An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owners duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owners duplex-up is a true showpiece, with expansive light-filled living spaces, high ceilings, and beautiful curated finishes throughout. The main level includes a gourmet kitchen with high-end appliances, a spacious dining area, powder room, office, convenient laundry, elegant living room, and a library with a wood-burning fireplace. The serene primary suite is complete with a spa-inspired bath and two custom closets. Direct access to a private garage rooftop garden and entertainment area extends the living experience outdoors. Upstairs, two generous bedrooms share a Jack-and-Jill bathroom, with ample closet space throughout. Hardwood floors, curated finishes, and thoughtful design define this one-of-a-kind residence. Three rental apartment (two 1-bedroom apartments, and one 2-bedroom apartment) provide rental income, offering a rare opportunity to enjoy the lifestyle you deserve while making your investment work for you. Additional highlights include energy-efficient systems, private entrances, and dedicated parking for seven vehicles. This unique property seamlessly blends lux living with strong income potential in one of Chicagos most desirable neighborhoods.