Currently being used as a 4 unit multi family dwelling and is currently fully occupied. This property was once home to the famous Jessies restaurant. The home boasts much charm and character with charming center staircase, wood flors and lots of moldings. There have been many recent updates that include roof, windows and mechanicals. There is plenty of off street parking with a multi level parking area and two car detached garage along with a nice stone patio. This property has potential for many different uses such as professional offices, retail or even a restaurant. Lots of things happening in downtown Winsted, this could make a great investment. Located in the TC zone, check with Zoning Enforcement office to see if your proposed use is allowable.


  • NeighborhoodWinsted
  • Year Built1900
  • RoofingAsphalt Shingle


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      Location: 142 Main Street, Winchester, CT 06098