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    19 Properties
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    19 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • Year Built (Newest)
    • Square Feet (Biggest)
    127 Dewey ST, Bennington, VT 05201
    Price Dropped by $10K

    $150,000

    127 Dewey ST, Bennington, VT 05201

    5 Beds2 Baths1,575 SqFt

    Listed by Lindsey Martin of Maple Leaf Real Estate

    PrimeMLS
    432 South ST #C10, Bennington, VT 05201
    Price Dropped by $4K

    $135,000

    432 South ST #C10, Bennington, VT 05201

    2 Beds2 Baths948 SqFt

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

    PrimeMLS
    107 Jefferson AVE, Bennington, VT 05201
    Price Dropped by $15K

    $209,900

    107 Jefferson AVE, Bennington, VT 05201

    3 Beds2 Baths1,608 SqFt

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

    PrimeMLS
    498 Town Line RD, Bennington, VT 05201
    Price Dropped by $15K

    $480,000

    498 Town Line RD, Bennington, VT 05201

    4 Beds3 Baths3,312 SqFt

    Listed by Betty McEnaney of Diamond Realty

    PrimeMLS
    193 Finley DR, Bennington, VT 05201
    Price Dropped by $50K

    $499,900

    193 Finley DR, Bennington, VT 05201

    2 Beds3 Baths3,105 SqFt

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

    PrimeMLS
    142 Pine CIR, Bennington, VT 05201
    Under Contract

    $209,000

    142 Pine CIR, Bennington, VT 05201

    4 Beds2 Baths1,518 SqFt

    Listed by Justine Curry of Maple Leaf Real Estate

    PrimeMLS
    432 South ST #D2, Bennington, VT 05201
    Price Dropped by $10K

    $179,000

    432 South ST #D2, Bennington, VT 05201

    3 Beds3 Baths1,485 SqFt

    Listed by Abi Gregorio of eXp Realty Cell: 802-733-6015

    PrimeMLS
    103 Jennings Brook DR #103, Bennington, VT 05201
    Price Dropped by $49K

    $250,000

    103 Jennings Brook DR #103, Bennington, VT 05201

    3 Beds2 Baths1,824 SqFt

    Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

    PrimeMLS
    205 County ST, Bennington, VT 05201
    Price Dropped by $16K

    $219,000

    205 County ST, Bennington, VT 05201

    5 Beds2 Baths1,860 SqFt

    Listed by Dan Mason of Perrott Realty

    PrimeMLS
    340 Pleasant ST, Bennington, VT 05201
    Price Dropped by $14K

    $215,000

    340 Pleasant ST, Bennington, VT 05201

    3 Beds2 Baths1,300 SqFt

    Listed by Melissa Nebelski of Real Broker LLC

    PrimeMLS
    1083 Main ST, Bennington, VT 05201
    Price Dropped by $10K

    $209,900

    1083 Main ST, Bennington, VT 05201

    2 Beds1 Bath1,075 SqFt

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

    PrimeMLS
    347 Hickory RD, Woodford, VT 05201
    Price Dropped by $20K

    $104,900

    347 Hickory RD, Woodford, VT 05201

    3 Beds1 Bath768 SqFt

    Listed by Will Paquin of Maple Leaf Real Estate

    PrimeMLS
    951 gage ST, Bennington, VT 05201
    Price Dropped by $6K

    $269,000

    951 gage ST, Bennington, VT 05201

    3 Beds1 Bath1,344 SqFt

    Listed by Dan Mason of Perrott Realty

    PrimeMLS
    109 Evergreen DR, Bennington, VT 05201
    Price Dropped by $10K

    $90,000

    109 Evergreen DR, Bennington, VT 05201

    3 Beds1 Bath1,508 SqFt

    Listed by Zachary Zupan of EXP Realty Phone: 802-430-9929

    PrimeMLS
    425 Main ST, Bennington, VT 05201
    Price Dropped by $24K

    $475,000

    425 Main ST, Bennington, VT 05201

    15,179 SqFt

    Listed by Chris Long of BHG Masiello Brattleboro

    PrimeMLS
    712 Main ST, Bennington, VT 05201
    Price Dropped by $10K

    $425,000

    712 Main ST, Bennington, VT 05201

    Listed by Will Paquin of Maple Leaf Real Estate

    PrimeMLS
    399 Bard RD, Bennington, VT 05201
    Price Dropped by $22K

    $198,000

    399 Bard RD, Bennington, VT 05201

    54 Acres

    Listed by Curtis Trousdale of Preferred Properties Off: 802-862-9106

    PrimeMLS
    33 Transport DR, Bennington, VT 05201
    Price Dropped by $25K

    $450,000

    33 Transport DR, Bennington, VT 05201

    3,200 SqFt

    Listed by Floyd Amidon of Maple Leaf Real Estate

    PrimeMLS
    124 Elm ST, Bennington, VT 05201
    Price Dropped by $275K

    $950,000

    124 Elm ST, Bennington, VT 05201

    6,388 SqFt

    Listed by Marek Kovac of TPW Real Estate

    PrimeMLS
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    Portside Real Estate Group

    Travis A Billingham Lic# 073398 | BR922236 | 1000392

    +1(603) 812-8263 travis@603homes.com

    89 Foundry Place, Portsmouth, NH 03801


    Office: 603-600-8900

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

    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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Portsmouth
        2. York
        Sell My Home
        Services
        Resources
        1. iBuyer Guide
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    PREG_logo_onWhite_wDark-1_copy_2REALTOR MLS EQUAL HOUSING - LOGO (WHITE)Fusion

    Portside Real Estate Group

    Travis A Billingham Lic# 073398 | BR922236 | 1000392

    +1(603) 812-8263 travis@603homes.com

    89 Foundry Place, Portsmouth, NH 03801


    Office: 603-600-8900

    Get My App

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

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