Rare opportunity in highly desirable Portage Park! Set on an impressive 58′ x 300′ private lot, this one-of-a-kind property offers exceptional versatility for investors, owner-occupants, or multigenerational living.The front building is a legal two-flat featuring separate utilities for each unit. The first-floor unit offers 2 bedrooms, while the second-floor unit features 2 bedrooms, 2 full bathrooms, plus a dedicated office and central air conditioning. Both units have their own washer and dryer and storage space in the basement.The rear building is a separate single-family home offering flexible living arrangements. The main level features 3 bedrooms and 1 full bathroom, while the second floor includes a private 1-bedroom unit with its own entrance-ideal for extended family, guests, or related living. The home is equipped with two independently controlled furnaces and two central A/C units, all serviced by a single gas and electric meter. The basement includes a washer, dryer, and additional storage. A deck off the first-floor bedroom overlooks the expansive backyard.Completing the property is a rare side drive leading to a 4-car garage plus additional off-street parking. Conveniently located within walking distance to Wright College, shopping, parks, and public transportation, with easy access to I-90. A truly unique property offering endless posibilities in outstanding location.