Listings in 05257 - Bennington County, Vermont
Displaying 1 – 200 of 37 Real estate listings
2 Cold Spring Road
Shaftsbury, VT | Active
Listed: Jul, 16, 2025
Price: $725,000
Living Area: 2,424 Sq. Ft.
Shaftsbury, VT | Active
Listed: Jul, 16, 2025
Price: $725,000
Living Area: 2,424 Sq. Ft.
32-34 Sage Street
Bennington, VT | Pending
Listed: Jan, 01, 2026
Price: $190,000
Living Area: 1,478 Sq. Ft.
Bennington, VT | Pending
Listed: Jan, 01, 2026
Price: $190,000
Living Area: 1,478 Sq. Ft.
683 Water Street
Bennington, VT | Active
Listed: Apr, 20, 2026
Price: $339,900
Living Area: 1,500 Sq. Ft.
Bennington, VT | Active
Listed: Apr, 20, 2026
Price: $339,900
Living Area: 1,500 Sq. Ft.
8 West Street
Bennington, VT | Active
Listed: May, 08, 2026
Price: $299,000
Living Area: 1,408 Sq. Ft.
Bennington, VT | Active
Listed: May, 08, 2026
Price: $299,000
Living Area: 1,408 Sq. Ft.
130 Ipan Road
Shaftsbury, VT | Closed
Listed: Oct, 01, 2025
Price: $750,000
Living Area: 2,696 Sq. Ft.
Shaftsbury, VT | Closed
Listed: Oct, 01, 2025
Price: $750,000
Living Area: 2,696 Sq. Ft.
19 Royal Street
Bennington, VT | Closed
Listed: Jun, 25, 2025
Price: $357,500
Living Area: 1,735 Sq. Ft.
Bennington, VT | Closed
Listed: Jun, 25, 2025
Price: $357,500
Living Area: 1,735 Sq. Ft.
2 Bromley Lane
Bennington, VT | Active
Listed: Aug, 24, 2026
Price: $395,000
Living Area: 1,816 Sq. Ft.
Bennington, VT | Active
Listed: Aug, 24, 2026
Price: $395,000
Living Area: 1,816 Sq. Ft.
436 Matteson Road
Bennington, VT | Active Under Contract
Listed: Sep, 04, 2026
Price: $589,900
Living Area: 2,800 Sq. Ft.
Bennington, VT | Active Under Contract
Listed: Sep, 04, 2026
Price: $589,900
Living Area: 2,800 Sq. Ft.
735 Granger Hollow Road
Shaftsbury, VT | Active Under Contract
Listed: Aug, 26, 2026
Price: $399,900
Living Area: 1,920 Sq. Ft.
Shaftsbury, VT | Active Under Contract
Listed: Aug, 26, 2026
Price: $399,900
Living Area: 1,920 Sq. Ft.
15 Polygraphic Lane
Bennington, VT | Closed
Listed: Jul, 02, 2026
Price: $439,000
Living Area: 2,389 Sq. Ft.
Bennington, VT | Closed
Listed: Jul, 02, 2026
Price: $439,000
Living Area: 2,389 Sq. Ft.
315 Bank Street
Shaftsbury, VT | Closed
Listed: Sep, 01, 2016
Price: $259,000
Living Area: 2,751 Sq. Ft.
Shaftsbury, VT | Closed
Listed: Sep, 01, 2016
Price: $259,000
Living Area: 2,751 Sq. Ft.
32-34 Sage Street
Bennington, VT | Pending
Listed: Mar, 26, 2025
Price: $190,000
Living Area: 1,478 Sq. Ft.
Bennington, VT | Pending
Listed: Mar, 26, 2025
Price: $190,000
Living Area: 1,478 Sq. Ft.
134 Fox Hill Road
Shaftsbury, VT | Withdrawn
Listed: Aug, 05, 2026
Price: $515,000
Living Area: 1,580 Sq. Ft.
Shaftsbury, VT | Withdrawn
Listed: Aug, 05, 2026
Price: $515,000
Living Area: 1,580 Sq. Ft.
683 Water Street
Bennington, VT | Withdrawn
Listed: Apr, 20, 2026
Price: $319,900
Living Area: 1,500 Sq. Ft.
Bennington, VT | Withdrawn
Listed: Apr, 20, 2026
Price: $319,900
Living Area: 1,500 Sq. Ft.
81 Honeysuckle Lane
Bennington, VT | Closed
Listed: Jun, 09, 2026
Price: $595,000
Living Area: 5,524 Sq. Ft.
Bennington, VT | Closed
Listed: Jun, 09, 2026
Price: $595,000
Living Area: 5,524 Sq. Ft.
1030 Water Street
Bennington, VT | Active
Listed: Feb, 25, 2026
Price: $975,000
Living Area: 44,193 Sq. Ft.
Bennington, VT | Active
Listed: Feb, 25, 2026
Price: $975,000
Living Area: 44,193 Sq. Ft.
130 Ipan Road
Shaftsbury, VT | Active
Listed: Oct, 01, 2025
Price: $750,000
Living Area: 2,696 Sq. Ft.
Shaftsbury, VT | Active
Listed: Oct, 01, 2025
Price: $750,000
Living Area: 2,696 Sq. Ft.
88 Mechanic Street
Bennington, VT | Closed
Listed: May, 24, 2016
Price: $259,900
Living Area: 2,571 Sq. Ft.
