NOMADEReal Estate

$395,000

Active

720 Main Street

Winchester, Connecticut, 06098 · Litchfield County

3

Beds

2

Baths

1,909

Sq Ft

1900

Built

MLS # 24138050

Price / Sq Ft

$207

Property Type

Multi-Family For Sale

Lot Size

0.07

Class

Property

About This Property

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 and make this Main Street property shine again! Also listed as a commercial property- MLS# 24138743

Property Details

720 Main Street, Winchester Connecticut 06098 — Multi-Family For Sale listed at $395,000.

At a Glance

3

Bedrooms

2

Bathrooms

1,909

Sq Ft

0.07

Lot Size

--

Garage

1900

Year Built

The Details

Property TypeMulti-Family For Sale
NeighborhoodLitchfield
Address720 Main Street
MLS Number24138050
Year Built1900
Square Footage1,909
Lot Size0.07
Bedrooms3
Bathrooms2
Water SourcePublic Water Connected

Property Details

Financial

Assessed Value47810
Mil Rate Total29.17
Property Tax1395
Tax YearJuly 2025-June 2026

Property Features

Basement DescriptionNone
Cooling SystemNone
Exterior FeaturesDeck
Exterior SidingVinyl Siding
Foundation TypeSlab
Heat Fuel TypeNatural Gas
Heat TypeBaseboard,Hot Air
Hot Water DescriptionNatural Gas,Domestic,Tankless Hotwater
Roof InformationAsphalt Shingle,Flat

Location & Community

DirectionsGPS Friendly
Elementary SchoolPer Board of Ed
High SchoolPer Board of Ed
NeighborhoodN/A

All Photos (38)

Affordability Calculator

$395,000

Down Payment$79,000
Loan Amount$316,000
Principal & Interest$1,997/mo
Property Tax$395/mo
Insurance$100/mo
Est. Monthly$2,492/mo

Listing Agent

R

Ryan Marconi

The Washington Agency

Contact Ryan Marconi

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Quick Facts

StatusActive
TypeMulti-Family For Sale
ClassProperty
MLS #24138050
Last Updated2026-04-07