Classic all-brick Chicago two-flat offering timeless architecture, thoughtful updates, and strong long-term upside. Beautifully updated throughout, the home blends original character with modern improvements, featuring restored woodwork, hardwood floors, newer kitchen appliances, and updated kitchens and bathrooms. A beautifully restored entryway highlights the craftsmanship and pride of ownership throughout. Set on a 36 x 126 lot, the property includes a rare three-car detached garage and rear yard, providing valuable off-street parking and outdoor space. Both units offer spacious, well-proportioned layouts with separate living and dining rooms, abundant natural light, eat-in kitchens, and generously sized bedrooms, while preserving classic Chicago architectural details. Both units are 2BR/1BA with an additional office and enclosed porch. The basement adds exceptional flexibility with recreation space, washer/dryer, storage, workshop and utility areas, plus an additional half bath-ideal for duplexing the first floor down or reimagining the property as a single-family home. Investors will also appreciate the strong income potential and future rent growth opportunities. Ideally located near the Riverwalk, Horner Park, McFetridge Sports Center, top-rated schools, breweries, restaurants, and public transportation. Property offered as-is.