Chicago Penthouses
Life at the Top in Luxury Condos
Read more about Penthouses

Luxury Chicago Penthouses for Sale
$1,000,000 - $2,000,000 |
$2,000,000 - $3,000,000 |
$3,000,000 - $5,000,000 |
$5,000,000 - $10,000,000 |
Over $10,000,000 |
|
800 North Michigan Avenue Ph67, Chicago, IL - $15,750,000
451 East Grand Avenue Ph65, Chicago, IL - $15,170,000
1301 North Astor Street Ph, Chicago, IL - $5,500,000
25 East Superior Street 4701, Chicago, IL - $5,500,000
445 East North Water Street E2705, Chicago, IL - $4,500,000
438 West Saint James Place Ph, Chicago, IL - $4,395,000
132 East Delaware Place 6205-07, Chicago, IL - $3,950,000
21 East Huron Street 4801, Chicago, IL - $3,850,000
1205 North Astor Street Ph, Chicago, IL - $3,800,000
438 West Saint James Place 3, Chicago, IL - $3,595,000
1325 North Astor Street 13, Chicago, IL - $2,995,000
676 North Kingsbury Street Ph01, Chicago, IL - $2,995,000
257 East Delaware Place 10ab, Chicago, IL - $2,500,000
333 West Hubbard Street 1006, Chicago, IL - $2,450,000
190 East Walton Place 703, Chicago, IL - $2,300,000
33 West Ontario Street Ph-c, Chicago, IL - $2,200,000
1035 North Dearborn Street 18, Chicago, IL - $1,999,500
1035 North Dearborn Street 18, Chicago, IL - $1,999,500
The Appeal of Living in a Penthouse
Whether a penthouse is on the top floor of a six-story mid-rise or the 50th floor of a skyscraper, it is considered the most desirable condominium in the building. One reason is the view offered from an expansive outdoor space, set-back from the outer walls, to create large,private terraces, whereas other units on lower floors may just have a balcony.
In keeping with the exclusivity, most Chicago luxury penthouses have keyed elevator landings with direct access to the apartment’s foyer, and often the ride is non-stop from the lobby to the residence. Although luxury penthouse apartments became popular in the 1920s, after the notoriety of the roof top residence at the Plaza Hotel overlooking Central Park, recent demand and buyers’ willingness to pay premium prices, encouraged developers to design buildings with multiple high-floor penthouses. Ironically, offering three or more penthouses in a building only increases the flurry of competition, and, often, they are the first luxury condos to sell in Chicago’s new developments, driving prices to soar along with the floor heights.
More Luxury Properties
The luxury real estate listings on this page include Chicago luxury penthouses and condos for sale with a minimum price of $1 million. The property listings are updated daily with new luxury condos for sale as they hit the market. Please contact us if you have an interest in purchasing a luxury condo in Chicago and would like to schedule a showing
Chicago Penthouses for Sale
Luxury Living in Chicago’s Penthouses
Real estate
Linda Shaughnessy
Whether a penthouse is on the top floor of a six-story mid-rise or the 50th floor of a skyscraper, it is considered the most desirable condominium in the building, offering the best views and luxury amenities. Designed from the beginning to be marketed as an exclusive residence, architects take advantage of the building’s expansive roof-top space, set-back from the outer walls, to create large, private outdoor terraces, where as other units on lower floors may just have a balcony.
In keeping with the exclusivity, most penthouses have keyed elevator landings with direct access to the apartment’s foyer, and often the ride is non-stop from the lobby to the residence. Although luxury penthouse apartments became popular in the 1920s, after the notoriety of the roof top residence at the Plaza Hotel overlooking Central Park, recent demand and buyers’ willingness to pay premium prices, encouraged developers to design buildings with multiple high-floor penthouses. Ironically, offering three or more penthouses in a building only increases the flurry of competition, and, often, they are the first luxury condos to sell in Chicago’s new developments, driving prices to soar along with the floor heights
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Sotheby's International Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
Listing information last updated on December 11th, 2023 at 12:53pm CST.