720 Main Street Winchester, CT $ 395,000
720 Main Street
$ 395,000
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720 Main Street

Winchester, CT, 06098
$ 395,000
Bedrooms3 Baths2.0 Sq 1,909

Monthly Estimate*

$ 2,494

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Multi-Family Home for sale in Winchester, CT

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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Multi-Family Active

Price

$ 395,000

Bedrooms

3

Full Bath

2

Property Type

Multi-Family

Taxes

$ 1,395

Style

Lot Size

0.07

Year Built

1900

Town/City

Winchester

MLS | Web ID

24190347

Features
General
Zoning 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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Interior
Cooling System None
Total Number of Units 2
Total Rooms 5
Basement Description None
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Arlene Gonzalez

Listing Agent

The Gonzalez Property Group

Broker

arlene@gonzalezpg.com

Email

Affordability Calculator

$2,610
Per Month
96%
4%
0%
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.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
7/13/2026$395,000 Listed Price

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720 Main Street, Winchester, CT, 06098 is a Multi-Family Home for sale at $395,000 with 1,909 sqft and a lot size of 0.07. 720 Main Street has 3 bedrooms, 2.0 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT