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
255 Properties Found. Page 1 of 22

Waldorf's Premier Full Floor Exclusive Residenc...

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$10,950,000 Active

  • 4 Beds
  • 5 Baths
  • 5,600 ft²

Residential

11 East Walton Street #ph5800, Chicago, IL

MLS® #09827860

Waldorf's Premier Full Floor Exclusive Residence One Of The Last Boutique Full Floors At The Top..and.on The Penthouse Levels! Exclusive Private Elevator Access Graciously Opens Directly Into Your Home. Unique Full Floor Boasts Unobstructed 360 Degree Views Of The City And Lake Michigan. 500 S...

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...

Huge Price Reduction! Motivated Seller! Specta...

REDUCED 8% Photo of Listing #09673775
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$5,995,000 Active

  • 3 Beds
  • Baths
  • 6,500 ft²

Residential

25 East Superior Street #ph5001, Chicago, IL

MLS® #09673775

Huge Price Reduction! Motivated Seller! 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 Address...

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

NEW Photo of Listing #09831855
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$4,500,000 Active

  • 3 Beds
  • Baths

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #09831855

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...

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...

Penthouse Level Raw Space - Top Floor - Create ...

NEW Photo of Listing #09834192
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$4,000,000 New

  • 3 Beds
  • Baths
  • 3,300 ft²

Residential

65 East Goethe #8w, Chicago, IL

MLS® #09834192

Penthouse Level Raw Space - Top Floor - Create Your Dream Home! Approximately 3300 Total Sq Ft = 3187 Sq Ft On Main Living Floor Level With Generous Patio Area. Additional 113 Sq Ft "arrival" Space On The Roof Level. West Facing Approx 1500 Sq Ft Private Roof Terrace - Includes 2 Car Parking. Ple...

Just Reduced! Exceptional River North Full Floo...

REDUCED 6% Photo of Listing #09778740
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$3,750,000 Active

  • 4 Beds
  • Baths
  • 4,200 ft²

Residential

200 West Grand Avenue #2401, Chicago, IL

MLS® #09778740

Just Reduced! 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 Acr...

One Of A Kind True Penthouse Residence In Landm...

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$2,899,000 Active

  • 3 Beds
  • Baths
  • 3,065 ft²

Residential

310 South Michigan Avenue #2800, Chicago, IL

MLS® #09828336

One Of A Kind True Penthouse Residence In Landmark Chicago Building. The Metropolitan Tower Maintains The Grandeur Of Yesteryear With A State Of The Art Heating & Cooling System. Extraordinary 360 Degree Views Of Navy Pier, Willis Tower, Millennium Park & Monroe Harbor Just To Name A Few. Floatin...

Announcing 1000 W Monroe, An Exclusive Developm...

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$2,617,360 Active

  • 3 Beds
  • Baths
  • 3,413 ft²

Residential

1000 West Monroe Street #7s, Chicago, IL

MLS® #09564397

Announcing 1000 W Monroe, An Exclusive Development With 12 Individual Residences. Designed By The Architects Of The Godfrey Hotel Among Other Renowned Structures, These Finely Appointed Homes Are Bringing Luxury To The Heart Of The West Loop. Compelling Architecture And Thoughtful Space Planning ...

Spectacular Full Floor Penthouse In The Heart O...

REDUCED 7% Photo of Listing #09622247
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$2,499,000 Active

  • 4 Beds
  • 4 Baths
  • 3,503 ft²

Residential

1035 North Dearborn Street #18-ph, Chicago, IL

MLS® #09622247

Spectacular Full Floor Penthouse In The Heart Of The Gold Coast. Absolutely Stunning Unit With Private Elevator Entry Opening To A Full Floor Penthouse With Extra High Ceilings. This Beautiful Home Is Highlighted By A Huge South Facing Terrace With Fabulous City Views! Top Of The Line Finishes; ...

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 January 18th, 2018 at 11:36am CST.