Bennington, VT | Closed
Listed: May, 24, 2016
Price: $259,900
Living Area: 2,571 Sq. Ft.
1030 Water Street
Bennington, VT | Active
Listed: Feb, 25, 2026
Price: $975,000
Living Area: 44,193 Sq. Ft.
Bennington, VT | Active
Listed: Feb, 25, 2026
Price: $975,000
Living Area: 44,193 Sq. Ft.
19 Royal Street
Bennington, VT | Active
Listed: Jun, 25, 2025
Price: $365,000
Living Area: 1,735 Sq. Ft.
Bennington, VT | Active
Listed: Jun, 25, 2025
Price: $365,000
Living Area: 1,735 Sq. Ft.
2092 N Bennington Road
Bennington, VT | Active Under Contract
Listed: Jan, 16, 2026
Price: $269,900
Living Area: 900 Sq. Ft.
Bennington, VT | Active Under Contract
Listed: Jan, 16, 2026
Price: $269,900
Living Area: 900 Sq. Ft.
20 Sage Street
Bennington, VT | Active
Listed: Apr, 14, 2026
Price: $209,000
Living Area: 1,127 Sq. Ft.
Bennington, VT | Active
Listed: Apr, 14, 2026
Price: $209,000
Living Area: 1,127 Sq. Ft.
2 North Street
Bennington, VT | Active
Listed: Sep, 24, 2026
Price: $219,000
Living Area: 1,397 Sq. Ft.
Bennington, VT | Active
Listed: Sep, 24, 2026
Price: $219,000
Living Area: 1,397 Sq. Ft.
196 Granger Hollow Road
Shaftsbury, VT | Withdrawn
Listed: Dec, 01, 2025
Price: $269,900
Living Area: 1,392 Sq. Ft.
Shaftsbury, VT | Withdrawn
Listed: Dec, 01, 2025
Price: $269,900
Living Area: 1,392 Sq. Ft.
20 Sage Street
Bennington, VT | Active Under Contract
Listed: Apr, 14, 2026
Price: $199,900
Living Area: 1,127 Sq. Ft.
Bennington, VT | Active Under Contract
Listed: Apr, 14, 2026
Price: $199,900
Living Area: 1,127 Sq. Ft.
882 Matteson Road
Bennington, VT | Active Under Contract
Listed: Oct, 22, 2026
Price: $345,000
Living Area: 2,232 Sq. Ft.
Bennington, VT | Active Under Contract
Listed: Oct, 22, 2026
Price: $345,000
Living Area: 2,232 Sq. Ft.
100 McCarthy Acres Road
Shaftsbury, VT | Pending
Listed: Oct, 24, 2025
Price: $399,000
Living Area: 3,118 Sq. Ft.
Shaftsbury, VT | Pending
Listed: Oct, 24, 2025
Price: $399,000
Living Area: 3,118 Sq. Ft.
12 Hall Street
Bennington, VT | Closed
Listed: Jul, 24, 2026
Price: $365,000
Living Area: 1,588 Sq. Ft.
Bennington, VT | Closed
Listed: Jul, 24, 2026
Price: $365,000
Living Area: 1,588 Sq. Ft.
33 Asa's Way
Bennington, VT | Active Under Contract
Listed: Aug, 11, 2026
Price: $58,000
Living Area: 0 Sq. Ft.
Bennington, VT | Active Under Contract
Listed: Aug, 11, 2026
Price: $58,000
Living Area: 0 Sq. Ft.
2 Cold Spring Road
Shaftsbury, VT | Closed
Listed: Jul, 16, 2025
Price: $725,000
Living Area: 2,424 Sq. Ft.
Shaftsbury, VT | Closed
Listed: Jul, 16, 2025
Price: $725,000
Living Area: 2,424 Sq. Ft.
196 Granger Hollow Road
Shaftsbury, VT | Withdrawn
Listed: Dec, 01, 2025
Price: $269,900
Living Area: 2,190 Sq. Ft.
Shaftsbury, VT | Withdrawn
Listed: Dec, 01, 2025
Price: $269,900
Living Area: 2,190 Sq. Ft.
100 McCarthy Acres Road
Shaftsbury, VT | Withdrawn
Listed: Jul, 25, 2025
Price: $329,000
Living Area: 2,938 Sq. Ft.
Shaftsbury, VT | Withdrawn
Listed: Jul, 25, 2025
Price: $329,000
Living Area: 2,938 Sq. Ft.
258 Harvest Hills Drive
Shaftsbury, VT | Active
Listed: Nov, 19, 2025
Price: $385,000
Living Area: 2,067 Sq. Ft.
Shaftsbury, VT | Active
Listed: Nov, 19, 2025
Price: $385,000
Living Area: 2,067 Sq. Ft.
187 White Creek Road
Shaftsbury, VT | Active Under Contract
Listed: Oct, 06, 2026
Price: $275,000
Living Area: 1,140 Sq. Ft.
Shaftsbury, VT | Active Under Contract
Listed: Oct, 06, 2026
Price: $275,000
Living Area: 1,140 Sq. Ft.
8 West Street
Bennington, VT | Active
Listed: May, 08, 2026
Price: $249,000
Living Area: 1,408 Sq. Ft.
Bennington, VT | Active
Listed: May, 08, 2026
Price: $249,000
Living Area: 1,408 Sq. Ft.
