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Property Description
508 Main Street - Downtown Winchester Redevelopment Opportunity The Town of Winchester is seeking proposals for the redevelopment of 508 Main Street, a prominent property in the heart of downtown. This long-vacant building presents an exciting opportunity to contribute to the revitalization of Winchester's Main Street corridor with a creative and community-focused vision. The building features approximately 1,500 sq. ft. of street-level retail space, ideal for bringing new energy and commerce to the downtown district. The upper two floors offer an additional 3,600 sq. ft. of space, well-suited for adaptive reuse. With thoughtful investment, these levels could be transformed into vibrant residential housing or mixed-use space that supports a more walkable, livable downtown. The Town is encouraging proposals that emphasize a transformational housing approach, while also incorporating design elements that will enhance the beauty, character, and long-term vitality of the Main Street area. This is a unique opportunity to reimagine an underutilized building into a community asset that blends historic charm with modern living. The Town of Winchester reserves the right to reject any or all proposals.
Full Property Details
Full Property Details for 508 Main St
General
- Sold For: $118
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24125194
- Added to Site: 252 day(s) ago
Location
- County: Litchfield
- Neighborhood: Winsted
- Driving Directions: 508 Main St
Community
- Community Name: Winsted
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Gas Available, Cable Available
Structural Information
- Roof: Membrane
- Square Feet: 4,679
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Vacant
- Year Built: 1911
Lot Features
- Lot Size (Acres): 0.17
- Frontage: State Road
- Present Use: Vacant
- Potential Use: Retail, office, residential
- Zoning: CB-3
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $242,760
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Legal Description
- Property ID: 927720
Listed by Northwest CT Realty, David Sartirana
Sold by LPT Realty, Annie Simard
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Schools
Schools serving 508 Main St
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 508 Main St
Date
Details
Price
Change
Source
3/05/2026
Sold
$118
-99.88%
MLS
9/22/2025
Listed
$99,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
508 Main Street, Winchester, CT 06098 (MLS# 24125194) is a Commercial property that was sold at $118 on March 05, 2026. Want to learn more about 508 Main Street? Do you have questions about finding other Commercial real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.

