720 Main Street, Winchester, Connecticut

$395,000

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3

Beds

2

Baths

1,909

Square feet

0.07

Acres

About 720 Main Street

Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level commercial space is ready for its next chapter. Previously operating as a successful cafe, it includes a commercial kitchen setup with hood ventilation, refrigerator, restroom, and a spacious open layout that can easily accommodate a restaurant, coffee shop, boutique, salon, professional office, or countless other business concepts. Upstairs, you'll find a beautifully renovated three-bedroom apartment designed for modern comfort. Completely rebuilt down to the studs, the residence showcases a stylish new kitchen, updated windows, a newer roof, a private deck perfect for relaxing, and an energy-efficient on-demand hot water system. Separate gas and electric meters provide flexibility and convenience for owner-occupants or tenants alike. Just moments from Highland Lake, Route 44, shopping, dining, and all of Winsted's downtown attractions, this property offers incredible versatility. Live where you work, lease one or both units, or expand your investment portfolio with a property that offers excellent income-producing potential in a highly desirable location.

Features of 720 Main Street

MLS® # 24190347
Price $395,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 1,909
Acres 0.07
Type Multi-Family For Sale
Sub-Type 2 Family
Style Units on different Floors
Status Active

Community Information

Address 720 Main Street
Area N/A
City Winchester
County Litchfield
State Connecticut
Zip Code 06098

Amenities

Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Heating Hot Air, Natural Gas
Cooling None
Fireplace No
Has Basement No
Basement None

Exterior

Exterior Vinyl Siding
Lot Description Level Lot
Roof Asphalt Shingle, Flat
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed July 13th, 2026
Days on Market 63
Zoning CB-3
RE / Bank Owned No

Listing Details

OfficeThe Gonzalez Property Group

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Listing information last updated on September 11th, 2026 at 1:11pm EDT.