Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level commercial space is ready for its next chapter. Previously operating as a successful cafe, it includes a commercial kitchen setup with hood ventilation, refrigerator, restroom, and a spacious open layout that can easily accommodate a restaurant, coffee shop, boutique, salon, professional office, or countless other business concepts. Upstairs, you'll find a beautifully renovated three-bedroom apartment designed for modern comfort. Completely rebuilt down to the studs, the residence showcases a stylish new kitchen, updated windows, a newer roof, a private deck perfect for relaxing, and an energy-efficient on-demand hot water system. Separate gas and electric meters provide flexibility and convenience for owner-occupants or tenants alike. Just moments from Highland Lake, Route 44, shopping, dining, and all of Winsted's downtown attractions, this property offers incredible versatility. Live where you work, lease one or both units, or expand your investment portfolio with a property that offers excellent income-producing potential in a highly desirable location. The park next to the building with the benches is not part of the building.
For sale
$395,000
720 Main Street, Winchester, CT 06098
3beds
1,909sqft
Multi Family
Built in 1900
-- sqft lot
$-- Zestimate®
$207/sqft
$-- HOA
What's special
Beautifully renovated three-bedroom apartmentUpdated windowsStylish new kitchenSpacious open layoutNewer roof
- 79 days
- 275
- 15
Zillow last checked:
Listing updated:
Listed by:
Arlene Gonzalez (718)650-0292,
The Gonzalez Property Group 718-650-0292
Source: Smart MLS,MLS#: 24190347
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced Air, Natural Gas
Cooling
- None
Appliances
- Included: Gas Water Heater, Water Heater
Features
- Basement: None
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,909
- Total interior livable area: 1,909 sqft
- Finished area above ground: 1,909
Property
Lot
- Size: 3,049 Square Feet
- Features: Level
Details
- Parcel number: 927576
- Zoning: CB-3
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt,Flat
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $207/sqft
- Tax assessed value: $47,810
- Annual tax amount: $1,434
- Date on market: 7/13/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/13/2026 | Listed for sale | $395,000$207/sqft |
Source: | ||
| 5/13/2026 | Listing removed | $395,000$207/sqft |
Source: | ||
| 11/12/2025 | Listed for sale | $395,000+243.5%$207/sqft |
Source: | ||
| 6/6/2024 | Sold | $115,000+155.6%$60/sqft |
Source: Public Record Report a problem | ||
| 11/1/2016 | Sold | $45,000$24/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,395 +10.5% | $47,810 |
| 2024 | $1,262 | $47,810 |
| 2023 | $1,262 +9.9% | $47,810 +39.7% |
| 2022 | $1,148 | $34,230 |
| 2021 | $1,148 | $34,230 |
| 2020 | $1,148 | $34,230 |
| 2019 | $1,148 | $34,230 |
| 2018 | $1,148 -38.1% | $34,230 -38.1% |
| 2017 | $1,855 -11.4% | $55,300 -11.4% |
| 2016 | $2,094 +2.5% | $62,440 |
| 2015 | $2,042 | $62,440 |
Find assessor info on the county website
Monthly payment
Est. payment





