This classic Chicago-style brick home blends timeless architecture with a classic Bridgeport location. Recently tuck pointed on the north and south sides of the building and featuring fully enclosed back porches, this property is zoned as a two-family residence but currently functions as a spacious single-family home-offering versatility for future use or investment. Inside, the main level boasts a spacious kitchen with an eat-in area, custom banquette seating, built-in desk, and a large walk-in pantry. A convenient mudroom off the kitchen leads to a generous deck-perfect for outdoor entertaining-alongside a private backyard with patio space and a 2-car garage. The first floor also includes a full bath, cozy den, and flexible living spaces. Upstairs, the second floor features a secondary living area, two bedrooms, and a full bath. The primary suite includes a large walk-in closet and a separate sitting area, offering a quiet retreat. The third floor adds two additional bedrooms, ideal for guests, home offices, or playrooms. Split mechanicals offer efficiency and peace of mind: two furnaces, two A/C units, dual electrical panels, and two brand-new water heaters (2024). Whether you're seeking room to grow or multi-unit potential, this home delivers unmatched space and character in a classic Chicago footprint.