Windsor County, VT homes for sale & real estate

Windsor County, VT Homes for Sale

Instant equity in Woodstock! Bring your vision to life on this exceptional parcel of raw land, nestled in one of Vermont’s most coveted and quintessential communities. Offered below its current town-assessed value and backed by a recent independent appraisal valuation, this property delivers significant instant equity from day one. Whether you envision a private, tucked-away country estate or a seasonal retreat surrounded by classic Vermont scenery, this blank canvas is entirely ready for whatever you wish. Enjoy total autonomy and peaceful seclusion, all while remaining just minutes from the historic charm of Woodstock Village, local dining, and premier outdoor recreation. A rare, hi

Windsor County, VT Homes for Sale

Discover the perfect setting for your Vermont dream home or future development on this picturesque rural parcel. Set along scenic Trebo Road, a quiet country road lined with historic homes, open fields, and mature woodlands, this nearly 18-acre property offers exceptional potential. Highlights include approximately 1,500 feet of road frontage, a charming pond, beautiful stone walls, and a Vermont Wastewater Permit for a five-bedroom residence. With zoning requiring a minimum of three acres and 200 feet of road frontage, the property presents an excellent opportunity for subdivision. One building site has already been identified as suitable, while the extensive road frontage provides the fle

Windsor County, VT Homes for Sale

In the heart of the lakes region, in the Okemo Valley, sits Hawk Mountain Resort. Here is your opportunity to become part of that community with this value-priced 2.24-acre lot at the end of Copper's Trace. This is the last one available on the road and already has access to power, cable, and community sewer. Hawk Mountain Resort is comprised of 1,200 acres with hiking trails throughout the property. Build your dream home into the hillside to take advantage of the mountain views. This location affords you easy access to some of the best skiing in Vermont with Okemo and Killington ski areas being only 10 minutes away. Prefer summer fun? There are 4 lakes, championship golf, bike trails, adve

Windsor County, VT Homes for Sale

PRICE DROP!!!! Welcome to a place where the sound of the river becomes part of your daily rhythm. This 4.7-acre parcel with an end-of-road location offers an extraordinary 1,400 feet of frontage on the Williams River, creating a private and tranquil retreat just five minutes from the quintessential Vermont charm of Chester Village. The land unfolds beautifully: wide, flat, sun-filled fields stretch toward the river, softened by a scattering of mature trees that add shade, character, and seasonal color. Set along gentle bends in the river, the property feels open yet intimate, an ideal setting for gardens, gatherings, or simply relaxing under the sky. Wildlife is abundant here: deer grazing