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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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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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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 #11225663

1325 North Astor Street 13, Chicago, IL - $5,999,000

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 Lives Like A Single Family Home, With Views In All Directions And Three Stunning Outdoor Terraces. The Circular Entry Welc...

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77 East Walton Place 21c, Chicago, IL - $4,985,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 4,788 SQFT
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This Is A One-of-a-kind Masterpiece In The Intimate, 47-unit, 900 Residences! Every Single Inch Of This Nearly 5,000 Square Foot Unit Was Completely Reimagined Between 2020 And 2022, And Redesigned With The Absolute Finest Of Finishes. The Layout ...

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Photo of Listing #11443660

175 East Delaware Place 9207, Chicago, IL - $4,500,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 3,308 SQFT
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Chicago's Most Magnificent Penthouse! Live Life At The Very Top In Chicago's Ultimate Luxury Residence On The Highest Residential Floor (92nd) Of The Iconic "hancock" Building, Spanning The Entire S/e Corner With 65 Linear Feet Of Windows Offerin...

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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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199 East Lake Shore Drive Ph10w, Chicago, IL - $3,900,000

Residential, Attached Single
  • 3 Beds
  • 5 Baths
  • 4,232 SQFT
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Once In A Lifetime Opportunity On East Lake Shore Drive! This Irreplaceable Penthouse Home Features The Best Unobstructed East Views Of Chicago And Lake Michigan From The Endless Window Line Up To The Massive Privately Owned Rooftop Terrace Which ...

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25 East Superior Street 4602, Chicago, IL - $3,450,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,200 SQFT
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Situated In The Prestigious Fordham Building In The Cathedral District Of River North, This Exquisite Penthouse Residence Is Located On The 46th Floor Affording Panoramic City & Lake Views From Every Room. The First Resale Of This Custom Designed ...

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180 East Pearson Street 7203, Chicago, IL - $3,195,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,376 SQFT
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Exquisitely Appointed And Rarely Available Corner Penthouse At The Iconic Water Tower Residences Features Spectacular, Panoramic Views Of Lake Michigan To The North, East And South, Including Views Of The Lake From Every Room. This Sunny And Seren...

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Photo of Listing #11396904

21 East Huron Street 4301, Chicago, IL - $3,000,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,200 SQFT
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One Of A Kind! Newly Renovated To Reflect Today's Lifestyle! Pinnacle Penthouse Has Two Enormous Private Terraces With Spectacular Panoramic City Views. Dramatic 3200 Sq.3 Bedroom, 3 And 1/2 Bath Floor Plan Graces Half Of The 43rd Floor.walls Of F...

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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 June 25th, 2022 at 8:23am CDT.