Homes for Sale in Bennington
“Discover 51 homes in Bennington, Vermont”
Bennington Real Estate at a Glance
Current market statistics for Bennington, VT
51
Active Listings
$493K
Avg Price
$300K
Median Price
$246
Price/Sqft
2,006
Avg Sqft
123
Avg Days
Price Range
From
$59,000
To
$2,950,000
Nearby Cities
Explore homes for sale in cities near Bennington, Vermont
Editor's Picks
Our curated selection of the finest bennington homes
More Bennington Homes
More standout listings from across the Bennington market
$579K
856 Matteson Road
Bennington, VT
$495K
498 Town Line Road
Bennington, VT
$300K
“Single Family Restaurant Building on 0.75 Acre Corner Lot, 100 Depot Street, Bennington VT”
100 Depot Street
Bennington, VT
$225K
“3 Bedroom 2 Bathroom Single Family Home Built 1900 at 107 Jefferson Avenue Bennington VT”
107 Jefferson Avenue
Bennington, VT
$695K
515 Quarry Road
Bennington, VT
$389K
319 Chester Knoll Drive
Bennington, VT
$278K
32 Albe Drive
Bennington, VT
$140K
“2 Bed 2 Bath Townhouse Condo 432 South Street Bennington VT 948 Sq Ft”
432 South Street
Bennington, VT
Homes for Sale in Bennington
Every active listing in Bennington, browsable page by page.
$140K
“2 Bed 2 Bath Townhouse Condo 432 South Street Bennington VT 948 Sq Ft”
432 South Street
Bennington, VT
$180K
105 Hicks Avenue
Bennington, VT
$180K
105 Hicks Avenue
Bennington, VT
$80K
107 Lyons Street
Bennington, VT
$289K
109 County Street
Bennington, VT
$225K
“3 Bedroom 2 Bathroom Single Family Home Built 1900 at 107 Jefferson Avenue Bennington VT”
107 Jefferson Avenue
Bennington, VT
$495K
498 Town Line Road
Bennington, VT
$289K
262 Union Street
Bennington, VT
$995K
310 Main Street
Bennington, VT
$389K
319 Chester Knoll Drive
Bennington, VT
$225K
142 Pine Circle
Bennington, VT
$278K
32 Albe Drive
Bennington, VT
$499K
204 South Street
Bennington, VT
$695K
515 Quarry Road
Bennington, VT
$219K
99 Coolidge Avenue
Bennington, VT
$475K
22 Morse Road
Bennington, VT
$419K
131 Pine Circle
Bennington, VT
$1.4M
116 Northside Drive
Bennington, VT
$200K
1073 Chapel Road
Bennington, VT
$200K
1073 Chapel Rd
Bennington, VT
$235K
205 County Street
Bennington, VT
$238K
117 Putnam Street
Bennington, VT
$210K
1083 Main Street
Bennington, VT
$579K
856 Matteson Road
Bennington, VT
$310K
2 Pine Road
Bennington, VT
$340K
683 Water Street
Bennington, VT
$450K
320 Dewey Street
Bennington, VT
$275K
951 gage Street
Bennington, VT
$435K
712 Main Street
Bennington, VT
$220K
399 Bard Road
Bennington, VT
$220K
399 Bard Rd
Bennington, VT
$65K
“Partially Cleared 1.24 Acre Lot with Stream on East Road, Bennington, VT”
2041 East Road
Bennington, VT
$450K
33 Transport Drive
Bennington, VT
$975K
1030 Water Street
Bennington, VT
$90K
109 Evergreen Drive
Bennington, VT
$360K
38 Oak Ridge Lane
Bennington, VT
$275K
318 North Street
Bennington, VT
$275K
318 North Street
Bennington, VT
$2.2M
301 Northside Drive
Bennington, VT
$950K
124 Elm Street
Bennington, VT
$230K
113 Main Street
Bennington, VT
$399K
126 Washington Avenue
Bennington, VT
$399K
126 Washington Avenue
Bennington, VT
$300K
“Single Family Restaurant Building on 0.75 Acre Corner Lot, 100 Depot Street, Bennington VT”
100 Depot Street
Bennington, VT
$825K
736 Main Street
Bennington, VT
$3.0M
230 School Street
Bennington, VT
$59K
“0.29 Acre Level Building Lot in Bennington, VT with Town Sewer and Water”
420 Burgess Road
Bennington, VT
$96K
32 Cassie Lane
Bennington, VT
$365K
19 Royal Street
Bennington, VT
$1.3M
126 Elm Street
Bennington, VT
Showing 1–50 of 51 · Page 1 of 2
Continue exploring Bennington
Turn the listings into a short list with a clearer read on the Bennington market, its neighborhoods, and the home features that matter to you.
Bennington Housing Market
Bennington is a small town in southern Vermont that draws people looking for a slower pace of life with easy access to the surrounding hills and forests. Families, retirees, and those working remotely often relocate here for the sense of community and the balance between local services and outdoor space. Character varies by neighborhood, with some parts showing older homes close to the center and others offering more spread-out properties on the edges of town.
Read the full market guide
Residents can spend time in local parks, explore a modest downtown with shops and restaurants, and take advantage of nearby trails and cultural spots tied to the region's history. The area is served by the local public school district along with nearby private options for families with children. Bennington has four distinct seasons, including cold winters with snow and warmer summers that support outdoor activities. At the moment there are 51 active listings, with a median price of $300,000 and an average home size near 2,006 square feet, giving buyers a range of choices from lower-cost properties up to more substantial homes.
Median list price $300,000 · Range $59,000–$2,950,000 · 51 active listings
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