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Iconic Berkshire County Property for Sale. Former home to the renowned Highland Restaurant, this landmark property presents a rare opportunity in the heart of downtown Pittsfield. Located at 100 Fenn Street and adjacent to City Hall, the building is situated within the City of Pittsfield's Downtown Creative District and Housing Development Incentive Program (HDIP) Overlay. With a distinguished history as a longtime gathering place for the community, this prominent property offers exceptional potential for restaurant, hospitality, retail, residential, or mixed-use redevelopment. Opportunities of this caliber are rarely available in Berkshire County.

More Info

Basic Information

  • Mls StatusActive
  • Parcel Number M:H090008004 L:0000,2717975

Tax Information

  • Tax Year 2026
  • Taxes$13,424

Rooms

  • Bathroom6

Basic Information

  • List Price$975,000
  • MLS Number73599523
  • Modification Date11/09/2026

Location

  • Address100 Fenn Street
  • Building Number100
  • CountyBerkshire
  • NeighborhoodWest Pittsfield
  • StateMA
  • StreetFenn Street
  • SubdivisionWest Pittsfield
  • TownPittsfield
  • Zip01201

Building

  • Building Area Units Square Feet
  • Utilities Public Water, Public Sewer, Natural Gas Available
  • Year Built1900

Property

  • Acreage0.17

Property Information

  • Living Area 13,414
  • Lot Size Square Feet 7,466
  • Lot Size Units Acres
  • Square Feet13,414

Legal

  • ZoningDCD
  • Zoning Description Legal Non-Conforming

Other

  • Date Listed11/06/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Christopher Moon of Lamacchia Realty,Inc.

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