New Listing - 05/13/2026

$274,900 ($124.73 per sqft)

Under Contract

Est. Mortgage $1,389/mo *

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Listing courtesy of Adam Cannon (203) 927-6042, Coldwell Banker Realty (860) 231-2600

69 Prospect Street, Winchester, CT, 06098

69 Prospect Street, Winchester, CT, 06098
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13 rooms

7 beds

3 Full baths

1900

Units on different Floors, Units are Side-by-Side

2,204 sqft

Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units with spacious layouts and off-street parking made easy with two driveways. Unit 1 includes in-unit laundry hookups, adding everyday practicality and additional appeal for renters. A newer roof offers peace of mind, while the layout of the property provides opportunities for long-term rentals, owner occupancy, or future value-add potential. Located just minutes from downtown Winsted, tenants can enjoy close proximity to local restaurants, coffee shops, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate being near Highland Lake, the Sue Grossman Still River Greenway, and scenic hiking trails throughout the Litchfield Hills region. The property also offers easy access to Route 8 for commuting to Torrington, Canton, and surrounding towns. With strong rental demand, multiple income-producing units, and a location that blends small-town charm with convenience, this is a fantastic opportunity.

Status:

Under Contract

Type:

Multi-family

Laundry Remarks:

Basement Hook-Up(s),Hook-Up In Unit 1

Units:

3

Zoning:

R-3

Heating:

Baseboard

Cooling:

Wall Unit, Window Unit

Basement:

Full, Unfinished, Full With Hatchway

Acreage:

0.27

Est. Taxes:

$4,078

Assessment

$139,790

Lot Description:

Lightly Wooded

Elementary School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

4

MLS #:

24173658

Community Info

School Info

Walk Score

Mass Transit

Yelp

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