Vermont
Homes for Sale in Bennington
“Discover 41 homes in Bennington, Vermont”
41 listings
Avg $520,871
120 days avg
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Market Overview
Bennington Real Estate at a Glance
Current market statistics for Bennington, VT
41
Active Listings
$521K
Avg Price
$325K
Median Price
$244
Price/Sqft
2,132
Avg Sqft
120
Avg Days
Price Range
From
$59,000
To
$2,950,000
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Handpicked
Editor's Picks
Our curated selection of the finest bennington homes homes
Featured
More Bennington Homes
Discover more properties that match this lifestyle
Single Family
$579K
856 Matteson Road
Bennington, VT
3 bd2 ba2,501
Single Family
$325K
2 Pine Road
Bennington, VT
3 bd2 ba1,900
Single Family
$279K
32 Albe Drive
Bennington, VT
2 bd1 ba2,142
Single Family
$155K
905 County Street
Bennington, VT
4 bd2 ba2,643
Single Family
$429K
131 Pine Circle
Bennington, VT
4 bd3 ba2,119
Single Family
$365K
19 Royal Street
Bennington, VT
4 bd2 ba1,735
Single Family
$225K
142 Pine Circle
Bennington, VT
4 bd2 ba1,518
Single Family
$100K
109 Evergreen Drive
Bennington, VT
3 bd1 ba1,508
Browse
Homes for Sale in Bennington
Every active listing in Bennington, browsable page by page.
Single Family
$389K
319 Chester Knoll Drive
Bennington, VT
4 bd2 ba2,516
Single Family
$225K
142 Pine Circle
Bennington, VT
4 bd2 ba1,518
Single Family
$155K
905 County Street
Bennington, VT
4 bd2 ba2,643
Single Family
$279K
32 Albe Drive
Bennington, VT
2 bd1 ba2,142
Commercial
$499K
204 South Street
Bennington, VT
0 bd0 ba
Single Family
$695K
515 Quarry Road
Bennington, VT
4 bd2 ba1,614
Single Family
$225K
99 Coolidge Avenue
Bennington, VT
3 bd1 ba1,047
Commercial
$1.4M
116 Northside Drive
Bennington, VT
0 bd0 ba
Single Family
$429K
131 Pine Circle
Bennington, VT
4 bd3 ba2,119
Land
$475K
22 Morse Road
Bennington, VT
0 bd0 ba
Land
$200K
1073 Chapel Road
Bennington, VT
0 bd0 ba
Land
$200K
1073 Chapel Rd
Bennington, VT
0 bd0 ba
Residential Multi Family
$235K
205 County Street
Bennington, VT
5 bd2 ba1,860
Residential Multi Family
$238K
117 Putnam Street
Bennington, VT
3 bd2 ba1,222
Single Family
$220K
1083 Main Street
Bennington, VT
2 bd1 ba1,075
Single Family
$579K
856 Matteson Road
Bennington, VT
3 bd2 ba2,501
Single Family
$325K
2 Pine Road
Bennington, VT
3 bd2 ba1,900
Single Family
$340K
683 Water Street
Bennington, VT
3 bd2 ba1,500
Commercial
$450K
320 Dewey Street
Bennington, VT
0 bd0 ba
Single Family
$275K
951 gage Street
Bennington, VT
3 bd1 ba1,344
Commercial
$435K
712 Main Street
Bennington, VT
0 bd0 ba
Land
$220K
399 Bard Rd
Bennington, VT
0 bd0 ba
Land
$220K
399 Bard Road
Bennington, VT
0 bd0 ba
Land
$65K
2041 East Road
Bennington, VT
0 bd0 ba
Commercial
$475K
33 Transport Drive
Bennington, VT
0 bd0 ba
Commercial
$975K
1030 Water Street
Bennington, VT
0 bd0 ba
Single Family
$100K
109 Evergreen Drive
Bennington, VT
3 bd1 ba1,508
Single Family
$360K
38 Oak Ridge Lane
Bennington, VT
3 bd2 ba1,404
Commercial
$275K
318 North Street
Bennington, VT
0 bd0 ba
Residential Multi Family
$275K
318 North Street
Bennington, VT
0 bd0 ba1,680
Land
$2.2M
301 Northside Drive
Bennington, VT
0 bd0 ba
Residential Multi Family
$975K
124 Elm Street
Bennington, VT
0 bd0 ba8,888
Single Family
$230K
113 Main Street
Bennington, VT
3 bd1 ba1,092
Single Family
$399K
126 Washington Avenue
Bennington, VT
0 bd0 ba
Residential Multi Family
$399K
126 Washington Avenue
Bennington, VT
6 bd3 ba5,208
Commercial
$300K
100 Depot Street
Bennington, VT
0 bd0 ba
Commercial
$3.0M
230 School Street
Bennington, VT
0 bd0 ba
Land
$59K
“Level 0.29 Acre Building Lot on Burgess Road, Bennington, VT”
420 Burgess Road
Bennington, VT
0 bd0 ba
Mobile Home
$96K
32 Cassie Lane
Bennington, VT
2 bd2 ba777
Single Family
$365K
19 Royal Street
Bennington, VT
4 bd2 ba1,735
Commercial
$1.3M
126 Elm Street
Bennington, VT
0 bd0 ba
Commercial
$1.3M
124 Elm Street
Bennington, VT
0 bd0 ba
Showing 1–42 of 41 · Page 1 of 1
About Bennington Real Estate
Bennington sits in southern Vermont and draws people who want a quieter pace with access to both rural landscapes and small-city conveniences. Many newcomers are retirees, remote workers, or families relocating from larger metro areas who value lower density and a slower seasonal rhythm. Character varies by neighborhood, with some areas featuring older single-family homes on tree-lined streets and others offering more rural properties on larger lots. Residents have access to parks and trails for hiking and outdoor recreation, along with a modest but steady selection of local restaurants and shops in the downtown area. The broader region supports arts and cultural activities that draw from both local talent and nearby colleges. Families are served by the local public school district along with several private school options in the county. The climate brings four distinct seasons, with cold, snowy winters and mild to warm summers that support both indoor and outdoor activities year-round. At the time of this writing there are 41 homes listed for sale, with a median price of $324,900 and an average price near $520,871, giving buyers a range of choices from entry-level properties to higher-end estates.
Average listing price: $520,871 · 41 homes available
Frequently Asked Questions
The market shows 41 active listings with prices ranging from $59,000 to $2,950,000. The median sits at $324,900 while the average reaches $520,871, and homes average 2,132 square feet. Properties typically remain on the market for about 120 days before selling.
Bennington’s median of $324,900 offers a lower entry point than many neighboring Vermont towns, though average prices near $520,871 reflect a mix of modest and larger properties. The wide price range from $59,000 to $2,950,000 gives buyers several tiers to consider depending on size and location.
The average home size is roughly 2,132 square feet, which covers many three- and four-bedroom single-family houses. This size tends to suit both families and buyers seeking extra space for home offices or hobbies.
On average, homes remain listed for about 120 days. This timeframe can vary with price point and condition, especially for properties at the higher end of the $2,950,000 range.
The town is served by the local public school district and nearby private options, giving families several choices. Many residents appreciate the smaller community setting when raising children.