720 Main St Winsted, CT 06098
Estimated payment $2,185/month
Highlights
- Deck
- Baseboard Heating
- Level Lot
- Tankless Water Heater
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 and make this Main Street property shine again! Also listed as a commercial property- MLS# 24138743
Listing Agent
The Washington Agency Brokerage Phone: (860) 960-6946 License #RES.0828491 Listed on: 11/12/2025
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $1,395
Year Built
- Built in 1900
Lot Details
- 3,049 Sq Ft Lot
- Level Lot
Parking
- Parking Deck
Home Design
- 1,909 Sq Ft Home
- Slab Foundation
- Frame Construction
- Asphalt Shingled Roof
- Vinyl Siding
Bedrooms and Bathrooms
- 3 Bedrooms
Outdoor Features
- Deck
Utilities
- Baseboard Heating
- Heating System Uses Natural Gas
- Tankless Water Heater
Community Details
- 2 Units
Listing and Financial Details
- Assessor Parcel Number 927576
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,395 | $47,810 | $21,000 | $26,810 |
| 2024 | $1,302 | $47,810 | $21,000 | $26,810 |
| 2023 | $1,262 | $47,810 | $21,000 | $26,810 |
| 2022 | $1,148 | $34,230 | $18,760 | $15,470 |
| 2021 | $1,148 | $34,230 | $18,760 | $15,470 |
| 2020 | $1,148 | $34,230 | $18,760 | $15,470 |
| 2019 | $1,148 | $34,230 | $18,760 | $15,470 |
| 2018 | $1,148 | $34,230 | $18,760 | $15,470 |
| 2017 | $1,855 | $55,300 | $26,810 | $28,490 |
| 2016 | $2,094 | $62,440 | $26,810 | $35,630 |
| 2015 | $2,042 | $62,440 | $26,810 | $35,630 |
| 2014 | $1,992 | $62,440 | $26,810 | $35,630 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 11/12/2025 11/12/25 | For Sale | $395,000 | -- | $207 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $115,000 | None Available | |
| Deed | $115,000 | None Available | |
| Deed | $115,000 | None Available | |
| Quit Claim Deed | -- | -- | |
| Quit Claim Deed | -- | -- | |
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $45,000 | -- | |
| Warranty Deed | $45,000 | -- | |
| Warranty Deed | $45,000 | -- | |
| Warranty Deed | $75,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $100,000 | Purchase Money Mortgage | |
| Closed | $100,000 | Purchase Money Mortgage | |
| Previous Owner | $40,000 | Commercial | |
| Previous Owner | $20,000 | Commercial | |
| Previous Owner | $65,000 | Unknown |
Source: SmartMLS
MLS Number: 24138050
APN: WINC-000110-000047-000011
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