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Bennington, VT Multifamily Homes & Duplexes for Sale

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  • /32

    $275,000

    • 1,680 Sq Ft

    318 North St, Bennington, VT 05201

    Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a

    Jenifer Prouty Hoffman Hoffman Real Estate

    318 North St, Bennington, VT 05201
  • /40

    $289,000

    • 6 Beds
    • 4 Baths
    • 2,520 Sq Ft

    111 Booth Terrace, Bennington, VT 05201

    Exceptional opportunity to own a beautifully maintained duplex in the heart of Bennington. Each spacious unit offers 3BR and 1.5BA, featuring warm wood floors, generous living space, and thoughtful layouts that appeal to both tenants and owner-occupants alike. Renovated and updated through the years, the property has been meticulously cared for and has an organized, efficient setup throughout.

    Abi Gregorio

    111 Booth Terrace, Bennington, VT 05201
  • /21

    $235,000

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft

    209 Grove St Unit 11, Bennington, VT 05201

    A must see, well-kept 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, a spacious eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice, level backyard, 2

    Julie Glover Mahar McCarthy Real Estate

    209 Grove St Unit 11, Bennington, VT 05201
  • /13

    $295,000

    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    124 S Branch St, Bennington, VT 05201

    Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups—perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With

    Julie Glover Mahar McCarthy Real Estate

    124 S Branch St, Bennington, VT 05201
  • /9

    $295,000

    • 4 Beds
    • 2 Baths
    • 2,206 Sq Ft

    116 S Branch St Unit 118, Bennington, VT 05201

    Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car

    Julie Glover Mahar McCarthy Real Estate

    116 S Branch St Unit 118, Bennington, VT 05201
  • /25

    $289,000

    • 7 Beds
    • 6 Baths
    • 5,712 Sq Ft

    136 North St, Bennington, VT 05201

    Downtown mixed-use investment opportunity located on North Street near the Four Corners intersection of Routes 7 and 9 in the heart of Bennington. The property features six total units, including four residential apartments (three two-bedroom units and one one-bedroom unit) and two street-level commercial storefronts with direct North Street frontage providing strong visibility for retail,

    Jeffrey Dorman

    136 North St, Bennington, VT 05201
  • /26

    $199,000

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    210 Division St, Bennington, VT 05201

    Turnkey Two-Unit Investment Opportunity in a Prime Downtown Location!This beautifully renovated duplex is perfect for a first-time investor or owner-occupant looking to build equity while generating income. The property features a two-bedroom unit and a one-bedroom unit, both thoughtfully updated and well maintained.The first-floor unit has been fully renovated, including an updated

    Lilli West Maple Leaf Realty

    210 Division St, Bennington, VT 05201
  • /33

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    254 Union St, Bennington, VT 05201

    Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs. Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable bedrooms.

    Cassie Barbeau Mahar McCarthy Real Estate

    254 Union St, Bennington, VT 05201
  • /4

    $190,000

    • 5 Beds
    • 2 Baths
    • 1,478 Sq Ft

    32-34 Sage St, Bennington, VT 05257

    Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer. Current tenants keep their units up well.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    32-34 Sage St, Bennington, VT 05257

Why Live in Bennington

Bennington, Vermont, is a small town nestled within the Green Mountains, known for its rich history and outdoor activities. Established in 1749, Bennington is the first town chartered in Vermont, featuring historic sites like the Bennington Monument and Old First Church Cemetery. Downtown Bennington is revitalizing with new amenities such as a bandstand for summer concerts and a splash pad for families, alongside a growing arts and theater scene. Housing options range from historic homes dating back to the Battle of Bennington in 1777 to modern buildings and rural homes in Shaftsbury and Arlington. Residents enjoy four seasons of outdoor activities, including skiing at Prospect Mountain Ski Area, hiking, and fly fishing in natural waterfalls and rivers. Robert Frost's home, now a museum, adds to the town's cultural attractions. Main Street offers a variety of dining options, from authentic English food to homemade ice cream and cozy pubs, with several small grocery stores and markets nearby. Bennington College, known for its visual and performing arts programs, is located north of downtown, along with other higher education institutions. Commuting is convenient, with Manchester 25 miles away and easy access to New York and Massachusetts borders. The town has seen a decrease in both violent and property crime in 2023, making it safer than the national average.

Home Trends in Bennington, VT

Housing Trends

Median Sale Price
$260,000
Median Single Family Sale Price
$275,000
Median Townhouse Sale Price
$199,000
Median 2 Bedroom Sale Price
$164,950
Median 1 Bedroom Sale Price
$20,000
Average Price Per Sq Ft
$197
Number of Homes for Sale
19
Last 12 months Home Sales
111
Months of Supply
2.10
Median List Price
$275,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
0%
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