Windsor County, VT homes for sale & real estate

Windsor County, VT Homes for Sale

Immaculately maintained and truly move-in ready, this beautifully updated 2-bedroom plus loft, 2-bath home offers the perfect blend of comfort, privacy, and four-season Vermont living. Tucked away on a quiet, private dead-end road, the home is surrounded by a peaceful, setting while remaining exceptionally convenient to everything the Upper Valley has to offer. The home has been thoughtfully refreshed from top to bottom. Recent improvements include new flooring throughout, with beautiful engineered hardwood floors spanning the main and upper levels and new tile on the basement level, as well as fresh paint throughout the entire home and the removal of popcorn ceilings. List of improvements

Windsor County, VT Homes for Sale

Your own Vermont kingdom awaits at 840 Sugar Hill Road. Set on 129± private acres, this remarkable property combines a 3-bedroom, 2-bath chalet with barns, a rustic cabin, sugarhouse, storage buildings, and an extensive trail network winding through fields and forest. The approximately 2,400-square-foot home is comfortable and livable, with multiple gathering spaces, a wood stove, supplemental propane heat, an attached garage, flexible bonus space, and abundant storage. It needs updating and repairs but offers a solid starting point for creating a distinctive country home, recreational retreat, family compound, or working homestead. The land is the true centerpiece. Explore by foot,

Windsor County, VT Homes for Sale

Up a serene mountain road above the clouds in the quiet town of Andover, you’ll discover a special mountain property. This home has been distinctively renovated for carefree enjoyment. This retreat is surrounded by natural beauty with unprecedented long-range views to the west of the Green Mountain ridgeline. This highly efficient, low-maintenance home has wonderful natural light with views from nearly every window! The main level, with hickory floors, soaring cedar ceilings & spruce beams, welcomes you through a spacious atrium. It opens to a modern kitchen, dining area, and living room with a wood-burning fireplace, an ideal setting for gathering with family and friends. The m

Windsor County, VT Homes for Sale

Charming One-Level Living on 8 Acres Near Woodstock Tucked just off a paved road above the White River, this single-level home offers an ideal location with easy access to the entire Upper Valley. You're minutes from Saskadena Six ski area (formerly Suicide Six), the farm-to-table dining at Cloudland Farm, and the classic Teago General Store in South Pomfret with the picturesque Village of Woodstock just a short drive away. Inside, original hardwood floors and abundant natural light give the home warmth and character. The spacious family room centers around a wood-burning brick fireplace, while the formal dining room features a cozy gas stove, perfect for chilly Vermont evenings. The eat-i