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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

$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
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451 East Grand Avenue Ph65, Chicago, IL - $15,170,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 7,582 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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1325 North Astor Street 13, Chicago, IL - $6,999,000

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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57 East Delaware Street 4100, Chicago, IL - $6,900,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 6,700 SQFT
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Unprecedented Top Floor Duplex Penthouse With Two Terraces At The Bristol, In The Heart Of Chicago's Gold Coast Neighborhood. Magnificently Designed, This 6,700sqft Residence With Modern Interiors, Is Situated High Above In The Sky With Stunning V...

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132 East Delaware Place 6302, Chicago, IL - $5,600,000

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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676 North Kingsbury Street Ph608, Chicago, IL - $4,670,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 4,648 SQFT
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The Crown Jewel Of The River North Neighborhood! There Is Only One Address, 676 North Kingsbury, The Ronsley. A Rare Offering Of The Preeminent Penthouse Unit Has Come To Market. Do Not Miss Your Chance To Secure An Absolute One-of-a-kind Home I...

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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 - $3,900,000

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 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-burn...

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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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132 East Delaware Place 6205-07, Chicago, IL - $2,995,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,600 SQFT
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Live The Life. Rarely-available Penthouse Unit In The Fabulous Four Seasons Residences, 3,600 Appx Square Feet Of Luxurious Living All On One Level, No Stairs, 3 Ensuite Bedrooms, Each Bedroom Has Its Own Bath, Great For Hosting Out Of Town, Famil...

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Photo of Listing #11039728

33 East Bellevue Place E7, Chicago, IL - $2,995,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,094 SQFT
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Stunning Penthouse In Quaint Vintage Building On Bellevue. Two Large Outdoor Terraces. Duplex Feels Like A Town Home On Top Of The Building. One Indoor Parking Space Is Included. Great Lake Views Off The Main Terrace Facing East. Recent Renova...

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25 East Superior Street 4801, Chicago, IL - $2,975,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 7,100 SQFT
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Staged Photos Added For Your Convenience. Fabulous Entire 48th Floor At The Fordham. Taxes Under Separate Appeal And Expected To Be Lowered To ~$60k. **please See Letter From Tax Lawyer Under Documents Tab.** Approximately 7,100sf Interior Plus T...

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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 August 1st, 2021 at 6:30pm CDT.