This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/20
$375,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/20
Property Description
Open 10:30-12:30 Sunday 11/9/25. Motivated Seller! Seller financing available. A wonderful opportunity to own a mixed use property in the town center of Winsted. Currently used as a cleaner and tailoring shop on the first floor with an apartment on the second floor. Opportunity exists for the new owner to take over a turn key business with a strong existing client base and several commercial clients. The second floor offers the opportunity for a live in space, rental residential space with 3 bedrooms, a kitchen, living room and bathroom or the opportunity for office space. This building is located on a main road with great road frontage and a brand new freshly paved parking lot and some new siding on the building. The location offers an opportunity for a new owner to take over the existing business or completely start a new one in this prime location. Book your showing today.
Full Property Details
Full Property Details for 57 Main St
General
- Price: $375,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24112471
- Updated: 11/26/2025
- Added to Site: 184 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Location
- County: Litchfield
- Neighborhood: Winchester Center
- Driving Directions: 57 Main St. in center of town near Dairy Queen.
Community
- Community Name: Winchester Center
Heating & Cooling
- Cooling Type: None
- Heating Type: Steam, Other
- Heating Fuel: Other
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Telephone, Cable
Structural Information
- Roof: Asphalt Shingle
- Square Feet: 3,660
- Sq. Ft. Source: Public Records
- Current Bldg. Use: business/residential
- Year Built: 1962
Unit Information
Unit 1
- Unit Description: 3 Bedrooms
- Total Bathrooms: 1
Lot Features
- Lot Size (Acres): 0.13
- Frontage: U.S. Highway, Paved Road
- Present Use: business/residential
- Potential Use: Business/retail/residential
- Zoning: CB-2
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $175,980
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Environmental Site Assess. (Phase 2)
- Property ID: 928133
Listed by Regall Realty, LLC, Stacy LaQuerre
Get Pre-Approved Today
Schools
Schools serving 57 Main St
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 0.5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 57 Main St
Date
Details
Price
Change
Source
7/17/2025
Listed
$375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 57 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,133
7%
$175,980
—
2023
$4,794
3%
$175,980
—
2023
$4,644
-4%
$175,980
23%
2022
$4,815
—
$143,570
—
2021
$4,815
—
$143,570
—
2020
$4,815
—
$143,570
—
2019
$4,815
—
$143,570
—
2018
$4,815
-3%
$143,570
-3%
2017
$4,942
—
$147,350
—
2016
$4,942
3%
$147,350
—
2015
$4,818
5%
$147,350
—
2011
$4,597
—
$147,350
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 57 Main St
57 Main Street, Winchester, CT 06098 (MLS# 24112471) is a Commercial property. 57 Main Street is currently listed for $375,000 and was received on July 17, 2025. Want to learn more about 57 Main Street? Do you have questions about finding other Commercial real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

