Windsor County, VT homes for sale & real estate

Windsor County, VT Homes for Sale

NEW PRICE ADJUSTMENT! Year-round living at a reasonable price!!!! This camper/home has been turned into year-round living with heated water lines 3 feet in the ground, insulated skirting completely around the home and both a small pellet stove and in-room air conditioner makes this the perfect home or getaway. Property is in close proximity to the Law School, making it convenient for a student to own their own home instead of paying rent while in school. This is a great property for someone looking for a "summer home" to relax at and get away from the everyday grind. This property has had many upgrades in the past 2 years. NOTE: The property needs a new hot water heater. Sold &quo

Windsor County, VT Homes for Sale

Asa Greene traveled to Vermont in 1783 to establish a farm in the high hills in Bridgewater after serving in the American Revolution. 242 Years later the farmhouse still stands at the end of Old Bridgewater Hill Road after nearly 50 years of careful restoration and renovations made to accommodate an active, growing family. Creatively blending old & new the farmhouse takes advantage of an inspired site overlooking the Ottauquechee (Abnaki translated Bright Water) River with views sweeping from west & Killington Peak to the valley leading to Woodstock a few miles east. Surrounded by 47 acres of fields & forest and sheltered from nor'easter storms the farm is the gateway to e

Windsor County, VT Homes for Sale

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane wind

Windsor County, VT Homes for Sale

Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont’s enduring spirit. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, and story. With more than 4,100 square feet of living space, the home welcomes you with generous rooms, wide fireplaces in the living room and bedrooms, and a sense of history in every beam and board. A classic kitchen with a center island opens to a breakfast nook bathed in morning light. Upstairs, a vast attic space invites conversion into a workshop, studio, or retreat beneath the