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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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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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900 West Washington Boulevard Phw, Chicago, IL - $4,200,000

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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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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1812 North Howe Street Ph, Chicago, IL - $3,500,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,127 SQFT
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Hidden Gem Penthouse With Skyline Views In East Lincoln Park, Private Elevator Access Tucked Away On A Quiet, Tree-lined Street, This Three-story Luxury Penthouse Offers Unmatched Privacy And Breathtaking Skyline Views. Just Steps From Oz Park,...

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10 East Delaware Place 34a, Chicago, IL - $3,499,500

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,100 SQFT
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Explore The Property In 3d! Click The 3d Button To Take A Virtual Tour And Walk Through Every Detail. Magnificent Penthouse Custom-designed To Perfection, Nestled Within The Esteemed "10 East" Residence, A Pinnacle Of Luxury Living In Chicago's Co...

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132 East Delaware Place 6205-07, Chicago, IL - $3,390,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,600 SQFT
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Penthouse Floor Residence With 11 Ft Ceilings In Four Seasons/bloomingdale's Building. Over 3500 Sq. Ft. Completely Gutted 2023 And Redone In 2024. Never Lived In After Remodel. Seller Relocating. Live In Total Luxury In This 3 Bedroom 3.1bath Plu...

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Photo of Listing #12341284

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

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,279 SQFT
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Bring Your Vision-priced To Sell! Step Into The Pinnacle Of Luxury Living At The Prestigious River View Condominiums In Streeterville. This Rare Two-level Penthouse Residence Spans An Impressive 9,300 Square Feet, Offering An Unparalleled Blend O...

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Photo of Listing #12313746 CONTINGENT

416 West Deming Place 4, Chicago, IL - $2,995,000

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 - $2,899,999

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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Photo of Listing #12308650

2122 North Hudson Avenue -, Chicago, IL - $2,895,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 4,600 SQFT
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Spectacular Penthouse With Private Elevator Access In East Lincoln Park! This Unique Residence Features An Abundance Of Natural Light, And Stunning Views Of Skyline From The Living Room, Dining Room, Kitchen & Family Room. This 4 Bedroom, 4.1 Bath...

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2218 North Burling Street Ph, Chicago, IL - $2,750,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,663 SQFT
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Stunning Lincoln Park Penthouse - A True Urban Oasis! Finished And Ready For Occupancy. Discover The Epitome Of Luxury Living In This Magnificent Penthouse Located On One Of Lincoln Park's Most Sought-after Tree-lined Streets, Just Steps From Oz P...

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1157 West Erie Street 6ph, 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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3030 North Lake Shore Drive Ph401, Chicago, IL - $2,500,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 4,265 SQFT
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3030 N Lake Shore Drive Ph 401 Is A 4,265-square-foot 4-bedroom Duplex Penthouse In East Lakeview With Two Outdoor Spaces And Treetop Views That Overlook Lake Michigan. Occupying The Top Two Floors Of The Meeker Mansion, A Palatial Manse That Was ...

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505 North Mcclurg Court 4702, Chicago, IL - $2,400,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 3,637 SQFT
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Unveiling Penthouse 4702, An Extraordinary Masterpiece Perched Atop Streeterville's Highly Sought-after Parkview Condominiums At River East. This Exceptional Residence Redefines Luxury Living, Seamlessly Blending Classical Elegance With Modern Sop...

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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 April 23rd, 2025 at 6:08am CDT.