Bennington, VT

Bennington Vermont Real Estate

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Bennington Real Estate

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Newest
New Listing
142 Pine Circle Bennington VT 05201

$225,000

Bennington, VT

142 Pine Circle

  • 4 Beds
  • 2 Baths
  • 0.44 Acres
  • 1,518 SqFt
  • 2 Days on Market
Listed by Justine Curry of Maple Leaf Real Estate
MLS#: 5093692
New Listing

$650,000

Bennington, VT

81 Honeysuckle Lane

  • 5 Beds
  • 3 Baths
  • 9.89 Acres
  • 5,524 SqFt
  • 2 Days on Market
Listed by Kelley McCarthy of Mahar McCarthy Real Estate
MLS#: 5093651
Active Under Contract

$388,000

Bennington, VT

317 Chester Knoll Drive

  • 4 Beds
  • 2 Baths
  • 1,620 SqFt
  • 8 Days on Market
Listed by Lillian West of Maple Leaf Real Estate
MLS#: 5092590
New Listing

$325,000

Bennington, VT

21 Pageant Street

  • 4 Beds
  • 2 Baths
  • 0.29 Acres
  • 1,443 SqFt
  • 9 Days on Market
Listed by Kelley McCarthy of Mahar McCarthy Real Estate
MLS#: 5092315
Sold

Sale Price: $838,500

Bennington, VT

682-704 Fox Hill Road

  • 3 Beds
  • 3 Baths
  • 1.69 Acre
  • 1,728 SqFt
  • -3 Days on Market
Listed by Jenifer Hoffman of Hoffman Real Estate
Listing Sold by Hoffman Real Estate
MLS#: 5092136
New Listing

$155,000

Bennington, VT

905 County Street

  • 4 Beds
  • 2 Baths
  • 0.12 Acres
  • 2,643 SqFt
  • 13 Days on Market
Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group
MLS#: 5091674
Active Under Contract

$350,000

Bennington, VT

524 Jennings Brook Drive

  • 2 Beds
  • 2 Baths
  • 1,190 SqFt
  • 21 Days on Market
Listed by Lillian West of Maple Leaf Real Estate
MLS#: 5090266
New Listing

$279,000

Bennington, VT

32 Albe Drive

  • 2 Beds
  • 1 Bath
  • 0.25 Acres
  • 2,142 SqFt
  • 21 Days on Market
Listed by Beatrice O'Connell of Maple Leaf Real Estate
MLS#: 5090246
Active Under Contract

$275,000

Bennington, VT

212 Dewey Street

  • 2 Beds
  • 3 Baths
  • 0.34 Acres
  • 1,265 SqFt
  • 21 Days on Market
Listed by Will Paquin of Maple Leaf Real Estate
MLS#: 5090068
New Listing

$189,000

Bennington, VT

432 South Street, Unit D2

  • 3 Beds
  • 3 Baths
  • 1,485 SqFt
  • 22 Days on Market
Listed by Abi Gregorio of eXp Realty
MLS#: 5089968
Active Under Contract

$149,900

Bennington, VT

256 Union Street

  • 3 Beds
  • 1 Bath
  • 0.1 Acres
  • 1,232 SqFt
  • 24 Days on Market
Listed by Jeffrey Dorman of eXp Realty
MLS#: 5089524
Pending

$315,000

Bennington, VT

105 Albe Drive

  • 3 Beds
  • 2 Baths
  • 0.27 Acres
  • 1,729 SqFt
  • 24 Days on Market
Listed by Jenifer Hoffman of Hoffman Real Estate
MLS#: 5089522

Bennington is a town located in Bennington County in the southwestern part of Vermont. It has a population of approximately 15,800 and a median household income of approximately $40,000. Neighboring towns include Pownal, Shaftsbury, Wilmington, and Woodford. Bennington has 3 elementary schools. It shares its middle school with neighboring towns in 7th and 8th grade. It is part of the Mount Anthony Union High School. It is probably best known for being the namesake for the Battle of Bennington, which is still celebrated as a holiday in many towns in Vermont. Browse available Bennington VT real estate below. 

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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 June 11, 2026 12:54 PM EDT