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69 Prospect Street, Winchester, CT 06098

Multi-Family For Sale · 3 Family

$274,900
$125/sqft
69 Prospect Street, Winchester, CT
Active
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10
Bedrooms
3
Bathrooms
2,204
Sq Ft
0.27
Acres
1900
Year Built

About This Home

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.

Listed by Adam Cannon (203) 927-6042 with Coldwell Banker Realty (860) 231-2600

Listing Snapshot

Price $274,900 Days on Our Site 0 days
Property Tax $4,078/yr Style Units on different Floors,Units are Side-by-Side
Year Built 1900 Total Sq Ft 2,204
Lot Size 0.27 acres HOA Fees N/A
Bedrooms 10 Full Bathrooms 3
Total Rooms 13 Half Baths 0

Key Features

Outdoor
  • Gutters

Structure & Parking

Construction Frame
Roof Asphalt Shingle

Systems & Utilities

Heat Baseboard
Fuel Electric, Natural Gas
Cooling Wall Unit, Window Unit
Hot Water Tank Size Unknown
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $340/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 13, 2026 Listed $274,900

Frequently Asked Questions

How much does 69 Prospect Street in Winchester, CT cost?
This property is listed at $274,900, which works out to $125 per square foot.
How many bedrooms does 69 Prospect Street have?
This home has 10 bedrooms and 3 bathrooms.
What is the square footage of 69 Prospect Street?
The home is 2,204 square feet, situated on 0.27 acres.
When was 69 Prospect Street in Winchester built?
This property was built in 1900.
Is 69 Prospect Street, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 69 Prospect Street, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 69 Prospect Street, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Adam Cannon · (203) 927-6042

Coldwell Banker Realty · (860) 231-2600

MLS# 24173658 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 13, 2026 8:04 PM UTC