720 Main Street
Winchester, CT, 06098 $ 395,000
Bedrooms3 Baths2.0 Sq 1,909 Monthly Estimate*
$ 2,494
for $395,000 with 3 bedrooms and 2 full baths. This 1,909 square foot home was built in 1900 on a lot size of 0.07.
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. The park next to the building with the benches is not part of the building.
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FeaturesGeneralZoning CB-3
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.07
Directions Call listing Broker
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1909
DOM 4
Year Built 1900
Style Units on different Floors
Year Built Source Approximate
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InteriorCooling System None
Total Number of Units 2
Total Rooms 5
Basement Description None
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByArlene GonzalezListing Agent
The Gonzalez Property GroupBroker
arlene@gonzalezpg.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,494
- Monthly Property Taxes
- $116
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Winchester, CT
Average List Price $508,254
Percent of Sale Price 29%
About Winchester, CT 11,188 Population
5% Since 2002
$ 59,013 Median Income
45.79 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/13/2026 | $395,000 | | Listed Price |