Chicago Penthouses For Sale

A penthouse condo in Chicago is a unit that’s typically on the highest floor of a building, giving its owners the best views, and often times, the most luxurious features. The idea of a penthouse was actually crated back in the 1920s when industry and economic growth sparked a massive construction boom in New York City. The demand for living in urban areas was through the roof and some of the most desirable living spaces at the time were at the top of existing buildings, and from there, the penthouse was born. 

Learn more about Chicago penthouses for sale below, or start browsing active penthouse listings on the MLS below:

Search Chicago Penthouses on the MLS Below:

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
371 Properties Found. Page 1 of 31

Waldorf Rare Opportunity - 'boutique' Full Floo...

NEW Photo of Listing #09781997
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$10,950,000 New

  • 4 Beds
  • 5 Baths
  • 5,600 ft²

Residential

11 East Walton Street #ph5800, Chicago, IL

MLS® #09781997

Waldorf Rare Opportunity - 'boutique' Full Floor Exclusive Residence Now Available!!! One Of The Last Premier Boutique Full Floors At The Top...on The Penthouse Levels! Exclusive Elevator Access Privately And Graciously Opens Directly Into Your Residence. Unique & Incredible Full Floor Boasts 36...

Completed In 2015, This Custom 6,850 Square Foo...

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$9,950,000 Active

  • 4 Beds
  • Baths
  • 6,850 ft²

Residential

401 North Wabash Avenue #87a, Chicago, IL

MLS® #09761764

Completed In 2015, This Custom 6,850 Square Foot Penthouse Was Built To Standards Rarely Seen In Chicago. Inherently Livable, This Residence Offers Perfectly Proportioned Rooms With 16 Foot Ceilings, Massive Floor-to-ceiling Windows With Panoramic Views In Every Direction, And Every Amenity Imagi...

Live In The Most Glamorous Half Floor Penthouse...

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$9,500,000 Active

  • 3 Beds
  • Baths
  • 5,500 ft²

Residential

401 North Wabash Avenue #88a, Chicago, IL

MLS® #09606029

Live In The Most Glamorous Half Floor Penthouse Unit On The 88th Floor. Commanding The Most Luxurious Panoramic Views, With Approximately 16ft Ceilings, 3 Fireplaces, A Glamorous State Of The Art Kitchen W/ Miele, Bosch, Wolf, Sub Zero, Snaidero & Butler's Pantry. A Truly Great Space For Enterta...

One-of-a-kind 3br Duplex Penthouse In Secluded ...

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$8,990,000 Active

  • 3 Beds
  • 4 Baths
  • 9,300 ft²

Residential

415 East North Water Street #ph05, Chicago, IL

MLS® #09653071

One-of-a-kind 3br Duplex Penthouse In Secluded Streeterville With Incredible Panoramic Views Of Lake Michigan, The Chicago River, Iconic Lake Shore Drive, And The City Skyline. This Unbelievable 9300 Sqft Home Features Imported Marble From Italy Throughout, Incredible Attention To Detail, Top Of ...

Inspiring Elegance Ushers You Into This 6200 Sq...

REDUCED 9% Photo of Listing #09476635
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$6,789,000 Active

  • 4 Beds
  • 5 Baths
  • 6,200 ft²

Residential

65 East Goethe Street #5n, Chicago, IL

MLS® #09476635

Inspiring Elegance Ushers You Into This 6200 Sq.ft. Single Floor Home At 65 E. Goethe. Spectacular Designer Finishes By Scott Himmel Include Suede Wrapped Walls, 6" Plank White Oak Floors, Custom Cove Molding, Crestron Av And Lighting, Vola, Drombracht And Grohe Fixtures, A Magnificent Bulthaup K...

Spectacular Entire 50th Floor Penthouse - Brand...

REDUCED 7% Photo of Listing #09673775
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$6,495,000 Active

  • 3 Beds
  • Baths
  • 6,500 ft²

Residential

25 East Superior Street #ph5001, Chicago, IL

MLS® #09673775

Spectacular Entire 50th Floor Penthouse - Brand New Just Completed Build Out From Raw Space. 6,500 Sqft + 1,000 Sqft Private Terraces. 360' Panoramic Views. 3 Bedroom 3.5 Bath, Media Room, Dining Room, Soaring Ceiling Heights. Every Detail Has Been Addressed With The Best Quality Materials.

Jaw Dropping 180 Degree East, South, And North ...

