kitchen Kraftmaid cabinets with stone counter tops and kitchenaid appliances. Dining room leads to a private deck make this property great for entertaining or just relaxing. Large living room with electric fireplace. First floor powder room and laundry. Second floor you will find primary bedroom with two closets. Additiona...

11 And 15 Ram Brook Rd. Great opportunity in Newport with over 18 acres with two lots, riding trails and beautiful Mount Sunapee views! Discover the possibilities this horse property offers including established horse trails, two building sites, a comfortable home, barn, additional building, and views of Mount Sunapee. This versatile offering includes a 3-bedroom, 2-bathroom post and beam home,...

306 Meoki Way. Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse offers views of Mount Tom and the Pomfret Hills. Built by noted local designer and builder Chris Ambrose, it combines the character of the 115-year-old farmhouse that once stood here with energy-efficient modern living. Salvaged floors, beams, doors and hardware b...

40 Union St. Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low ...

115 Eastman Rd. Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber f...

Lot 4 Blackberry Lane. Single Family Home for sale in Charlestown, NH for $499,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,297 square foot home was built in 2026 on a lot size of 0.43.. Welcome to the Grove, a thoughtfully planned new construction community of energy-efficient homes set along the Connecticut River in scenic Charlestown. Built on land with a conservation-focused le...

159 Lower Bartonsville Rd. Welcome to 159 Lower Bartonsville Road, a charming carriage house nestled along a scenic country farm road in Rockingham, Vermont, just moments from the picturesque restored Bartonsville covered bridge. This 3 bed, 1.5 bath property features authentic 1830s architecture and timeless rustic character, offering a solid structural foundation with much of its original det...

1015 Maple St. Nice IN-town building lot! Don't miss this opportunity to build a home, business or garage / storage space along Route 14 / Maple Street. Situated just above the White River and Watson Park in Hartford village! This.50+/- acre in town lot has town water, sewer and power available at the street. Just minutes to I 89 and I 91, Dartmouth College, Dartmouth Hitchcock Medical Center, ...

1076 Olde Farms Road. Single Family Home for sale in Grantham, NH for $867,000 with 4 bedrooms and 4 full baths. This 4,470 square foot home was built in 1983 on a lot size of 7.14.. Set on over 7 acres in Grantham s desirable Olde Farms, this unique property offers space, flexibility, and an exceptional combination of primary living and private accessory dwelling space. Thoughtfully updated ov...

50 Longwood Dr. Enjoy the opportunity to design a full-time residence or vacation home in the Eastman Community. Eastman is ideally located within the heart of Dartmouth / Lake Sunapee Region. This residential building lot is near Eastman Golf Links and walking trails to the Lake. The community offers pickleball, tennis, golf, six sandy beaches, lake activities, groomed cross-country ski trails...

Oak Ridge Way. Your dream home starts right here - with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opportunity to design and construct your ideal residence on a quiet side road in Woodstock. Nestled within a highly sought-after neighborhood, surrounded by million dollar homes, this property offers the kind of sett...