Bennington County Real Estate

343Results

Bennington County is located in Southwestern Vermont and encompasses the towns of Arlington, Bennington, Dorset, Glastenbury, Landgrove, Manchester, Peru, Pownal, Readsboro, Rupert, Sandgate, Searsburg, Shaftsbury, Stamford, Sunderland, Winhall, and Woodford. Bennington County is the oldest county in Vermont still in existence, and you will find evidence of this rich history throughout the region at historic sites such as the Bennington Battle Monument in Bennington. You will also find fantastic shopping options from local artisans to big name brands as well as plenty of entertainment and dining options throughout the region. Bennington County covers over 670 square miles and is home to part of the Green Mountain National Forest as well as part of the White Rocks National Forest. You will find a handful of post-secondary schools in Bennington County including Bennington College and Southern Vermont College.

Price High to Low

Explore current real estate for sale in Bennington County, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

You can also view all the towns in this county.

Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 7, 2026 11:10 AM EDT