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$4,998,000 Active

  • 3 Beds
  • Baths

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #09743972

Jaw Dropping 180 Degree East, South, And North Views Of Lake Michigan, Millennium Park And Michigan Avenue From This Spectacular Full Floor Penthouse At The Legacy. Exceptional Finishes, No Detail Overlooked. Elevator Opens To A Private Entry Hallway. Luxurious Master Suite With Three Walls Of Gl...

Full Floor, Spectacular 5,300 Sqft Penthouse Wi...

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$4,750,000 Active

  • 4 Beds
  • Baths
  • 5,300 ft²

Residential

21 East Huron Street #4601, Chicago, IL

MLS® #09664101

Full Floor, Spectacular 5,300 Sqft Penthouse With Private Elevator Lobby: 2 Large Private Terrace, Gorgeous Unobstructed 360 Views From Floor To Ceiling Windows, And Soaring Ceiling Heights. Beautiful Master Suite With 2 Oversized Walk-in Closets And A Luxurious Master Bathroom, Plus 3 Additiona...

Awe-inspiring, Brand New Full Floor Condo With ...

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$4,450,000 Active

  • 3 Beds
  • Baths
  • 4,300 ft²

Residential

310 South Michigan Avenue #2600, Chicago, IL

MLS® #09750082

Awe-inspiring, Brand New Full Floor Condo With Breathtaking 360 Degree Views At The Metropolitan Tower. Finished At A Level Rarely Seen In The Marketplace, This Is A True One-of-a-kind Masterpiece. Soaring 15' Ceilings And A Dramatic 72' Living Space Lined With Windows Overlooking The Lake And Ch...

Exceptional River North Full Floor Penthouse Wi...

NEW Photo of Listing #09778740
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$3,999,000 Active

  • 4 Beds
  • Baths
  • 4,200 ft²

Residential

200 West Grand Avenue #2401, Chicago, IL

MLS® #09778740

Exceptional River North Full Floor Penthouse With 4,200 Interior Sq Ft Plus Over 2,000 Sq Ft Of Landscaped & Irrigated Wrap Around Terraces Accessible From Every Room. Custom Built From Raw Space, This Smart Home Offers Unobstructed 360 Degree Views From Floor To Ceiling Windows Across Open Floor...

Breathtaking South East Panoramic Views From 10...

REDUCED 1% Photo of Listing #09661795
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$3,325,000 Active

  • 3 Beds
  • Baths
  • 3,350 ft²

Residential

30 West Oak Street #9a, Chicago, IL

MLS® #09661795

Breathtaking South East Panoramic Views From 10ft Floor-to-ceiling Windows Throughout Entire Home. Live In This Award Winning, Architecturally Significant Building With Less Than 45 Units. This Elegant Home Features 3 Bedrooms & 4 1/2 Baths. Oversized 24'x 12' Terrace With Views Of Lake Michigan....

Stunning 4 Story Live/work Building Located On ...

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$3,000,000 Active

  • 4 Beds
  • Baths
  • 5,000 ft²

Residential

1019 West Fulton Market Street #1019, Chicago, IL

MLS® #09658130

Stunning 4 Story Live/work Building Located On A Tree Lined Street In The Heart Of The Booming Fulton Market Directly Across From 1k Fulton (google Building). This Rare Building Is 1 Of Only 6 Similar Buildings On The Same Block That Share Their Own Private Alley.live In Your 3 Story Penthouse W...

A closer look at penthouse condos in Chicago

As the birthplace of the skyscraper, Chicago has adopted the penthouse concept quite nicely, and just like in New York, many of Chicago’s most sought after condos rest atop very high-end condo buildings like Trump Tower, the Ritz Carlton Residences, Waldorf Astoria Chicago, and The Palmolive—just to name a few. Today, most condo buildings in Chicago have at least one penthouse residence, and in many instances, buildings now include several penthouse “floors,” which anymore were implanted into newer construction condo buildings mainly for marketing purposes. The allure of living in a penthouse certainly has marketability, especially today, where the market is so competitive and developers are trying to give their buildings any advantage possible.  

Contact me for information regarding Chicago penthouses for sale  

For many luxury home buyers in Chicago, there’s nothing quite like living in a penthouse and they’ll stop at nothing to find the perfect penthouse unit. Luckily for them, and you, we’ve now made it much easier to find the Chicago penthouse residence of your dreams. And the most luxurious penthouses in Chicago offer buyers stunning views, the finest finishes, and first-class amenities on-site. So to see any of the penthouse properties listed above in person, please contact us at your earliest convenience.

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 Berkshire Hathaway HomeServices KoenigRubloff Realty Group 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.

Listing information last updated on October 23rd, 2017 at 7:21am CDT.