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Chicago Penthouse Condos & Apartments

Check out Chicago penthouse condos for sale and Chicago penthouse apartments, which are updated every 15 minutes from the MLS. For information about penthouses in Chicago or to schedule a showing, contact us or register for a free account to bookmark listings and receive new listing notifications for properties that match your needs and wants.


Where To Search Chicago Penthouses For Sale

Find Your Luxury Chicago Penthouse

If having access to a rooftop swimming pool lies somewhere on your condo buying checklist, we recommend taking a closer look at the following Chicago condo buildings with a rooftop pool:

363 E. Wacker Dr

St. Regis Residences

Full-floor penthouse units offers up 360-degree views of the city from high above The Residences at the St Regis Chicago. The Sky 360 floor plans in the upscale building come with high ceilings and at least 5,800 square feet of combined living and entertaining space. The building also tacks on access to such amenities as a fitness center, screening room, Sky Lounge and a swimming pool and spa. 

451 E. Grand

One Bennett Park

As one of the city’s most coveted properties, One Bennett Park includes a fitness center, an owners lounge, private dining and outdoor terraces. A full floor penthouse in the building comes with private elevator access, 360-degree lake and city views, a large terrace of its own and valet service. 

4 E. Elm Street

4 E. Elm

A full-floor penthouse at 4 East Elm offers 360-degree views of the city and lake. It also comes with multiple terraces and garage parking. The upscale Gold Coast building additionally provides access to a fitness center, outdoor swimming pool and sundeck, a lounge and a screening room. 

840 N. Lake Shore

Residences at Lake Shore Park

Part of Chicago’s Streeterville neighborhood, Residences of Lakeshore Park condos come with gourmet kitchens, marble baths and oak floors. A generously sized penthouse unit in the building takes up an entire floor, with more than 8,000 square feet of living space, high ceilings, plus its own wine cellar and fireplace. 

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Chicago Penthouse REALTORS®

Interested in Chicago penthouse condos for sale? As experienced Chicago real estate agents who have helped buyers, sellers, and renters all over town, you won’t find anybody better to help you find the perfect penthouse condominium residence. For additional information about about a unit or to schedule a showing for an available Chicago penthouse, call or text us at your earliest convenience.