Luxury Homes for Sale in Bennington County, VT

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Bennington County Luxury Homes for Sale in Vermont

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Above one million dollars, Bennington County offers a distinctive mix. Manchester and Dorset hold restored Federal and Greek Revival houses on the village greens, some dating to the early nineteenth century and carrying marble foundations from the local quarries. Alongside them sit contemporary builds on hillside parcels with long valley views, and a number of substantial country properties with barns, ponds, and meaningful acreage in Rupert, Pawlet, and Sunderland. Browse Dorset homes with a basement or explore Manchester homes with a basement.

Frequently Asked Questions

What styles dominate the high end?
Restored Federal and Greek Revival village houses in Manchester and Dorset, contemporary hillside builds, and larger country properties with acreage and outbuildings.
Are these year round houses?
Most are built and maintained for year round occupancy, though a meaningful share serve as second homes for owners based elsewhere.
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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 30, 2026 7:37 AM EDT