720 Main Street, Winchester, CT 06098

Local realty services provided by:Better Homes and Gardens Real Estate Shore & Country Properties
720 Main Street,Winchester, CT 06098
$395,000
  • 3 Beds
  • 2 Baths
  • 1,909 sq. ft.
  • Multi-family
  • Active
Listed by: ryan marconi
Office: the washington agency
MLS#:24138050
Source:CT

Price summary

  • Price:$395,000
  • Price per sq. ft.:$206.91

About this home

Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe, retail, or service business! The second floor offers a spacious 3-bedroom apartment with many recent updates, a new roof, windows, a deck, a kitchen, and an on-demand hot water system. The unit was renovated down to the studs. Separate gas and electric meters make it ideal for owner-occupier or investment use. On-street parking only, but surrounded by other downtown businesses with strong walkability and visibility. Excellent location near Highland Lake, Route 44, and all downtown amenities. Great opportunity to live and work in the same building or generate dual rental income. Bring your vision

Contact an agent

contact an agent

Yes, I would like more information from BHGRE®. Please use and/or share my information with an BHGRE affiliated agent to contact me about my real estate needs. By clicking Send message, I agree an BHGRE affiliated agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1900
  • Listing ID #:24138050
  • Added:2 day(s) ago
  • Updated:November 15, 2025 at 08:40 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:1
  • Half bathrooms:1
  • Living area:1,909 sq. ft.

Heating and cooling

  • Heating:Baseboard, Hot Air

Structure and exterior

  • Roof:Asphalt Shingle, Flat
  • Year built:1900
  • Building area:1,909 sq. ft.
  • Lot area:0.07 Acres

Schools

  • High school:Per Board of Ed
  • Elementary school:Per Board of Ed

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$395,000
  • Price per sq. ft.:$206.91
  • Tax amount:$1,395 (July 2025-June 2026)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.