Bennington County, VT homes for sale
Explore homes across Bennington County, compare towns, and find local guidance for your next move.
Find your home in Bennington County
266 matching properties
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Explore Bennington County communities
Start with a community below, or browse the full directory.
Bennington
Manchester
Dorset
Arlington
Pownal
Winhall
All 17 communities and places in Bennington County
Glastenbury
Landgrove
Peru
Readsboro
Rupert
Sandgate
Searsburg
Shaftsbury
Stamford
Sunderland
Woodford
What to know about the Bennington County market
Bennington County anchors the southwest corner of Vermont, from Bennington and Pownal north through Arlington, Manchester and Dorset to the ski-area towns of Winhall and Peru. Search homes for sale across southern Vermont and connect with a Bean Group agent.
For recent sales and pricing in your town, explore sold homes or ask our team for comparable sales.
Compare local markets
Year-round village housing and mountain-corridor second homes trade on different terms in this county, so it helps to compare within the same town and property type.
Before you buy
In the hill towns, private roads, wells, septic systems and winter access come up often. Historic homes are widespread and their systems and outbuildings deserve a careful review.
Local considerations
Glastenbury is an unorganized town with no community page or municipal government; it appears in the directory for completeness only.
Let’s talk about your next move.
Buying in Bennington County? We can help you compare towns and homes. Selling? Ask for a local pricing and preparation plan.
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Connect with our Bennington County team
Bean Group · eXp Realty
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
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 10/04/26.