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Chicago Penthouses

Life at the Top in Luxury Condos 

Read more about Penthouses

Penthouse

Is it a buyer's or seller's market for penthouses and condos? Check by zip code

                                                                                           

Luxury Chicago Penthouses for Sale

$2,000,000 - $3,000,000 $3,000,000 - $5,000,000 $5,000,000 - $10,000,000
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189 East Lake Shore Drive Ph18, Chicago, IL - $7,250,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 7,462 SQFT
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Amazing, Dramatic Penthouse In A Classic Vintage Building On East Lake Shore Drive! This Home Has Been Completely Renovated With Over 7400 Square Feet Of Luxurious Finishes And Offers Expansive Lake & City Views Plus 2 Terraces With 550 Square Fee...

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451 East Grand Avenue Ph66, Chicago, IL - $6,995,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 7,147 SQFT
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One Bennett Park Has Taken Its Place Among Chicago's Most Elite Residences. Designed By Robert A.m. Stern Architects And Developed By Related Midwest, This World Class Building Was Designed From The Top Down. Gracing The Crown Of This Iconic Lakef...

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900 West Washington Boulevard Phw, Chicago, IL - $4,100,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,949 SQFT
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Discover The Best Of The West Loop In This Top-floor Duplex Penthouse At 900 West Washington, An Exclusive Leed Gold-certified Boutique Building Of Just 22 Homes. Sweeping Skyline Views Surround A Wraparound Terrace, While The Elevator Opens Direc...

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55 East Erie Street 5201, Chicago, IL - $3,800,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 4,165 SQFT
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A Rare Chance To Realize A Bespoke, New Construction Residence In One Of Chicago's Most Desirable Locations, This Half-floor Penthouse Is Presented With And Designed By The Highly-awarded Dgi Design X Build. Every Detail Is Ready To Be Tailored To...

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1320 North State Parkway 14-15cd, Chicago, IL - $3,595,000

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 7,750 SQFT
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This Architecturally Significant Gold Coast Penthouse Offers 7,750 Sqft Of Exceptional Living Space. Designed For The Grandeur Of The 1920s And Modernized For 21st-century Living, It Provides A Brilliant Combination Of Elegance And Practicality. T...

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400 West Ontario Street 1801, Chicago, IL - $3,275,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 6,800 SQFT
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Fully Furnished, Turn-key Full-floor Penthouse In The Heart Of River North. Occupying The Entire 18th Floor Of Gallery 400, This 6,800 Sf, 4bd/3ba+2hb Residence Offers Private Elevator Entry, Sweeping Open Living Spaces, And 2,400 Sf Of Wraparound...

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415 East North Water Street 3205, Chicago, IL - $3,000,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,279 SQFT
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Bring Your Vision-priced To Sell! Step Into The Pinnacle Of Luxury Living At The Prestigious River View Condominiums In Streeterville. This Rare Two-level Penthouse Residence Spans An Impressive 9,300 Square Feet, Offering An Unparalleled Blend O...

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Photo of Listing #12541515 CONTINGENT

1625 North Burling Street 401, Chicago, IL - $2,999,000

Residential, Attached Single
  • 6 Beds
  • 6 Baths
  • 5,000 SQFT
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Discover A Rare Two-level Penthouse In Lincoln Park At 1625 North Burling Street, Located On A Secluded Cul-de-sac In One Of Chicago's Most Desirable Neighborhoods. Unit 401 Offers A Rare Combination Of Privacy, Architecture And Expansive Outdoor ...

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Photo of Listing #12313746 CONTINGENT

416 West Deming Place 4, Chicago, IL - $2,995,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,430 SQFT
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Step Into This One-of-a-kind East Lincoln Park Penthouse, Expertly Designed By Luxury Lifestyle Design Group Soucie Horner, Flooded With An Abundance Of Natural Light With Custom Features Throughout. The Open Floor Plan Is Not Only An Example Of ...

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333 West Hubbard Street 1006, Chicago, IL - $2,350,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 5,020 SQFT
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Welcome To The Epitome Of Penthouse Living In Chicago's Premier River North Neighborhood! This Impressive Home Was Designed With Entertaining In Mind With Over 10,000 Sf Of Indoor/outdoor Living In The Heart Of The City! Residence 1006 Boasts Over...

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21 East Huron Street 4701, Chicago, IL - $2,100,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,500 SQFT
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Commanding The Entire Floor At The Iconic Lucien Lagrange-designed Pinnacle, This Exceptional 5,500 Sq Ft Penthouse Offers Sweeping Sunrise-to-sunset Views Of Lake Michigan And Chicago's Dazzling Skyline Through Dramatic Floor-to-ceiling Windows. ...

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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.

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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

Chicago Penthouses

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

Midwest Real Estate Data LLC Logo 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 January 18th, 2026 at 1:53pm CST.