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$750,000

  • For Sale
  • Active
  • Multi-Family
  • 4 Total Beds
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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 for 436 Main St

General

  • Price: $750,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24135030
  • Updated: 11/26/2025
  • Added to Site: 81 day(s) ago

Interior

  • Number of Rooms: 14

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: None

Parking

  • Parking: None

Location

  • County: Litchfield
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ductless
  • Heating Type: Heat Pump, Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Brick
  • Basement Desc.: Crawl Space
  • Roof: Flat
  • Square Feet: 5,389
  • Above Ground: 5,389 Sq. Ft.
  • Year Built: 1910

Unit Information

Unit 1

  • Bedrooms: 1

Unit 2

  • Bedrooms: 1

Unit 3

  • Bedrooms: 1

Unit 4

  • Bedrooms: 3

Unit 5

  • Total Bathrooms: 2
  • Half Baths: 2
  • Partial Bathrooms: 2

Lot Features

  • Lot Size (Acres): 0.1
  • Zoning: CB-3
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $160,790
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 927702

Listed by The Washington Agency, Anthony Gioia

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Listing agent

— 436 Main St —

  • Anthony Gioia

    The Washington Agency

Agent Contact: (860) 459-8911 Office Contact: (860) 482-7044

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 436 Main St

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-60.4 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/27/2025
Listed
$750,000
233.33%
MLS
10/29/2021
Sold
$225,000
—
Public Record
Get Price Alerts and Save Property
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 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
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by The Washington Agency, Anthony Gioia

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436 Main Street, Winchester, CT 06098 (MLS# 24135030) is a Multi-Family property with 5 units containing 4 bedrooms, 0 full bathrooms and 2 partial bathrooms. 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 Multi-Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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