Beautiful turn-of-the-century home in sought-after Audubon Park offering exceptional flexibility-ideal for owner-occupants with a second-level mother-in-law apartment or investors looking to rent the upper unit. A rare opportunity with strong income potential, timeless character, and thoughtful updates throughout. Extensive improvements include a full roof replacement (2016) with upgraded vented assembly to address prior ice-dam concerns, plus new metal trim wrapping. Solar panels installed in 2018 provide long-term energy-efficiency benefits. Exterior updates continue with fresh paint (2024), rebuilt front steps, and a landscaped, tree-filled lot featuring 10 mature trees (6 in the yard and 4 on the boulevard), creating a truly shady urban oasis. The yard also includes raspberries, strawberries, a raised garden bed, and a boulevard flower garden, offering a charming blend of beauty and urban homesteading potential. Inside, both units showcase a blend of modern updates and classic charm, including beautiful built-ins, natural woodwork, and abundant storage throughout (closets, built-ins, storage rooms, and a basement workshop). Unit 2748 features refinished hardwood floors on the main and lower levels after full carpet removal, while Unit 2746 received new carpet in 2025. Kitchens in both units have been updated with newer refrigerators, dishwasher, and stoves. All windows are upgraded to Walsh triple-pane high-efficiency vinyl-main floor windows replaced in 2016 and upper-level windows around 2014. Additional highlights include a rebuilt rooftop deck for Unit 2746 (2018) with maintenance-free decking and cedar, egress windows in basement bedrooms, and updated mechanicals including water heaters (2748 ~2015, 2746 ~2013) and a woodstove with stainless steel chimney liner. Unit 2746 also received a new stacked washer/dryer, microwave, window A/C units, and stove hood in 2025. The attached oversized 20x30 heated garage offer exceptional versatility with room for parking, a workshop, toy storage, recreation space, and additional attic storage. Located just half a block from family-friendly Audubon Park, this home sits in the heart of a walkable neighborhood with grocery stores, international restaurants, coffee shops, a pharmacy, liquor store, and more. Less than a 10-minute walk to the shops at 29th & Johnson and only 5 minutes to Central Avenue-a vibrant, two-mile commercial corridor known for its rich immigrant history, diverse global cuisine, craft breweries, and eclectic arts scene.