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Chicago Penthouses

Life at the Top in Luxury Condos 

Read more about Penthouses

Penthouse

Is it a buyer's or seller's market for penthouses and condos? Check by zip code

                                                                                           

Luxury Chicago Penthouses for Sale

$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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11 East Walton Street Ph58, Chicago, IL - $6,995,000

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 5,600 SQFT
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A Rare And Exceptional Full Floor Opportunity Awaits At The Top Of The Waldorf Astoria-an Entire Top-floor Penthouse, Offering Unparalleled Potential To Design The Ultimate Luxury Residence. Spanning The Entire 58th Floor, This Exclusive Space Is ...

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451 East Grand Avenue Ph66, Chicago, IL - $6,995,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 7,147 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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900 West Washington Boulevard Phw, Chicago, IL - $4,500,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 4,949 SQFT
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This Stunning Top-floor Duplex Penthouse Offers Panoramic Views To The North, West, And South, With An Expansive Wrap-around Terrace. Situated In Noir, One Of The Midwest's Most Sought-after Luxury Residences And The First Leed Gold Certified Buil...

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453 West Briar Place Ph-west, Chicago, IL - $4,499,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 4,647 SQFT
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Brand New Construction Penthouse Condo On An Extra-wide Lot With Private Elevator Access Directly Into The Unit. This Beautiful, True Penthouse East Lakeview Condo Has An Elevator That Will Take You Right From The Front Door Or Garage And Into Yo...

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1320 North State Parkway 14-15cd, Chicago, IL - $3,999,000

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 7,750 SQFT
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This Architecturally Significant Gold Coast Penthouse Offers 7,750 Sqft Of Exceptional Living Space. Designed For The Grandeur Of The 1920s And Modernized For 21st-century Living, It Provides A Brilliant Combination Of Elegance And Practicality. T...

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438 West Saint James Place 4th, Chicago, IL - $3,895,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,293 SQFT
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One Unit Left! Site Tours Have Begun, To Physically View And Walk This Home Is The Only Way Understand The Precious Nuances, And Customize Your Home, Look At North Pond And Garden Views From Each & Every Window. Seize The Rare Opportunity To Own A...

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Photo of Listing #12117415

225 North Columbus Drive 8108, Chicago, IL - $3,800,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Experience Views Of The Lake And City From This Top Floor - Penthouse Unit In Chicago's Aqua Tower. Award-winning Architect Jeanne Gang Designed This Building's Unique, Slow Rippling Balconies, Giving The Skyscraper A Sculptural Quality. This Resi...

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438 West Saint James Place 3, Chicago, IL - $3,695,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,293 SQFT
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Hurry, Last Unit Available! Already Drywalled, Make Your Selections Now. Delivery March 2025. Discover The Pinnacle Of Luxury Living In Lincoln Park's Most Exclusive New Development, Where Unparalleled Design And An Unrivaled Location Converge. On...

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Photo of Listing #12116135

1812 North Howe Street Ph, Chicago, IL - $3,675,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,127 SQFT
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Luxury New Construction Penthouse, Skyline Views In Desirable East Lincoln Park. You Will Be In Awe Of This Elevated Elegant New Construction 3-story Luxury Home. From Craft And Design To Location And Skyline Views, This Sun Drenched Property Is W...

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Photo of Listing #11744584

415 East North Water Street 3205, Chicago, IL - $3,595,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,279 SQFT
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Step Into The Pinnacle Of Luxury Living In Streeterville At The Prestigious River View Condominiums. This Unparalleled Two-level Home Transcends Expectations, Resembling A Sky-high Mansion With Its Exquisite Design And Opulent Features. The Reside...

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132 East Delaware Place 6205-07, Chicago, IL - $3,590,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,600 SQFT
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Penthouse Floor Condo In Four Seasons Building At The Gold Coast. Live In Total Luxury In This This 3 Bedroom Condo With Two True Master Suites. This Unit Was Completely Gutted And Rebuilt After1.5 Year Remodel It's Now Available Completely Brand...

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Photo of Listing #12268269

1851 North Halsted Street 4, Chicago, IL - $3,550,000

Residential, Attached Single
  • 5 Beds
  • 4 Baths
  • 3,800 SQFT
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Experience Luxury Living In Lincoln Park. Step Into This Extraordinary Full-floor Penthouse In The Heart Of Lincoln Park, Meticulously Crafted By Sulo Development And Available For The First Time. Spanning 3,800 Sq Ft On The Main Level, This One-o...

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Photo of Listing #12168008

416 West Deming Place 4, Chicago, IL - $3,295,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,430 SQFT
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Step Into This One-of-a-kind East Lincoln Park Penthouse, Expertly Designed By Luxury Lifestyle Design Group Soucie Horner, Flooded With An Abundance Of Natural Light With Custom Features Throughout. The Open Floor Plan Is Not Only An Example Of ...

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1942 North Sedgwick Street Ph, Chicago, IL - $2,999,999

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,200 SQFT
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This Extraordinary Penthouse, Built As The Developer's Personal Residence, Is Being Offered For The First Time And Is A Rare Opportunity To Own This Masterpiece Crafted By The Highly Acclaimed Developer - Pld Homes. Nestled In The Highly Desirable...

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2218 North Burling Street 3, Chicago, IL - $2,799,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
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This Massive New Construction Duplex-up, Penthouse, 4-bedroom/4.5 Bathroom Home Has Been Beautifully Appointed, Is Expertly Crafted, And Comes With A Joyous Amount Of Character. Built By Reputable Pld Homes And Sitting On An Extra-wide Lot, You Wi...

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1157 West Erie Street Ph, Chicago, IL - $2,650,000

Residential, Attached Single
  • 5 Beds
  • 3 Baths
  • 4,800 SQFT
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Perfectly Located On The Border Of River West And West Loop, In An Exclusive Boutique Building With Only Nine Residences, This Exceptional Full-floor Penthouse Redefines Luxury Living. Over 4,800 Square Feet And Accessible Via A Private Elevator, ...

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Photo of Listing #12273724

21 East Huron Street 4301, Chicago, IL - $2,400,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,200 SQFT
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Prime Location! Experience Unparalleled Luxury In The Heart Of The Cathedral District!! Discover An Exquisite Lifestyle In This Remarkable Penthouse Condo At The Prestigious Pinnacle Building. This Half-floor Masterpiece Boasts Two Expansive Terra...

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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 January 20th, 2025 at 4:08pm CST.