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Bennington, VT Commercial Real Estate for Sale

17 results
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Historic Inn with Restaurant Lease
$1,250,000
0.47 Acres

Historic Inn with Restaurant Lease

124 Elm St, Bennington, VT 05201

Victorian inn in Bennington with restaurant and expansion potential.

  • Turnkey, profitable boutique hotel business with established operations and loyal clientele.
  • Meticulously restored historic Victorian property (South Shire Inn) built in 1890 by renowned architect William C. Bull.
  • Prime location in Bennington, Vermont, near Manchester, Williamstown, and the Berkshires.
  • Restaurant space leased to a thriving Thai restaurant.
  • Newly zoned for additional uses including restaurant, bar/lounge, and catering services.
Updated: Sep 17, 2025
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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
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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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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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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
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Historic Commercial Property on Acre+
$825,000
1.10 Acres

Historic Commercial Property on Acre+

Profitable printing company and landmark building for sale in Bennington.

736 Main St, Bennington, VT 05201
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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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Bennington, VT Office & Storage
$649,000
12,000 SF

Bennington, VT Office & Storage

High-yield, fully leased investment property.

59 Harwood Hill Rd, Bennington, VT 05201
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Downtown Bennington Restaurant Site
$650,000
1,112 SF

Downtown Bennington Restaurant Site

Prime Redevelopment Opportunity: Vacant Restaurant

100 Depot St, Bennington, VT 05201
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Restaurant Building in Downtown Bennington
$300,000

Restaurant Building in Downtown Bennington

Restaurant with redevelopment potential in the heart of Bennington.

100 Depot St, Bennington, VT 05201
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Income-Producing Two-Family Home
$295,000

Income-Producing Two-Family Home

Well-maintained two-family home near shops, dining, and downtown events.

254 Union St, Bennington, VT 05201
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Union Street Specialty Property
$279,900

Union Street Specialty Property

Specialty property available for sale on Union Street.

218 Union St, Bennington, VT 05201
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Downtown Three-Unit Building with View
$295,000

Downtown Three-Unit Building with View

Three-unit building downtown with scenic brook view and yard.

235 Elm St, Bennington, VT 05201
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North Bennington Triplex Investment Opportunity
$279,000

North Bennington Triplex Investment Opportunity

Income-producing triplex in North Bennington with recent renovations and strong rental history.

26-30 Sage St, Bennington, VT 05257
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North Bennington Duplex For Sale
$190,000

North Bennington Duplex For Sale

Duplex with two 2-bedroom units in desirable location.

32-34 Sage St, Bennington, VT 05257
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Downtown Triplex with River View
$270,000

Downtown Triplex with River View

Three-unit building with potential for additional unit downtown.

239 Elm St, Bennington, VT 05201
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Former Energizer Plant For Sale
$4,125,000

Former Energizer Plant For Sale

300,000 SF former Energizer plant in downtown Bennington.

401 Gage St, Bennington, VT 05201
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Bennington, VT, we suggest to view alternatives - similar 533 Off-Market properties to explore as potential leads.

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.

100 Depot St

100 Depot St

Commercial real estate • 0.75 Acres
Value Estimation by Request
100 Depot St, Bennington, VT 05201
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106 Northside Dr

106 Northside Dr

Restaurants • 2,325 SF
Value Estimation by Request
106 Northside Dr, Bennington, VT 05201
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100 Depot St

100 Depot St

Restaurants • 1,112 SF
Value Estimation by Request
100 Depot St, Bennington, VT 05201
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240 244 248 St

240 244 248 St

Commercial real estate • 4,500 SF
Value Estimation by Request
240 244 248 St, Bennington, VT 05201
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310-320 Main St

310-320 Main St

Office Properties & Spaces • 8,875 SF
Value Estimation by Request
310-320 Main St, Bennington, VT 05201
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95 Kocher Dr

95 Kocher Dr

Retail properties • 150,767 SF
Value Estimation by Request
95 Kocher Dr, Bennington, VT 05201
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113 South St

113 South St

Commercial real estate • 0.12 Acres
Value Estimation by Request
113 South St, Bennington, VT 05201
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Bennington, VT Commercial Real Estate Investment Opportunities Market Analysis

Explore 526 commercial real estate investment opportunities in Bennington, VT with 17 listings featured on our commercial real estate marketplace. The current inventory includes 44,254,778 square feet of properties with an estimated value of $211,226,000.

Estimated prices for commercial real estate in Bennington, VT begin at $50,000, with an average of $504,119 and extend to $11,785,000.

In Bennington, VT, current investment values show:

  • Mixed-use properties positioned at $391,195
  • Other commercial real estate measuring $771,742
  • Investment properties assessed at $319,062
  • Live-work space calculated at $319,062
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