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Bennington, VT Homes for Sale — Page 2 | Realty.com
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3 bedsNew construction
59 listings
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With a pool

Homes for Sale in Bennington, VT

Homes for Sale in Bennington, VT

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17 of 59 Listings
Map

Homes for Sale in Bennington, VT

17 of 59 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 256 Union Street — photo29Active

    $149,900

    3 bd · 1 ba · 1,232 sqft

    256 Union Street, Bennington, VT

    Jeffrey Dorman · eXp Realty

  2. 515 Quarry Road — photo60Active

    $695,000

    4 bd · 2 ba · 1,614 sqft

    515 Quarry Road, Bennington, VT

    Vicki R Wilson · Maple Leaf Real Estate

  3. 166 Cardinal Lane — photo48Active

    $295,000

    3 bd · 2 ba · 2,753 sqft

    166 Cardinal Lane, Bennington, VT

    Monique Geannelis · Mahar McCarthy Real Estate

  4. 971 South Stream Road — photo41Active

    $550,000

    5 bd · 2 ba · 1,974 sqft

    971 South Stream Road, Bennington, VT

    Brooke L Thomson Drew · Mahar McCarthy Real Estate

  5. 103 Jennings Brook Drive 103 — photoPrice Reduced29Active

    $250,000

    3 bd · 2 ba · 1,824 sqft

    103 Jennings Brook Drive 103, Bennington, VT

    Kelley M McCarthy · Mahar McCarthy Real Estate

  6. 99 Coolidge Avenue — photo52Active

    $225,000

    3 bd · 1 ba · 1,047 sqft

    99 Coolidge Avenue, Bennington, VT

    Catherine Cairns · Maple Leaf Real Estate

  7. 8 West Street — photoPrice Reduced33Active

    $265,000

    3 bd · 2 ba · 1,408 sqft

    8 West Street, Bennington, VT

    Brooke L Thomson Drew · Mahar McCarthy Real Estate

  8. 131 Pine Circle — photo60Active

    $429,000

    4 bd · 3 ba · 2,119 sqft

    131 Pine Circle, Bennington, VT

    Thomas Martins · Maple Leaf Real Estate

  9. 425 Main Street — photoPrice Reduced20Active

    $475,000

    6 bd · 6 ba · 9,000 sqft

    425 Main Street, Bennington, VT

    Chris Long · BHG Masiello Brattleboro

  10. 113 South Street 302 — photoPrice Reduced30Active

    $300,000

    1 bd · 2 ba · 1,120 sqft

    113 South Street 302, Bennington, VT

    Jenifer Hoffman · Hoffman Real Estate

  11. 1083 Main Street — photoPrice Reduced27Active

    $209,900

    2 bd · 1 ba · 1,075 sqft

    1083 Main Street, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

  12. 856 Matteson Road — photo43Active

    $579,000

    3 bd · 2 ba · 2,501 sqft

    856 Matteson Road, Bennington, VT

    Faith Rhodes · Maple Leaf Real Estate

  13. 2 Pine Road — photo38Active

    $324,900

    3 bd · 2 ba · 1,900 sqft

    2 Pine Road, Bennington, VT

    Brenda Jones · KW Vermont - Brenda Jones Real Estate Group

  14. 683 Water Street — photoPrice Reduced43Active

    $319,900

    3 bd · 2 ba · 1,500 sqft

    683 Water Street, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

  15. 508 Barney Road — photo60Active

    $269,000

    3 bd · 2 ba · 1,934 sqft

    508 Barney Road, Bennington, VT

    Dan Mason · Perrott Realty

  16. 951 Gage Street — photoPrice Reduced45Active

    $275,000

    3 bd · 1 ba · 1,344 sqft

    951 Gage Street, Bennington, VT

    Dan Mason · Perrott Realty

  17. 20 Sage Street — photoPrice Reduced30Active

    $209,000

    4 bd · 1 ba · 1,127 sqft

    20 Sage Street, Bennington, VT

    Abi Gregorio · eXp Realty

123

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
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    Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

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