Lovingly maintained 2-flat on a picturesque, tree-lined street in Oak Park. The owner-occupied first floor offers gleaming hardwood floors throughout and a spacious primary suite complete with a step-in shower and a generous walk-in closet. Two additional bedrooms, a second full bath, a separate office, and a large walk-in entry closet provide exceptional flexibility and storage. The bright, well-appointed kitchen features a pantry, eat-in table space, and opens to an adjoining family room-ideal for everyday living and entertaining. The second unit includes three bedrooms, a spacious living room, separate dining room, kitchen, and a full bathroom, making it perfect for rental income, extended family, or guests. The partially finished basement offers shared laundry with one washer and two dryers (with space to add a second washer), along with a toilet, shower stall, workshop area, and abundant storage. Step out from the family room onto a deck overlooking a large, fenced backyard that leads to a 3-car garage with a Florida room, plus two additional concrete parking pads accessible from the alley. Additional highlights include two forced-air natural gas furnaces with central air conditioning. With a long-term tenant recently vacated, the property is move-in ready and available for immediate owner occupancy, investment, or conversion to a spacious single-family home by removing the front and rear staircase doors. Most recent updates: Dishwashers 2021, and 2023, Furnace Unit 1 - 2020, AC Unit 1 - 2023, AC Unit 2 - 2020, Water Heater 2020, Roof over house 2016, Roof over garage 2019, Deck (new floor) 2025, Garage floor and parking pads 2024.