# 436 Main Street, Winchester, CT 06098 > **TL;DR:** commercial, $250,000 ($115/sqft), built 1910, 2,177 sqft. Est. $1,337/mo. Listed 188 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $250,000 | | Price/sqft | $115 | | Square Feet | 2,177 | | Year Built | 1910 | | Lot Size | 4,356 sqft (0.10 acres) | | Stories | 1 | | Property Type | Commercial (Other) | | Status | Active | | Days on Market | 188 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,264 | | Estimated Insurance | $73 | | **Total** | **$1,337** | ## Property Highlights - Built in 1910 - 0.10 acre lot ## Description ### Agent Description One-of-a-Kind Opportunity! Don't miss your chance to own this turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location.-Owner Financing Available! This 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 only (real estate excluded) 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) ## Location - **Address:** 436 Main Street, Winchester, CT 06098 - **County:** Litchfield ## Listing Agent - **Name:** Anthony Gioia - **Brokerage:** The Washington Agency - **Broker Phone:** (860) 482-7044 x222 ## Photos ![436 Main Street - Photo 1](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f3475219577r.jpg) ![436 Main Street - Photo 2](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f3826300849r.jpg) ![436 Main Street - Photo 3](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f3631307040r.jpg) ![436 Main Street - Photo 4](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f789108948r.jpg) ![436 Main Street - Photo 5](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f1285516772r.jpg) ![436 Main Street - Photo 6](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f1621726124r.jpg) ![436 Main Street - Photo 7](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f2591736654r.jpg) ![436 Main Street - Photo 8](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f4148884555r.jpg) ![436 Main Street - Photo 9](http://lh.rdcpix.com/457e28198f5b9417c3889a8e771fa9c0l-f2617370351r.jpg) --- **MLS#:** 24170540 | **Updated:** 2026-10-25 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/436-main-street-winchester-ct-06098-a8ae8ae5eb2f4126b028f0450b17be43) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/436-main-street-winchester-ct-06098-a8ae8ae5eb2f4126b028f0450b17be43#listing", "url": "https://www.propertysimple.ai/listing/436-main-street-winchester-ct-06098-a8ae8ae5eb2f4126b028f0450b17be43", "name": "436 Main Street, Winchester, CT 06098", "description": "One-of-a-Kind Opportunity! Don't miss your chance to own this turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location.-Owner Financing Available! 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