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
348 Properties Found. Page 1 of 29

Dramatic Penthouse In Classic Vintage Building ...

REDUCED 1% Photo of Listing #09042323
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$8,800,000 Active

  • 5 Beds
  • Baths
  • 8,025 ft²

Residential

189 East Lake Shore Drive #ph18, Chicago, IL

MLS® #09042323

Dramatic Penthouse In Classic Vintage Building On East Lake Shore Drive. Completely Renovated With The Finest Of Materials, This 8025* Sqft Home Has Expansive Lake & City Views. