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Historic Downtown Bennington Commercial Property - Endless Possibilities! Discover a rare opportunity to own a piece of Bennington's history! Built in 1840 and listed on the historic registry, this distinctive three-story property offers exceptional potential in a premier Main Street location, just steps from the Four Corners intersection of Main Street and Route 7. Currently operating as a law office, the property offers flexibility for a variety of commercial uses, including professional offices, medical or wellness practices, entrepreneurial ventures, or an investment property. The second and third floors present exciting possibilities for residential conversion, with potential for two separate apartments or a spacious two-story townhouse, subject to applicable zoning, permitting, and historic preservation requirements. Enjoy outstanding visibility, steady traffic exposure, and convenient walkability in the heart of downtown Bennington. Whether you're an investor, business owner, or visionary looking to create something special, this historic property offers a unique opportunity to bring your ideas to life in a location that's hard to beat!

More Info

Basic Information

  • PricePerSqFt202.79

Building

  • Year Built1840
  • Building ConstructionBrick Exterior
  • StyleAntique, Historic Vintage, Multi-Family, Multi-Level, Tri-Level
  • BasementConcrete Floor, Interior Access, Interior Stairs
  • FoundationFieldstone, Stone

Interior

  • FloorsTile, Wood

Exterior

  • RoofRolled
  • Exterior Colorgrey

Other

  • Taxes$11,701
  • Seasonal Y/NNo
  • Date Listed10/24/2026

Tax Information

  • Tax Year2027

Location

  • VillageBennington
  • TownBennington
  • StateVT
  • Zip05201
  • CountyBennington
  • ZoningCommercial/Mixed Use
  • Junior HighMt. Anthony Union Middle Sch
  • High SchoolMt. Anthony Sr. UHSD 14
  • Address409 Main Street
  • Flood Zone Y/NYes

Utilities

  • Heat SystemOil
  • WaterPublic
  • Water HeaterOn Demand Water Heater
  • Electric200+ Amp Service
  • SewerPublic
  • UtilitiesMulti Phone Lines

Basic Information

  • Virtual TourView Tour
  • StatusACT
  • List Price$699,000
  • Date Price Change10/24/2026
  • MLS Number5115602
  • MLS StatusActive

Property

  • Acreage0.04
  • GarageNo
  • Parking Spaces
  • Lot Description
    • Curbing
    • In Town
    • Interior Lot
    • Level
    • Near Country Club
    • Near Golf Course
    • Near Hospital
    • Neighbor Business
    • Sidewalks
    • Street Lights
  • Square Feet3,447
  • APX Fin AG Sqft3,447
  • RoadsPaved, Public, Public Maintained Road
  • AreaVT-Bennington

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 25, 2026 7:07 AM EDT

 

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