This exceptional townhome in the heart of River North that lives like a single-family home and features three private outdoor spaces, a two-car garage, and breathtaking skyline views within the sought-after gated community of Tuxedo Park. Offering approximately 3,300 square feet across four levels, this beautifully updated residence combines the space, privacy, and functionality of a single-family home with the convenience of city living. Ideally situated in the heart of River North, the location offers easy access to Ward Park, the East Bank Club, the Chicago Riverwalk, and some of the city's finest dining, shopping, and nightlife, while maintaining the quiet feel of a residential enclave. The entry level welcomes you with a spacious family room, custom mudroom, direct access to the attached two-car garage, and a private gated front patio surrounded by mature landscaping. Rarely found in the city, this outdoor space creates a warm and inviting arrival experience while providing additional room to relax, entertain, or enjoy time outdoors. Designed for both everyday living and effortless entertaining, the main level features an expansive open-concept floor plan centered around a gracious living room with a wood-burning fireplace, a generous dining area, and a stunning chef's kitchen. Thoughtfully designed and beautifully appointed, the kitchen showcases Taj Mahal quartzite countertops, custom white cabinetry, an oversized island, double ovens, a walk-in pantry, and a sun-filled breakfast area. The entire third level is dedicated to the luxurious primary suite, creating a true private retreat. A second wood-burning fireplace adds warmth and character, while the recently renovated spa-inspired bath features Carrara marble, heated floors, dual vanities, a freestanding Hydro Systems jetted soaking tub, and an oversized walk-in shower. A dedicated laundry room with custom built-ins is conveniently located on the same floor. The top level offers two additional bedrooms, one with a Murphy bed, a full bath, and access to a private terrace. From there, a dedicated staircase leads to the crown jewel of the home an expansive rooftop deck with panoramic Chicago skyline views. Whether hosting friends, enjoying morning coffee, or unwinding at sunset, this extraordinary outdoor space provides a truly unforgettable backdrop. Tuxedo Park is a well-maintained, pet-friendly gated community offering a rare combination of privacy, security, and convenience. A rare opportunity to enjoy the comfort, privacy, and lifestyle of a single-family home in one of Chicago's most desirable neighborhoods, River North.