Experience elevated city living in this exceptional 2 bed, 2 bath penthouse ideally situated in Wicker Park, just steps from Bucktown. Designed with a unique and expansive layout, the sun-drenched living and dining space showcases rare 11+ foot ceilings and exposures from three directions, filling the home with natural light and capturing serene treetop views. A striking two-sided wood-burning fireplace anchors the space without interrupting flow, allowing for versatile furniture arrangements, while built-in 5.1 surround sound wiring enhances the living experience. The chef's kitchen is equally impressive, featuring premium Sub-Zero, Wolf, and Bosch appliances, a commercial-grade vent hood, wine fridge, and rich cabinetry with illuminated glass uppers. A wide granite peninsula with seating for four makes everyday living and entertaining effortless. The primary suite offers a true retreat with a full wall of closets and a spa-inspired bath complete with dual vanity, whirlpool tub, and a frameless glass shower with rain head and body sprays. A rear 100SF deck with newer Trex decking, accessible from both the suite and hallway, adds convenient outdoor space. The second bedroom is generously sized with ample storage and sits adjacent to a well-appointed guest bath. An interior staircase leads to the showstopping approx 450SF PRIVATE ROOFTOP DECK, where panoramic skyline, treetop, and iconic water tower views create the ultimate outdoor oasis. Recently upgraded with Trex decking and steel railings over a newer insulated roof, this space is built for unforgettable entertaining. Additional highlights include garage parking, updated HVAC, modern lighting, fresh paint, and a meticulously maintained, owner-occupied building with recent improvements including a new roof and masonry sealing. Unbeatable location just steps from the best of both Wicker Park and Bucktown-renowned dining, shopping, nightlife, the 606 Trail, Blue Line, and easy access to 90/94. A truly turnkey penthouse offering the perfect blend of luxury, space, and location.