Rupert, VT Homes for Sale

Rupert, Vermont, nestled in the Taconic Mountains near the New York border, embodies rural charm with its picturesque farm village setting. The village center, featuring a general store, post office, and churches, reflects a classic small-town atmosphere. Historic buildings, like the Carver House, add to the area's character. Housing options range from historic Colonials and midcentury Cape Cods to large farmhouses and contemporary homes, many offering scenic views of rolling farmland or mountains. The Delaware and Hudson Rail-Trail, running along the Indian River, provides opportunities for hiking, biking, and fishing, while the Merck Forest & Farmland Center offers educational nature programs and trails. Sherman's Store, a staple since the 1850s, sells local products and serves meals, with more shopping available in nearby Dorset and Manchester. Community life is vibrant, with the Rupert Village Trust hosting social events in the historic Sheldon General Store. Students in Rupert have a school choice program, with options in Vermont and New York. Travel is facilitated by Vermont routes 30, 153, and 315, with the Rutland Regional Medical Center 35 miles away and Albany International Airport 60 miles away.