Listings in 05776 - Bennington County, Vermont

1384 Route 153
Rupert, VT | Active
Listed: May, 18, 2026
Price: $275,000
Living Area: 1,668 Sq. Ft.

1384 Route 153
Rupert, VT | Closed
Listed: May, 18, 2026
Price: $275,000
Living Area: 1,668 Sq. Ft.

3264 Route 153
Rupert, VT | Active Under Contract
Listed: Sep, 04, 2025
Price: $224,500
Living Area: 1,400 Sq. Ft.

5491 VT Route 315
Rupert, VT | Closed
Listed: Jul, 10, 2025
Price: $1,749,000
Living Area: 3,218 Sq. Ft.

253 Perkins Road
Rupert, VT | Active Under Contract
Listed: Jul, 07, 2026
Price: $399,000
Living Area: 2,768 Sq. Ft.

99 Holly's Way
Rupert, VT | Active
Listed: Jun, 16, 2026
Price: $925,000
Living Area: 2,403 Sq. Ft.