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$290,000
11 Days On Site

269 Jackson Street
Windham, CT 06226

For Sale|Triplex|Active
3
Beds
3
Full Baths
0
Partial Baths
2,382
SqFt
$122
/SqFt
1910
Built
County:
Windham
Listing courtesy of Michael Tarallo of Giner Real Estate

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269 Jackson Street269 Jackson Street269 Jackson Street269 Jackson Street
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Welcome to a rare opportunity for both savvy investors and future owner-occupants alike. This Colonial-style three-family home offers the ideal blend of character, functionality, and strong income potential. Whether you're looking to offset your mortgage with tenant income or expand your investment portfolio, this property is a smart choice. The owner's unit will be delivered vacant and features an oversized one-bedroom layout with an open-concept eat-in kitchen and dining area, a remodeled bathroom, a spacious living room with a wall of windows, and a bonus room perfect for a home office or den. Direct access to basement storage and abundant natural light complete the space. The second unit is a duplex-style one-bedroom, one-bath with an open kitchen/living room and a classic rocking chair porch, while the third unit features an oversized bedroom, an eat-in kitchen with sliding glass doors to a private deck, and access to a walk-up attic offering incredible storage. Each unit has its own electric meter, with tenants responsible for their own heat and hot water. Recent upgrades, including brand-new hot water heaters and updated electric panels, provide peace of mind. Set on nearly half an acre of land with parking for 8+ cars, the property also offers exciting potential for future expansion on the back portion of the lot, where a barn and four-car building once stood. A rare opportunity and a sound investment.

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Listing Snapshot
Price 
$290,000
Days On Site 
11 Days
Bedrooms 
3
Inside Area (SqFt) 
2,382 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.48 Acres
Year Built 
1910
MLS® Number 
24086628
Status 
Active
Property Tax 
$5,811
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
9 hours agoListing updated with changes from the MLS®
a week agoStatus changed to Active
2 weeks agoListing first seen on site
General Features
Acres 
0.48
Foundation 
Stone
Parking 
Off StreetNoneUnpaved
Parking Spaces 
8
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Total 
2382
Style 
Other
Water Source 
Public
Zoning 
NPR2
Interior Features
Appliances 
Electric Water Heater
Basement 
FullWalk-Out AccessUnfinished
Heating 
ElectricBaseboard
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Exterior Features
Construction Details 
FrameClapboard
Lot Features 
Level
Patio And Porch 
DeckPorch
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Natchaug
Middle School
Windham
High School
Windham
Listing courtesy of Michael Tarallo of Giner Real Estate



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.

Neighborhood & Commute
Source: Walkscore
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