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95 Properties
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95 Properties Available

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  • Newest Listings
  • Beds (Most)
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  • Square Feet (Biggest)
  • 301 Northside DR, Bennington, VT 05201
    1.16 Acres
    Active

    $2,190,000

    301 Northside DR, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 226-228 Northside DR, Bennington, VT 05201
    2.3 Acres Lot
    1/30 30
    Active

    $1,925,000

    226-228 Northside DR, Bennington, VT 05201

    Listed by Jenifer Hoffman of Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com

    PrimeMLS
  • 1944 Monument AVE, Bennington, VT 05201
    3 Beds3 Baths4,120 SqFt
    1/53 53
    New

    $1,695,000

    1944 Monument AVE, Bennington, VT 05201

    Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

    PrimeMLS
  • 116 Northside DR, Bennington, VT 05201
    0.67 Acres Lot
    1/3 3
    Active

    $1,400,000

    116 Northside DR, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 126 Elm ST, Bennington, VT 05201
    1/25 25
    Active

    $1,299,000

    126 Elm ST, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 153 Northside DR, Bennington, VT 05201
    0.53 Acres
    1/7 7
    Active

    $997,000

    153 Northside DR, Bennington, VT 05201

    Listed by Lori Hurley of Four Corner Properties LLC

    PrimeMLS
  • 310 Main ST, Bennington, VT 05201
    0.32 Acres Lot
    1/4 4
    Active

    $995,000

    310 Main ST, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 124 Elm ST, Bennington, VT 05201
    6,388 SqFt
    1/44 44
    Price Dropped by $275K

    $950,000

    124 Elm ST, Bennington, VT 05201

    Listed by Marek Kovac of TPW Real Estate

    PrimeMLS
  • 736 Main ST, Bennington, VT 05201
    12,868 SqFt
    1/54 54
    Active

    $875,000

    736 Main ST, Bennington, VT 05201

    Listed by Lillian West of Maple Leaf Real Estate

    PrimeMLS
  • 159 Phyllis LN, Bennington, VT 05201
    1.84 Acres Lot
    1/39 39
    Under Contract

    $800,000

    159 Phyllis LN, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 515 Quarry RD, Bennington, VT 05201
    4 Beds2 Baths1,614 SqFt
    1/60 60
    Active

    $695,000

    515 Quarry RD, Bennington, VT 05201

    Listed by Vicki R Wilson of Maple Leaf Real Estate

    PrimeMLS
  • 34 Monument AVE, Bennington, VT 05201
    4 Beds3 Baths2,692 SqFt
    1/43 43
    Under Contract

    $619,000

    34 Monument AVE, Bennington, VT 05201

    Listed by Jeffrey Dorman of eXp Realty Phone: 518-810-7757

    PrimeMLS
  • 1278 Harrington RD, Bennington, VT 05201
    3 Beds2 Baths2,379 SqFt
    1/30 30
    Active

    $595,000

    1278 Harrington RD, Bennington, VT 05201

    Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

    PrimeMLS
  • 3213 West RD, Bennington, VT 05201
    23.62 Acres
    1/32 32
    New

    $595,000

    3213 West RD, Bennington, VT 05201

    Listed by Monique Geannelis of Mahar McCarthy Real Estate

    PrimeMLS
  • 125 North ST, Bennington, VT 05201
    5,227 Sqft Lot
    1/30 30
    Active

    $590,000

    125 North ST, Bennington, VT 05201

    Listed by Paul Harsch of Harsch Associates

    PrimeMLS
  • 971 South Stream RD, Bennington, VT 05201
    5 Beds2 Baths1,974 SqFt
    1/41 41
    Under Contract

    $550,000

    971 South Stream RD, Bennington, VT 05201

    Listed by Brooke L Thomson Drew of Mahar McCarthy Real Estate

    PrimeMLS
  • 811 Middle Pownal RD, Bennington, VT 05201
    4 Beds3 Baths2,376 SqFt
    1/37 37
    Price Dropped by $10K

    $539,900

    811 Middle Pownal RD, Bennington, VT 05201

    Listed by Jeffrey Dorman of eXp Realty Phone: 518-810-7757

    PrimeMLS
  • 58 Mount Anthony RD, Bennington, VT 05201
    3 Beds3 Baths2,715 SqFt
    1/53 53
    Under Contract

    $529,000

    58 Mount Anthony RD, Bennington, VT 05201

    Listed by Monique Geannelis of Mahar McCarthy Real Estate

    PrimeMLS
  • 193 Finley DR, Bennington, VT 05201
    2 Beds3 Baths3,105 SqFt
    1/43 43
    Price Dropped by $50K

    $499,900

    193 Finley DR, Bennington, VT 05201

    Listed by Jenifer Hoffman of Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com

    PrimeMLS
  • 204 South ST, Bennington, VT 05201
    7,840 Sqft Lot
    1/5 5
    Active

    $499,000

    204 South ST, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 8570 Vermont Route 9, Woodford, VT 05201
    29 Acres Lot
    1/46 46
    Active

    $489,900

    8570 Vermont Route 9, Woodford, VT 05201

    Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

    PrimeMLS
  • 498 Town Line RD, Bennington, VT 05201
    4 Beds3 Baths3,312 SqFt
    1/54 54
    Price Dropped by $15K

    $480,000

    498 Town Line RD, Bennington, VT 05201

    Listed by Betty McEnaney of Diamond Realty

    PrimeMLS
  • 22 Morse RD, Bennington, VT 05201
    12.82 Acres
    1/3 3
    Active

    $475,000

    22 Morse RD, Bennington, VT 05201

    Listed by Paul William Carroccio of TPW Real Estate

    PrimeMLS
  • 425 Main ST, Bennington, VT 05201
    15,179 SqFt
    1/28 28
    Price Dropped by $24K

    $475,000

    425 Main ST, Bennington, VT 05201

    Listed by Chris Long of BHG Masiello Brattleboro

    PrimeMLS
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Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      5. Affordability Calculator
      6. Recent Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      Services
      About
      1. About Me
      2. My Resume
      3. Contact Us
      4. Reviews
      5. Client Survey
      Market Snapshot
      Partner Lender
Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.