Exceptional opportunity to own a truly one-of-a-kind property in highly sought-after Roscoe Village featuring a beautifully renovated single-family home plus a rare, fully legal two-unit coach house. Offering incredible versatility and income potential, this unique property seamlessly blends luxury living with investment opportunity. The expansive 5-bedroom, 3-bath main residence was originally rebuilt in 2008 and has just undergone a complete designer renovation by MK Construction in 2025/2026. Thoughtfully reimagined with sophisticated finishes and exceptional craftsmanship throughout, the home offers an ideal floor plan with 3 bedrooms on the upper level, 2 additional bedrooms below, and an insulated attic for added flexibility and storage. The sun-drenched main level features an open-concept layout perfect for both everyday living and entertaining. A stunning chef's kitchen showcases imported German cabinetry, Fisher & Paykel refrigerator, Bosch convection oven and cooktop, Miele dishwasher, wine refrigerator, and an oversized dining area. Additional highlights include a functional rear mudroom, abundant natural light from new Climate Guard windows, and beautifully designed custom closets throughout the home. The luxurious primary suite offers a true retreat with two custom walk-in closets and a private outdoor deck overlooking the professionally landscaped backyard. Every bedroom is generously sized with thoughtfully designed storage solutions. Adding to the property's exceptional appeal is the rare "grandfathered" coach house featuring two separate rental units - one 1-bedroom and one 2-bedroom apartment - both currently leased below market value, presenting immediate upside potential. Each unit includes central heat and air conditioning, in-unit laundry, and private outdoor space. Water mains to both buildings have also been updated. Ideally located near top-rated schools including DePaul Prep, Lane Tech, and Jahn Elementary, this remarkable property offers a rare combination of luxury, flexibility, and long-term value in one of Chicago's most desirable neighborhoods. Ample street parking is available on quiet, one-way School Street.