luxury contemporary houses for sale Cook County, United States

Turnkey 3-Flat in Woodlawn - Minutes from the Obama Presidential Center! This beautifully designed three-flat features three identical 3BR/2BA units with open-concept layouts, floor-to-ceiling windows, and hardwood floors throughout. Chef-style kitchens boast quartz countertops, soft-close cabinetry, and stainless steel appliances. Each unit offers a spa-inspired primary suite, in-unit laundry, tankless water heater, private deck/patio, and shared fenced yard with 3 exterior parking spaces. Perfect for investors, house hackers, or short-term rental operators looking to capitalize on Woodlawn's rising demand. Unbeatable Location: Minutes to the University of Chicago, UChicago Medicine, and the highly anticipated Obama Presidential Center. Plus Hyde Park shopping, dining, Whole Foods, Target, and easy access to the Metra, Green Line, and 63rd/Cottage Grove bus stop. Two units are rented; one is ready for your vision. Schedule your showing today!

OWN THE ENTIRE 91ST FLOOR OF THE ST. REGIS CHICAGO! The highest customizable residence in Chicago and the Midwest and the only home in the building offering complete design freedom. Perched atop the iconic St. Regis Chicago, this extraordinary full-floor penthouse presents a once-in-a-lifetime opportunity to create a completely bespoke home in the sky. Spanning the entire 91st floor, this remarkable residence offers unparalleled 360-degree views of Lake Michigan, the Chicago River, and Chicago's world-renowned skyline. Floor-to-ceiling windows wrap the home in breathtaking panoramas from every direction, creating a backdrop of spectacular sunrises, shimmering water views, and dazzling city lights. This home allows a visionary owner to create a truly one-of-a-kind living experience tailored entirely to their lifestyle. Design every detail to your exact specifications and bring your vision to life in one of the most prestigious residential addresses in the world. A rarity in downtown luxury living, the residence includes extremely rare self-parking options including a secure oversized two-car garage and an additional heated garage parking space, along with three highly sought-after side-by-side extra-large storage rooms. Residents enjoy access to the legendary services and amenities of the St. Regis, including indoor and outdoor pools, a hot tub, sauna, steam room, state-of-the-art fitness center, yoga studio, golf lounge, private dining experiences, 24-hour door staff, and concierge services. Whether seeking a private urban retreat or a world-class residence for entertaining, this home delivers an unmatched lifestyle in one of Chicago's most celebrated architectural landmarks. This is more than a penthouse - It's a rare opportunity to create a legacy residence unlike anything else in Chicago, where limitless design possibilities, extraordinary views, and five-star service converge at the very top of the city.