A masterful blend of timeless craftsmanship and modern refinement, this pristinely cared-for brick two-flat has been transformed into an exceptional, one-of-a-kind single-family estate situated on Bridgeport's most coveted block. From the moment you step into the grand marble foyer, the home radiates sophistication, warmth, and architectural elegance. The main level unfolds into an expansive formal living and dining space where newly refinished hardwood floors and restored natural woodwork are illuminated by the dramatic influx of natural light pouring in through oversized windows. A beautifully integrated dry bar anchors the room as a space for relaxation, or creating a seamless environment for elevated entertaining. The sun-filled eat-in kitchen exudes both comfort and refinement, offering a generous center island, abundant cabinetry, and a stylish breakfast bar. New sliding glass doors open effortlessly to a newly constructed deck, perfectly positioned to overlook the adjoining 25' x 135' city lot, complete with its own PIN# and two-car garage offering rare outdoor space in the heart of the city. A full main-level bath with a walk-in shower enhances everyday convenience. Ascending to the second level, you'll discover a serene primary bedroom showcasing rich hardwood floors and original millwork that exudes character and craftsmanship. This floor continues with a second full bath, an upper-level laundry, and two additional bedrooms thoughtfully appointed with custom walk-in closets. Two bonus rooms ideal for an office, sitting room, or additional dining space provides the luxury of versatility and access to the main level through two separate staircases. A private upper veranda invites moments of quiet retreat and elevated indoor-outdoor living. The newly finished walkout basement extends the home's refined living space with contemporary vinyl plank flooring, a half bath, a second laundry area, and dedicated storage. Additional amenities include dual HVAC systems, two heated and enclosed back porches, and a fully fenced dog run creating a lifestyle of comfort, convenience, and thoughtful design. Completing this extraordinary offering is a rare brick coach house, currently configured as a two-flat, brimming with future potential. With separate entrances, the possibilities are infinite as an in-law residence, guest suite, rental opportunity, art studio, office, or personal creative haven. This remarkable residence is more than a home, it is a statement of space, beauty, and urban luxury in one of Chicago's most sought-after neighborhoods.