269 Jackson Street, Windham, CT 06226

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.