This classic Chicago brick income-producing two-flat offers a rare opportunity for investors or owner-occupants seeking strong upside potential. Tucked away on an oversized lot in a quiet, character-filled pocket near the lakefront, this property blends space, charm, and location. Inside, you’ll find hardwood floors, decorative fireplaces, and spacious layouts throughout. The first-floor duplex features 3 bedrooms, 2 bathrooms, and expanded living space, while the second-floor 3 bed / 1 bath unit is tenant-occupied on a month-to-month basis, providing immediate income potential. Each unit is equipped with its own separate washer and dryer, adding convenience and independence for both owner and tenant living. Major improvements include a new roof (2024), HVAC and furnace systems for both units under 10 years old, and water heaters replaced in 2019 and 2022. Separate utilities and central air for both units add long-term convenience and efficiency. Outside, the large fenced backyard with gazebo offers rare outdoor entertaining space, complete with a sliding rear gate for easy access and added functionality. Ideally positioned near South Shore Golf Course, Lake Shore Drive, Jackson Park, South Shore Cultural Center, the Obama Center, 71st Street Beach, Rainbow Beach, Quantum Shore, Hyde Park, and easy access to Downtown Chicago, this property offers an exceptional combination of accessibility, lifestyle, and hidden-character appeal. Estate sale – sold AS-IS.