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Chicago Penthouses

Life at the Top in Luxury Condos 

Read more about Penthouses

Chicago Penthouses for Sale

                                                                                           

Luxury Chicago Penthouses for Sale

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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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199 East Lake Shore Drive #10-11e, Chicago, IL - $8,885,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 9,672 SQFT
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Designed By Benjamin Marshall, This Extraordinary 9,600+ Sf Residence Is Being Offered For The First Time In 25 Years. Imagine Gatsby Style Entertaining In Grand Rooms Enriched With High, Detailed Ceilings And Fireplaces Throughout. Spanning Two L...

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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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1300 North State Parkway #1202, Chicago, IL - $6,999,000

Residential, Attached Single
  • 5 Beds
  • Baths
  • 5,913 SQFT
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One Of The Most Sophisticated Homes To Come To Market, Ph 1202 At The Ambassador Is In A League Of Its Own. Warm Modern Details Grace This 5913 Sqft Ph In The Heart Of Chicagos Most Sought After Neighborhood. Purchased As Raw Space And Reimagined ...

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189 East Lake Shore Drive #ph18, Chicago, IL - $6,995,000

Residential, Attached Single
  • 5 Beds
  • Baths
  • 7,462 SQFT
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This Dramatic Penthouse In A Classic Vintage Building On East Lake Shore Drive Has Been Completely Renovated With The Finest Of Materials. Over 7400 Square Feet Of Luxurious Finishes With Expansive Lake & City Views Plus An Additional 550 Square F...

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Photo of Listing #10300971

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

Residential, Attached Single
  • 3 Beds
  • 5 Baths
  • 7,000 SQFT
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This Listing Has Floor Plan Pdf, Interactive Floor Plans And Walk Thru Movie As A Tour To Help With Remote Showings. All Floor Plans Are Also Pictures At The End Of The Unit Pictures. Bathed In The Ever-changing Dramatic Light Of The Lake And Cit...

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199 East Lake Shore Drive #ph10w, Chicago, IL - $4,900,000

Residential, Attached Single
  • 3 Beds
  • 4 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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199 East Lake Shore Drive #10e, Chicago, IL - $4,500,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 4,836 SQFT
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Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 10th Floor Is One Level Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious Homes...

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199 East Lake Shore Drive #11e, Chicago, IL - $4,500,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 4,836 SQFT
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Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 11th Floor Is The Top Floor Ph Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious...

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400 West Ontario Street #1801, Chicago, IL - $3,890,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 6,800 SQFT
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Experience "the Penthouse". This Massive, One-of-a-kind Property In The Heart Of River North. As You Enter The Sprawling 6,800 Square Foot Property Via Private Elevator, You Will Be Captivated By Soaring Floor-to-ceiling Windows Offering Unsurpass...

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

Residential, Attached Single
  • 3 Beds
  • 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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Photo of Listing #10555404

888 South Michigan Avenue #ph2, Chicago, IL - $2,950,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 6,000 SQFT
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Rare Opportunity To Acquire Full-floor Penthouse In Prestigious Boutique Building With Unobstructed And Panoramic Views Of Chicago's Lakefront And Skyline. Designed By Holabird & Roche, This Classical Revival Is On The National Register Of Histori...

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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.

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 April 3rd, 2020 at 3:20pm CDT.