Rare opportunity to own a beautifully maintained, turn-key legal two-unit in the heart of East Woodlawn, one of Chicago's fastest-growing neighborhoods. Ideally located just blocks from the transformative future Obama Presidential Library, this property offers both long-term stability and exciting growth potential. The first-floor unit features 2 bedrooms and 1 full bath, offering flexibility for owner occupant, tenants or multigenerational living. The second unit is a spacious duplex-up that lives like a single-family home, offering 3 bedrooms and 2 full baths. A newer addition provides extra living space that can be used as a family room or home office, with double doors leading to a private deck, perfect for relaxing or entertaining. In 2026, the property received several key updates including two new furnaces with a 10-year warranty, a new roof, fresh interior paint throughout both units, updated lighting fixtures, and new stainless steel appliances with granite countertops in the upper duplex kitchen, creating a clean, refreshed, and move-in-ready environment. Hot water heaters were replaced in 2019. Both units offer in-unit laundry, separate utilities, and gas forced-air heat, providing convenience for residents and efficiency for ownership. A private fenced backyard and two-car garage complete the property. Enjoy exceptional access to neighborhood amenities, including the vibrant redevelopment corridor near the historic Stony Island Hotel at 64th and Stony Island. Commuting is easy with the Metra Electric line at 63rd Street just one block away. The location is also minutes from the University of Chicago, the Museum of Science and Industry, Hyde Park, lakefront beaches, boating and golf at Jackson Park, and convenient access to Lake Shore Drive. Lovingly owned by the same owner since construction, this solid property reflects pride of ownership and long-term care. Property is being sold AS-IS. Don't miss the opportunity to own in one of Chicago's most dynamic and rapidly developing neighborhoods.