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Chicago Penthouses

Life at the Top in Luxury Condos 

Read more about Penthouses

Chicago Penthouses for Sale

Is it a buyer's or seller's market for Chicago Gold Coast penthouses and condos? Learn more

                                                                                           

Luxury Chicago Penthouses for Sale

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2550 North Lakeview Avenue Ph-3801, Chicago, IL - $13,000,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 8,000 SQFT
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Experience Unparalleled Expansive Views Of Chicago's Skyline, Parks And Lake Michigan Unlike Any Other Penthouse In The City! Situated On The 38th And 39th Floor Of The French-inspired Tower, Designed By Chicago Architect Lucien Lagrange, This Hom...

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415 East North Water Street Ph05, Chicago, IL - $8,990,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,300 SQFT
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This One-of-a-kind 2 Floor Penthouse Is An Entertainer's Dream-the Entire Top Floor Is Dedicated To It, With A Full Size Basketball And Racquetball Court, A Large Jacuzzi And Steam Room, And A Wraparound Porch With Endless, Unparalleled Views Of T...

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1325 North Astor Street 13, Chicago, IL - $7,999,000

Residential, Attached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Absolutely Stunning, David Adler Designed Duplex Penthouse Set Atop One Of The Finest, Vintage Condominium Buildings On Astor Street. Available For The First Time In Nearly 50 Years, This 6 Bedroom Home Boasts Nearly 8000 Square Feet And Features ...

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Photo of Listing #10881522

199 East Lake Shore Drive 10-11e, Chicago, IL - $7,990,000

Residential, Attached Single
  • 4 Beds
  • 7 Baths
  • 9,672 SQFT
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Absolute Elegance Throughout! 199 E Lakeshore Drive Is One Of The Premiere Luxury Buildings On The Magnificent East Lake Shore Drive, Originally Designed By Benjamin Marshall And Reimagined As A Fabulous Co Op Building. This Unbelievable Penthouse...

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2550 North Lakeview Avenue S3802, Chicago, IL - $6,750,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 4,250 SQFT
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This Remarkable, Architecturally Significant, Aia Award Winning Designed Home Offers The Rare Opportunity To Live In One Of Only Two Penthouses In The Prestigious Lp2550. This Magnificent Home Features 12-foot Ceilings And Exquisite Details Includ...

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Photo of Listing #10880930

1300 North State Parkway 1202, Chicago, IL - $5,800,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 5,913 SQFT
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Outstanding Penthouse Two Level Home At The Famed Ambassador. Amazing Custom Collaboration With Top Architect, Wheeler Kearns And Chicago's Mark Frazier Construction, This Fabulously Appointed Home Is A Wow! Southern And West Exposure Provides Sup...

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132 East Delaware Place 6302, Chicago, IL - $4,950,000

Residential, Attached Single
  • 3 Beds
  • 6 Baths
  • 7,000 SQFT
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Glorious Duplex Home, Atop The Four Seasons Hotel + 900 North Michigan Avenue Shops, Boasting 4 Bedrooms, Multiple Office Spaces ( Easily Affording More Bedrooms), And A Home Theater Spanning Over 7000 Square Feet. Bathed In The Ever-changing Dram...

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199 East Lake Shore Drive Ph10w, Chicago, IL - $4,500,000

Residential, Attached Single
  • 3 Beds
  • 5 Baths
  • 4,232 SQFT
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An Unparalleled Penthouse With 1,000 Square Foot Private Terrace. Breathtaking, Unforgettable, Unobstructed Views Of Lake And City From Terrace And Residence. Penthouse Room Leads To The Terrace, Easily Accommodating 100 People For The Best Party...

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333 West Hubbard Street 1006, Chicago, IL - $4,250,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 5,020 SQFT
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10,000 Sq. Ft Indoor/outdoor True Penthouse In Heart Of River North. Step From Your 2 Premier 1st Floor Parking Spaces Directly Into The Doorman Lobby And Up To Your 10th Floor Penthouse. 5000 Sq Ft Inside, 11 Ft Ceilings, 4 Balconies, 3 Wood-bu...

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25 East Superior Street 4801, Chicago, IL - $3,495,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 7,100 SQFT
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Fabulous Entire 48th Floor At The Fordham. Taxes Under Separate Appeal. Approximately 7,100sf Interior Plus Two Large Terraces. Access Via Private Penthouse Lobby Bypassing The Door Staff If Desired. Elevator Opens Facing Spectacular North And Sou...

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351 West Huron Street Ph-7, Chicago, IL - $3,400,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
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Introducing The Brooklyn Chicago Designed By Award Winning Architect Hartshorne Plunkard In A Prime River North Location. Penthouse Unit With Amazing Views And Full Floor Luxury With Living Space Thoughtfully Designed With A Split Floorplan Featur...

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65 East Goethe 8w, Chicago, IL - $3,250,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,300 SQFT
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Rare Open Raw Space Penthouse. This Jaw Dropping Gold Coast Opportunity Is Located At Prestigious 65 East Goethe. Approximately 3300 Total Sq Ft Of Residential Interior Living, Plus 2 Additional Patios (east/ West Facing).one Level Up Is Your Priv...

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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.

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 September 25th, 2020 at 7:30am CDT.