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$299,900
6 Days On Site

106 Rockwell Street
Winchester, CT 06098

For Sale|Triplex|Active Under Contract
4
Beds
3
Total Baths
3
Full Baths
1,874
SqFt
$160
/SqFt
1850
Built
County:
Litchfield
Listing courtesy of Dawn Rousseau of Showcase Realty, Inc. (203) 217-65222032176522

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1-860-573-4349
106 Rockwell Street106 Rockwell Street106 Rockwell Street106 Rockwell Street
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Looking to expand your investment portfolio-or live nearly rent-free while building one? This rare 3-family opportunity checks all the boxes! Hard to come by, this multi-family property features long-term, reliable tenants plus a vacant unit ready for an owner-occupant or a new rental. The lower level offers a comfortable 1-bedroom unit with walk-out patio. The main (2nd) level features 2 spacious bedrooms, a large living room, and an eat-in kitchen. The 3rd-floor unit includes 1 bedroom plus a tandem dressing room/nursery, a generous living room, and a charming balcony off the kitchen, along with direct access to the walk-up attic for additional storage potential. Tenants share the basement, and off-street parking adds convenience. Located just moments from the hub of Winsted, this property provides easy access to shopping, dining, and local amenities. Tenants are dependable, pay on time, and would love to stay! You will need some sweat equity to bring this multi-family back to its glory days! Follow this home on finaloffer.com for instant updates and offer alerts. Don't miss this rare chance to secure a strong income-producing asset-or move in and let the rent pay the mortgage!

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Listing Snapshot
Price 
$299,900
Days On Site 
6 Days
Bedrooms 
4
Inside Area (SqFt) 
1,874 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.18 Acres
Year Built 
1850
MLS® Number 
24139930
Status 
Active Under Contract
Property Tax 
$3,655
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
21 hours agoListing updated with changes from the MLS®
21 hours agoStatus changed to Active Under Contract
6 days agoListing first seen on site
General Features
Acres 
0.18
Foundation 
StoneConcrete Perimeter
Parking 
Off StreetUnassignedNoneParking Lot
Parking Spaces 
3
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Total 
1874
Style 
Units on different Floors
Water Source 
Public
Zoning 
R-3
Interior Features
Appliances 
Electric Water HeaterGas Water Heater
Basement 
Partial
Cooling 
Ceiling Fan(s)
Heating 
Natural GasHot Water
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Exterior Features
Construction Details 
Aluminum SidingFrame
Lot Features 
LevelSlopedWooded
Patio And Porch 
DeckPatioPorch
Roof 
Shingle
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Per Board of Ed
Listing courtesy of Dawn Rousseau of Showcase Realty, Inc. (203) 217-65222032176522



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-11-19 06:38 PM UTC.

Neighborhood & Commute
Source: Walkscore
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