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MLS 24134408 For Sale Updated September 2, 2026
380 Main Street

Winchester, Connecticut 06098

$999,000
On market 71 days
380 Main Street
1 / 16

About This Property

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.

Property Details

Interior

Heat
Hot Air — Electric,Natural Gas
Cooling
Ductless,Wall Unit,Window Unit

Exterior & Lot

Roof
Flat,Rubber
Construction
Construction
Lot Description
Level Lot
Garage & Parking
On Street Parking Off Street Parking

Utilities & Systems

Water Source
Public Water Connected
Sewer
Public Sewer Connected

380 Main Street

Winchester , Connecticut 06098

$999,000

On market 71 days

Beds
0
Baths
5
SqFt
6,200
Type
Commercial
County Litchfield
Garage -
Rooms -
Lot Size 0.17 Acres
Property Tax $6,187
Assessed Value $206,220
Year Built 1900
Zoning CB-3
Parking Spaces 12

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: WASH40.

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