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Bennington, VT Condos for Sale

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  • /27

    $179,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,485 Sq Ft

    432 South St Unit D2, Bennington, VT 05201

    Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of comfort, flexibility, and convenience in the heart of Bennington. Privately situated in a standalone building at the edge of the development, this well-maintained 3BR, 3BA home features generous living spaces, abundant natural light, and dedicated parking. A rare opportunity to

    Abi Gregorio

    432 South St Unit D2, Bennington, VT 05201
  • /4

    $379,000

    New Construction $29K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    527 Jennings Brook Dr, Bennington, VT 05201

    Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. Custom Kitchen with granite countertops, custom tile shower unit. The open-concept layout is highlighted by a spacious kitchen and a

    Lilli West Maple Leaf Real Estate

    527 Jennings Brook Dr, Bennington, VT 05201

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.

Condo Price Trends

Median Condo Price
$169,950
Median 1-Bedroom Condo Price
$20,000
Median 2-Bedroom Condo Price
$169,900
Median 3-Bedroom Condo Price
$214,500
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