Date
Details
Price
Change
Source
6/22/2026
Listed
$999,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$999,000 Just Listed
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Property Description
Rare opportunity to own a well-established, 38-year restaurant with a loyal, built-in clientele and strong community presence. This fully turnkey operation offers exceptional versatility and income potential, featuring a spacious dining area with seating for up to 156 guests, plus an upstairs 20-seat bar-ideal for expanding service or hosting private events. The property includes five apartments, with three currently functioning units and two additional units ready for completion-perfect for added value and increased revenue. A dedicated 12-15 car parking lot, along with ample street parking, ensures convenience for patrons and tenants alike. Guests can also enjoy outdoor dining with seating for approximately 24, enhancing the overall dining experience. The basement area is fully equipped for dough preparation and offers abundant storage, supporting full-scale catering capabilities and high-volume operations. Endless possibilities await with this unique investment-ideal for restaurateurs or investors seeking a thriving business with multiple income streams.
Full Property Details
Full Property Details for 380 Main St
General
- Price: $999,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24134408
- Updated: 6/23/2026
- Added to Site: 2 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Parking
- Total Spaces: 12
- Parking: On Street Parking, Off Street Parking
Location
- County: Litchfield
- Driving Directions: GPS friendly
Heating & Cooling
- Cooling Type: Ductless, Wall Unit, Window Unit
- Heating Type: Hot Air, Electric, Natural Gas
- Heating Fuel: Electric, Natural Gas
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Gas
Structural Information
- Roof: Flat, Rubber
- Square Feet: 6,200
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Restaurant & Apartments
- Year Built: 1900
Unit Information
Unit 1
- Square Feet: 3368
Unit 2
- Unit Description: 2 Bedrooms
- Total Bathrooms: 1
Unit 3
- Unit Description: 1 Bedroom
- Total Bathrooms: 1
Unit 4
- Unit Description: 2 Bedrooms
- Total Bathrooms: 1
Unit 5
- Unit Description: 1 Bedroom
- Total Bathrooms: 1
Unit 6
- Unit Description: 1 Bedroom
- Total Bathrooms: 1
Lot Features
- Lot Size (Acres): 0.17
- Frontage: Municipal Street
- Frontage Feet: 45
- Present Use: Restaurant & Apartments
- Zoning: CB-3
- Lot Description: Level Lot
Financial Considerations
- Annual Sewer Fee: $800
- Assessment Amount: $206,220
- Sewer Assmt: 400.00 per 6 months.
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Legal Description
- Property ID: 927529
Listed by The Washington Agency, Anthony Gioia
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 380 Main St —
Anthony Gioia
The Washington Agency
Agent Contact: (860) 459-8911 Office Contact: (860) 482-7044
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 380 Main St
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 0.4 mi |
Batcheller Early Education Center 201 Pratt Street, Winsted, CT 06098 | PK-2 | 0.5 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 380 Main St
Tax History
Tax History for 380 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,015
7%
$206,220
—
2023
$5,617
3%
$206,220
—
2023
$5,442
-8%
$206,220
17%
2022
$5,916
—
$176,400
—
2021
$5,916
—
$176,400
—
2020
$5,916
—
$176,400
—
2019
$5,916
—
$176,400
—
2018
$5,916
3%
$176,400
3%
2017
$5,729
—
$170,800
—
2016
$5,729
3%
$170,800
—
2015
$5,585
2%
$170,800
—
2014
$5,450
2%
$170,800
—
2011
$5,329
—
$170,800
—
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 380 Main St
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- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 3Total Baths
- 3,158Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 1Bed
- 2Total Baths
- 1,368Sq. Ft.
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- Single Family
- Active
- Updated 15 hours ago
- 3Beds
- 3Total Baths
- 3,806Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 4Beds
- 2Total Baths
- 1,606Sq. Ft.
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- Single Family
- Closed
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,097Sq. Ft.
- Single Family
- Closed
- Updated 3 hours ago
- 4Beds
- 3Total Baths
- 6,673Sq. Ft.
380 Main Street, Winchester, CT 06098 (MLS# 24134408) is a Commercial property. 380 Main Street is currently listed for $999,000 and was received on June 22, 2026. Want to learn more about 380 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.