720 Main Street | Winchester N/A

$395,000 | 2 Baths (1 Full, 1 Half) | 1,909 Sq. Ft.

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-occupy 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 and make this Main Street property shine again! Also listed under multi-family- MLS# 24138050 SmartMLS 24138743

Directions to property: GPS Friendly

MLS Listing ID: 
SmartMLS 24138743
Building Details
Details about the building on a property.
Year Built: 
1900
Living Area: 
1,909
Construction
Roof: 
Asphalt Shingle, Rubber
Room Details
Details about the rooms in the building.
Total Rooms: 
0
Total Bedrooms: 
0
Total Bathrooms: 
2
Total Full-Bathrooms: 
1
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Baseboard, Hot Air
Heating System Fuel: 
Natural Gas
Cooling System: 
None
Water Source: 
Public Water Connected
Sewer: 
Public Sewer Connected
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.07
Waterfront: 
0
Public Record
Parcel Number: 
927576
Annual Tax: 
$1,395.00
Property Zoning: 
CB-3
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
11/12/2025
Contract Details
Details about the listing contract.
Possession: 
Immediate
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Ryan Marconi
Listing Office Name: 
The Washington Agency