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$750,000
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Property Description
One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year track record of success and a loyal customer base, this restaurant has earned recognition in top publications including the New York Times, Wall Street Journal, Hartford Courant, CT Magazine, and numerous local publications - Sale includes the business and comes fully equipped with all infrastructure items. This is a rare opportunity to step into a thriving, reputable restaurant with an exceptional reputation-ready to operate from day one - Numerous infrastructure items are included in the sale totaling well over 100k (See list in attached docs)***Price includes thriving restaurant with 10 year track record with all equipment included. See attachment for equipment list***
Full Property Details
Full Property Details for 436 Main St
General
- Price: $750,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24135027
- Updated: 11/26/2025
- Added to Site: 112 day(s) ago
Location
- County: Litchfield
- Driving Directions: GPS friendly.
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Heat Pump, Hot Air, Natural Gas
- Heating Fuel: Natural Gas
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Gas, Cable
Structural Information
- Roof: Flat
- Square Feet: 5,389
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Restaurant
- Year Built: 1910
Lot Features
- Lot Size (Acres): 0.1
- Frontage: Municipal Street
- Frontage Feet: 27
- Present Use: Restaurant
- Zoning: CB-3
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $160,790
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Legal Description
- Property ID: 927702
Listed by The Washington Agency, Anthony Gioia
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Schools
Schools serving 436 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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 436 Main St
Date
Details
Price
Change
Source
10/27/2025
Listed
$750,000
233.33%
MLS
10/29/2021
Sold
$225,000
—
Public Record
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 436 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,690
7%
$160,790
—
2023
$4,380
3%
$160,790
—
2023
$4,243
10%
$160,790
39%
2022
$3,872
—
$115,430
—
2021
$3,872
—
$115,430
—
2020
$3,872
—
$115,430
—
2019
$3,872
—
$115,430
—
2018
$3,872
-5%
$115,430
-5%
2017
$4,090
—
$121,940
—
2016
$4,090
3%
$121,940
—
2015
$3,987
2%
$121,940
—
2014
$3,891
2%
$121,940
—
2011
$3,805
—
$121,940
—
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 436 Main St
436 Main Street, Winchester, CT 06098 (MLS# 24135027) is a Commercial property. 436 Main Street is currently listed for $750,000 and was received on October 27, 2025. Want to learn more about 436 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.

