4252 N Whipple Street

Classic brick Chicago two-flat offering two spacious 2-bedroom, 1-bath residences plus a finished non-conforming lower level that adds exceptional flexibility and potential. An excellent opportunity for an owner-occupant or investor, the property provides the ability to live in one unit while generating rental income from the other, with the lower level offering additional potential for supplemental income or extended living arrangements, subject to applicable zoning and legal-use requirements. Both conforming units feature generous living and dining spaces, hardwood flooring, abundant natural light, private kitchens, and well-proportioned bedrooms. The upper residence offers a comfortable, open flow with a spacious kitchen, expansive living and dining areas, and additional enclosed porch space. The main-level residence provides equally flexible living space with its own kitchen and private accommodations. The finished basement includes one bedroom, one full bathroom, a full kitchen, and both interior and exterior access. Additional features throughout the property include multiple enclosed porch and bonus spaces, laundry, storage, and plenty of opportunity to update or personalize over time. Outside, the solid brick exterior is complemented by a fenced front yard, mature landscaping, rear patio and green space, creating additional room to enjoy the property beyond the interior. Conveniently located near neighborhood favorites along Kedzie, Irving Park, and Montrose, with easy access to Independence Park, Horner Park, the Brown and Blue Lines, and notable area schools including Lane Tech College Prep, Northside College Prep, and DePaul College Prep. Whether you're looking to house-hack, expand your investment portfolio, or create a flexible multi-generational living arrangement, this two-flat offers space, versatility, and compelling income potential in a well-connected Chicago neighborhood.