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    Bennington, VT Specialty Properties for Sale

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    Bennington Multi-Building Redevelopment Opportunity
    $2,950,000
    3.00 Acres

    Bennington Multi-Building Redevelopment Opportunity

    230 School St, Bennington, VT 05201

    Multi-building campus with income and redevelopment potential in Bennington, VT.

    • Multi‑building campus with current income and substantial redevelopment potential up to ~36 apartments, subject to approvals.
    • Seller financing available for qualified buyers.
    • Approx. 56,000 SF indoor sports facility with new gym build‑out, full‑size basketball/futsal/volleyball courts, commercial kitchen, and multiple amenities.
    • Approx. 22,000 SF historic school building with unique features like a fourth‑floor amphitheater.
    • Recent upgrades include new roofs, updated electrical, sprinklers, heating, and fire/smoke systems.
    Updated: Dec 15, 2025
    View details
    Historic Building with Printing Business
    $825,000

    Historic Building with Printing Business

    736 Main St, Bennington, VT 05201

    Landmark commercial property with established printing company for sale.

    • Profitable, turn‑key printing business included with sale.
    • Over one acre of land in the heart of downtown, the largest downtown lot.
    • Landmark building with 12,000+ sq ft of versatile space.
    • Unparalleled potential for expansion or redevelopment.
    • Adaptable layout suitable for multiple uses.
    View details
    Multi-Building Campus with Redevelopment Potential
    $2,950,000

    Multi-Building Campus with Redevelopment Potential

    Multi-building campus with income and redevelopment upside.

    230 School St, Bennington, VT 05201
    View details
    Based on your search, we've compiled 20 Potential Opportunities for your consideration. Besides 3 Active listings in Bennington, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 13 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Versatile Commercial Property with Mountain Views
    $299,000
    2,192 SF

    Versatile Commercial Property with Mountain Views

    11-acre property ideal for church, venue, business, or investment.

    7 Smith Rd, Petersburgh, NY 12138
    View details
    Versatile Property with Mountain Views
    $299,000
    2,192 SF

    Versatile Property with Mountain Views

    11-acre commercial property suitable for various ventures.

    7 Smith Rd, Petersburgh, NY 12138
    View details
    Commercial Property on State Route
    $199,000
    3.58 Acres

    Commercial Property on State Route

    Commercial property with frontage on State Route 22 in Cambridge.

    942 State Route 22, Cambridge, NY 12816
    View details
    Walgreens NNN Investment Opportunity
    Contact for pricing
    11,984 SF

    Walgreens NNN Investment Opportunity

    NNN Walgreens in Cambridge, NY with over 14 years remaining.

    2 N Park St, Cambridge, NY 12816
    View details

    Explore Off-Market Properties in Bennington, VT

    Consider similar Off-Market properties in Bennington, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    233 Division St

    233 Division St

    DAY CARE, PRE-SCHOOL • 4,466 SF
    Value Estimation by Request
    233 Division St, Bennington, VT 05201-1915
    View details
    212 Gage St

    212 Gage St

    CHARITABLE ORGANIZATION • 0.75 Acres
    Value Estimation by Request
    212 Gage St, Bennington, VT 05201
    View details
    832 Ww Rd

    832 Ww Rd

    VETERINARY, ANIMAL HOSPITAL • 6,412 SF
    Value Estimation by Request
    832 Ww Rd, Bennington, VT 05201-9628
    View details
    504 Main St

    504 Main St

    CHARITABLE ORGANIZATION • 8,692 SF
    Value Estimation by Request
    504 Main St, Bennington, VT 05201-3040
    View details
    144 Nn St

    144 Nn St

    CHARITABLE ORGANIZATION • 4,437 SF
    Value Estimation by Request
    144 Nn St, Bennington, VT 05201-1825
    View details
    916 Main St

    916 Main St

    CHARITABLE ORGANIZATION • 7,432 SF
    Value Estimation by Request
    916 Main St, Bennington, VT 05201-2639
    View details
    225 Northside Dr

    225 Northside Dr

    CHARITABLE ORGANIZATION • 5,214 SF
    Value Estimation by Request
    225 Northside Dr, Bennington, VT 05201-1724
    View details
    137 Nn St

    137 Nn St

    CHARITABLE ORGANIZATION • 4,180 SF
    Value Estimation by Request
    137 Nn St, Bennington, VT 05201-1826
    View details
    109 Silver St

    109 Silver St

    CHARITABLE ORGANIZATION • 2,047 SF
    Value Estimation by Request
    109 Silver St, Bennington, VT 05201-2404
    View details
    244 Un St

    244 Un St

    CHARITABLE ORGANIZATION • 2,116 SF
    Value Estimation by Request
    244 Un St, Bennington, VT 05201-2407
    View details
    226 Un St

    226 Un St

    CHARITABLE ORGANIZATION • 1,760 SF
    Value Estimation by Request
    226 Un St, Bennington, VT 05201-2407
    View details
    238 Un St

    238 Un St

    CHARITABLE ORGANIZATION • 2,176 SF
    Value Estimation by Request
    238 Un St, Bennington, VT 05201-2407
    View details
    628 Main St

    628 Main St

    FUNERAL HOME • 4,419 SF
    Value Estimation
    $765,000
    628 Main St, Bennington, VT 05201-2140
    View details

    Bennington, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 16 specialty properties for sale in Bennington, VT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 3,858,109 square feet of properties for sale, with an estimated market value of $6,700,000.

    Sale prices for properties in Bennington, VT start at $255,000, averaging $558,333, and reaching up to $2,950,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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