269 Jackson StreetWindham, CT 06226
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Back on the market - prior buyer unable to perform. Recently appraised above the current list price, this Colonial-style three-family home is now an even better value, with two units to be delivered vacant at closing. A rare opportunity for savvy investors, future owner-occupants, or those seeking space for extended family, it offers a flexibility that wasn't available before - the ability to occupy two units from day one. With its blend of character, functionality, and strong income potential, this property checks all the boxes. The owner's unit, to be delivered vacant, is an oversized one-bedroom 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. It enjoys direct access to basement storage and abundant natural light. The next unit, also to be delivered vacant, features an oversized bedroom, an eat-in kitchen with sliding glass doors to a private deck, and access to a walk-up attic offering exceptional storage. The last unit is occupied by a long-term tenant with a solid rental history and is a duplex-style one-bedroom/one-bath with an open kitchen/living area and a classic rocking chair porch. Each unit has its own electric meter, with tenants responsible for their own heat and hot water. Recent upgrades include brand-new hot water heaters and updated electric panels. Set on nearly half an acre with parking for 8+ cars, the property also offers pot
6 days ago | Listing updated with changes from the MLS® | |
a week ago | Listing first seen on site |

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Last checked: 2025-08-24 11:50 AM UTC.
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