Magnificent all-brick newer construction single-family home situated on a beautiful, one-way tree-lined street in the highly coveted Southport Corridor and top-rated Blaine School District. Showcasing abundant natural light throughout thanks to its thoughtful design and expansive windows, this exceptional residence offers 5 bedrooms, 4 full baths, and 3 half baths, showcasing timeless design, thoughtful functionality, and luxury finishes throughout. Premium details including custom millwork and moldings, solid-core 8-foot doors throughout, and exceptional craftsmanship at every turn elevate the home's timeless design and quality. The main level features soaring ceilings, rich hardwood floors, two gas fireplaces, and an elegant living room that flows seamlessly into the formal dining room, creating an ideal setting for both everyday living and entertaining. The chef's kitchen is a true centerpiece, featuring custom cabinetry, Wolf and Sub-Zero appliances, a massive center island, breakfast nook, and an expansive family room designed for gathering and hosting with ease. Upstairs, every bedroom enjoys the luxury and privacy of its own en-suite bathroom. The second level includes three en-suite bedrooms, highlighted by the luxurious primary suite featuring a spacious walk-in closet and spa-caliber bath with dual vanities, heated floors, a soaking tub, and oversized steam shower. The top floor offers a versatile bonus space perfectly suited for a home office, playroom, fitness area, or lounge, complete with a convenient powder room and direct access to spectacular rooftop outdoor living spaces. Expertly designed by Urban Rooftops, the showstopping rooftop deck features a custom pergola, fire pit, turf seating area, and multiple entertaining spaces, all complemented by expansive views from the home's elevated vantage point. The lower level offers an airy feel rarely found in city homes, featuring generous ceiling heights, abundant natural light, and radiant heated floors throughout. Designed for comfortable daily living and entertaining, this level includes two additional bedrooms and a spacious recreation room complete with a wet bar, wine refrigerator, and dishwasher. Rarely found, the home features two dedicated laundry rooms with built-in cabinetry-one conveniently located on the bedroom level and a second in the lower level. Outdoor living continues with a brick paver patio and a garage rooftop deck offering a blank canvas for a future sport court, putting green, play area or other recreational space tailored to your lifestyle. A large two-car garage completes this exceptional property. Just steps from the neighborhood's best restaurants, cafes, and boutiques, including Southport Grocery, Coda di Volpe, Little Goat Diner, Itoko, Crosby's Kitchen, Tuco and Blondie, and Steingold's. Enjoy easy access to the Brown and Red Lines, as well as nearby Wrigley Field, Gallagher Way, and Hotel Zachary. A true urban sanctuary that combines luxury, functionality, abundant natural light, and incredible indoor-outdoor living in one of Chicago's most desirable neighborhoods.