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    Bennington County, VT Commercial Real Estate for Sale

    106 results
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    Historic Commercial Property on Acre+
    $825,000
    1.10 Acres

    Historic Commercial Property on Acre+

    736 Main St, Bennington, VT 05201

    Profitable printing company and landmark building for sale in Bennington.

    • Prime downtown location.
    • Landmark building with 12,000+ sq ft of versatile space adaptable for multiple uses.
    • Over an acre, the largest downtown lot, offering expansion/redevelopment potential.
    • Profitable, turn‑key printing company included in sale (equipment, customer base, goodwill).
    • Well‑established business with decades of goodwill.
    Updated: Dec 16, 2025
    View details
    Versatile Commercial Building in Bennington
    $499,000
    0.28 Acres

    Versatile Commercial Building in Bennington

    425 Main St, Bennington, VT 05201

    Adaptable commercial property in downtown Bennington with development potential.

    • Prime downtown location on Main Street.
    • Versatile commercial building suitable for investment or owner‑occupancy.
    • Blend of professional office space and industrial warehouse capacity.
    • Significant development potential for residential or shared office conversion.
    • Solid built concrete construction for lasting quality.
    Updated: Jan 5
    View details
    Historic Arlington Inn & Spa
    $1,595,000
    3.50 Acres

    Historic Arlington Inn & Spa

    Historic inn and spa with restaurant, tavern, and event barn.

    3888-3904 Vt Route 7A, Arlington, VT 05250
    View details
    Historic Mixed-Use Property in Bennington
    $415,000
    0.63 Acres

    Historic Mixed-Use Property in Bennington

    Historic Bennington mixed-use property with income potential in Downtown District.

    126 Washington Ave, Bennington, VT 05201
    View details
    Historic Multi-Use Commercial Opportunity
    $495,000
    0.15 Acres

    Historic Multi-Use Commercial Opportunity

    Historic 1850 building with commercial space and two rental apartments.

    972 Vt Route 7A, Shaftsbury, VT 05262
    View details
    Furnished Retreat Near Bromley
    $1,050,000
    5,400 SF

    Furnished Retreat Near Bromley

    Impeccably maintained, fully furnished 6-bedroom retreat on 2 acres.

    2001 Depot St, Manchester Center, VT 05255
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    Historic Inn with Restaurant Lease
    $1,250,000
    0.47 Acres

    Historic Inn with Restaurant Lease

    Victorian inn in Bennington with restaurant and expansion potential.

    124 Elm St, Bennington, VT 05201
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    Retail Unit in High Traffic
    $589,000

    Retail Unit in High Traffic

    Commercial retail unit for sale in Manchester, Vermont.

    4574-2 Main St, Manchester, VT 05255
    View details
    Commercial Retail Space, Manchester, VT
    $989,000

    Commercial Retail Space, Manchester, VT

    Retail space for sale in high-traffic Manchester location.

    4574-1 Main St, Manchester, VT 05255
    View details
    Green Mountain Resort Opportunity
    $4,975,000
    53.00 Acres

    Green Mountain Resort Opportunity

    Shovel-ready 53+ acre resort property near Green Mountain National Forest.

    507 Benson Rd, Manchester Center, VT 05255
    View details
    Mixed-Use Property with Renovation Potential
    $295,000
    0.12 Acres

    Mixed-Use Property with Renovation Potential

    Versatile mixed-use property in Bennington, VT with renovation potential.

    318 North St, Bennington, VT 05201
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    Shaftsbury Motel For Sale
    $599,900
    2.00 Acres

    Shaftsbury Motel For Sale

    Well-established 9-unit motel with owner's quarters on 2 acres.

    4325 Vt Route 7A, Shaftsbury, VT 05262
    View details
    Bennington Multi-Building Redevelopment Opportunity
    $2,950,000
    3.00 Acres

    Bennington Multi-Building Redevelopment Opportunity

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

    230 School St, Bennington, VT 05201
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    Retail Unit in High Traffic Area
    $449,000

    Retail Unit in High Traffic Area

    Commercial retail unit for sale in Manchester, Vermont.

    4574-1 Main St, Manchester, VT 05255
    View details
    Iconic Retail Building in Manchester
    $1,249,000
    0.93 Acres

    Iconic Retail Building in Manchester

    Prime commercial property with high visibility in downtown Manchester, VT.

    58 Depot St, Manchester Center, VT 05255
    View details
    Readsboro Multi-Family Investment Opportunity
    $250,000
    3,060 SF

    Readsboro Multi-Family Investment Opportunity

    Five-unit property in Readsboro with renovation potential.

    6982 Main St, Readsboro, VT 05350
    View details
    Well-Maintained Condo in Nathanial Court
    $155,000
    852 SF

    Well-Maintained Condo in Nathanial Court

    Comfortable 2BR condo near downtown shops and nature trails.

    432 South St, Bennington, VT 05201
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    Historic Bennington Mixed-Use Investment
    $599,000

    Historic Bennington Mixed-Use Investment

    Two renovated 19th-century buildings in a prime location.

    125 North St, Bennington, VT 05201
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    Manchester Commercial Condo Opportunity
    $989,000

    Manchester Commercial Condo Opportunity

    High-traffic retail space, two units combined.

    4574-1 Main St, Manchester, VT 05255
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    677 Rte, Shaftsbury, VT 05262
    $375,000
    4,413 SF

    677 Rte, Shaftsbury, VT 05262

    Commercial real estate • 4,413 SF

    677 Rte, Shaftsbury, VT 05262
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    Manchester Center Retail Gem
    $499,000
    2,738 SF

    Manchester Center Retail Gem

    Historic building, prime location, flexible space.

    4919 Main St, Manchester, VT 05255
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    Pownal VT Commercial Property
    $399,000
    4,436 SF

    Pownal VT Commercial Property

    Prime VT location, commercial space & home.

    3000 Us Rte, Pownal, VT 05261
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    Landgrove Inn & Arts Center
    $2,099,000
    9,730 SF

    Landgrove Inn & Arts Center

    Historic Vermont Country Inn, 23 Acres

    132 Landgrove Rd, Landgrove, VT 05148
    View details
    Prime Equestrian Estate in VT
    $209,900
    21,600 SF

    Prime Equestrian Estate in VT

    Horse farm, 21 stalls, 5.8 acres

    164 Laclair Rd, Shaftsbury, VT 05262
    View details

    Bennington County, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 1273 commercial real estate investment opportunities in Bennington County, VT with 106 listings featured on our commercial real estate marketplace. The current inventory includes 3,956,770,421 square feet of properties with an estimated value of $383,739,700.

    Estimated prices for commercial real estate in Bennington County, VT begin at $35,000, with an average of $460,119 and extend to $11,785,000.

    In Bennington County, VT, current investment values show:

    • Other commercial real estate positioned at $557,866
    • Mixed-use properties measuring $389,967
    • Investment properties assessed at $331,698
    • Live-work space calculated at $331,698
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