Woodstock, VT homes for sale & real estate

Woodstock, VT Homes for Sale

Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end road just minutes west of the historic village of Woodstock. This bright 856 sq/ft two-level home offers an open-concept first floor with a carpeted living/dining area warmed by Empire gas heat (plus electric backup). From this space, step through a newer sliding door to a private deck overlooking landscaped, level grounds on 7 acres of shared land. The kitchen is light-filled and efficient, ideal for everyday living. Hardwood hallway and stairs with dual handrails lead to the second-floor loft, a versatile space with a newer

Woodstock, VT Homes for Sale

Gilbert’s Hill: The birthplace of American skiing and one of Vermont's most celebrated properties for its contribution to the ski industry. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski hill remain wonderfully intact — a living landscape that forever changed the trajectory of winter sport and the development of recreational skiing in the United States. At the heart of the property is a restored circa 1855 Greek Revival brick farmhouse with four bedrooms, two bat

Woodstock, VT Homes for Sale

This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it f

Woodstock, VT Homes for Sale

Perched at 1,700 feet on 40 private acres, this Vermont retreat captures sweeping views across the Connecticut River Valley to New Hampshire’s Presidential Range. Despite its sense of seclusion, it’s only minutes to Quechee Village, Woodstock, and Dartmouth College in Hanover. Part of a 10-home association, the property includes access to 52 acres of meadows, woodlands, and a spring-fed pond perfect for swimming. Outdoor adventure is always close, with the Appalachian Trail nearby and the Quechee Club offering year-round recreation, dining, and social life through membership. The home was designed to embrace the panorama, with a soaring great room featuring walls of glass, cathe