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Beautifully renovated four-unit property in the heart of Wicker Park / East Ukrainian Village, offering an exceptional opportunity for an owner-occupant or investor. Comprehensively gut-renovated in 2017, the building features two one-bedroom/one-bath apartments and two two-bedroom/two- bath apartments with condominium-quality finishes throughout. Each residence offers soaring 11-foot ceilings, beautiful hardwood floors, quartz countertops, stainless steel Maytag appliances, high-end cabinetry, dishwashers, in-unit laundry, and glass-tile bathrooms. Individual basement storage lockers, a furnished shared rooftop deck with a gas grill, and a detached two- car garage enhance the property s appeal. Extensive building improvements include replacement windows, copper plumbing throughout, 400-amp electrical service with individual in-unit panels, individual furnaces and air conditioning, tuckpointing, and blown-in insulation. The TPO roof is approximately nine years old, and the pitched roof is approximately three to four years old. Three water heaters were installed in 2017, with the fourth replaced in 2025. A large unfinished attic offers potential for duplex or an in-law arrangement. Ideally situated steps from Division Street; dining and nightlife and convenient to public transportation, this well-maintained property combines beautifully finished living spaces with rental income and significant upside through bringing rents to market.

Property Details of 1053 North Winchester Avenue

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Listed by Adam Max of Compass ((847) 361-3756)

Based on information submitted to MRED  as of October 24, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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