1809 W Chicago Avenue 4S Sophisticated penthouse living with a spectacular, fully built-out private rooftop deck of 600 sf and breathtaking panoramic Chicago skyline views defines this highly upgraded 3-bedroom, 2-bath southeast corner residence with 1, 850 sf & a 2-car garage. Dramatic 12-foot ceilings and expansive oversized windows flood the home with natural light, while the private rooftop creates an extraordinary outdoor retreat-all within an intimate boutique elevator building in the heart of Ukrainian Village/West Town. Designed for elevated city living and effortless entertaining, the expansive open living and dining space features herringbone and wide-plank hardwood flooring, designer lighting, custom built-ins, and flush-mount speakers & city skyline views! The custom kitchen is beautifully appointed with Capat Italian cabinetry, including an additional row of cabinets for exceptional storage, sleek solid-slab quartz countertops, and an oversized island. A full suite of Thermador appliances includes a built-in refrigerator and freezer, gas cooktop, dishwasher, and convenient roll-out microwave, creating a sophisticated space designed for both everyday living and entertaining. The thoughtfully designed split floor plan features a luxurious primary suite with tray ceilings, oversized windows, an expansive custom walk-in closet, and a spa-inspired bath completely gutted and remodeled in 2023, featuring heated floors, a floating double vanity, Hansgrohe fixtures, and an oversized steam/rain shower. Two additional generously sized bedrooms are filled with natural light and offer custom floor-to-ceiling closet systems and a beautifully appointed second bath. Incredible custom built-in closets throughout! The showpiece is the spectacular private corner rooftop deck with panoramic skyline views-an extraordinary outdoor retreat designed for entertaining and relaxing above the city. Fully built out with an outdoor kitchen, gas grill, refrigerator, sink, cabinetry, lighting, electricity, TV/movie setup, lounge and dining areas, it creates a true extension of the home. Two side-by-side parking spaces in the attached garage add exceptional convenience, plus a private 6 x 12 storage room. Perfectly positioned near the best of Ukrainian Village and West Town dining, shopping, parks, nightlife, and transportation, this exceptional penthouse combines sophisticated design, incredible privacy, expansive outdoor living, and some of Chicago's most iconic skyline views. Dog-friendly building! Monthly assessment is: 536.55, including 2 garage parking spaces.