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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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800 North Michigan Avenue Ph67, Chicago, IL - $15,750,000

Residential, Attached Single
  • 6 Beds
  • 8 Baths
  • 9,250 SQFT
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Unparalleled Views From The Park Tower's Crown Jewel That Will Impress Even The Most Discerning Buyer. A Full Floor Duplex Penthouse Like No Other At Chicago's Premier Address, 800 N. Michigan, With 5-star Luxury Hotel Amenities. 12 Foot Ceilings...

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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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800 North Michigan Avenue Ph66, Chicago, IL - $13,250,000

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 8,000 SQFT
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Spectacular Full Floor Opportunity To Build The Penthouse Of Your Dreams! 8000+ Square Feet Of Magnificent Raw Space Ready To Be Finished. Grand 13' Ceilings, Stunning 360 Degrees Views Of Lake Michigan, City, Sunrises And Sunsets. Entertain Fro...

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11 East Walton Street Ph5800, Chicago, IL - $9,595,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 5,600 SQFT
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Rare Bespoke Opportunity Awaits! A Crown Jewel At The Penthouse Levels At The Waldorf Is Now Available For Your Customization To Offer One Of The Most Unique 5,600 Sqft Full-floor Boutique Residences In The City. The Elevator Opens Into Your Ow...

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

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 9,672 SQFT
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Chicago's Penthouse! This Elegant 9600+ Sf Duplex Home Sits Atop A 1913 Benjamin Marshall Beaux-arts Masterpiece On Exclusive East Lakeshore Drive - Enjoy Ultimate Privacy And Security With Only 13 Residences And A Full-time Staff. The Generous Sc...

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21 East Huron Street 4501, Chicago, IL - $7,500,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 6,000 SQFT
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Beautifully Remodeled 6000sqft Full Floor Penthouse Unit Surrounded By Terraces. Nothing Like This Exists In Chicago. The Owners Spared No Expense In Creating The Ultimate Full Floor Penthouse Residence With The Most Unique Outdoor Space Featuring...

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25 East Superior Street 4701, Chicago, IL - $6,950,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 8,100 SQFT
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Flawless, Design-forward, Full-floor Penthouse Residence At The Fordham, Complete With Five Private Terraces. Located On A Tree-lined Stretch Of Superior Street Just Steps Away From Chicago's Magnificent Mile, This 4 Bed/6 Bath, 8,100-square-foot ...

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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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132 East Delaware Place 6302, Chicago, IL - $4,900,000

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 3 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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1325 North Astor Street 13, Chicago, IL - $4,500,000

Residential, Attached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Step Off The Elevator Directly Into This Exceptional Six Bedroom, Six Bathroom David Adler Designed Duplex. This Penthouse Is Literally A Single Family Home On Top Of A Building, With Views In All Directions And Three Stunning Outdoor Terraces. ...

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Photo of Listing #11298539

21 East Huron Street 4801, Chicago, IL - $4,500,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,143 SQFT
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Lucien Lagrange- Architecturally Spectacular Full Top Floor Penthouse: Fully Renovated 5,180sqft Penthouse With Unobstructed 360 Views! Private Elevator Opens On Your Floor. Enormous Private Terrace And Balcony. This Top Floor Beautifully Renovate...

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2350 North Orchard Street 704, Chicago, IL - $4,375,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 3,596 SQFT
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The Last Four-bedroom Home At The Orchard Private Residences, A Plush And Comfortable New Construction Boutique Building Featuring 32 True Highly Designed Homes By Internationally Acclaimed Design Firm, Soucie Horner. Conceptualized With Thoughtfu...

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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 October 1st, 2022 at 6:53pm CDT.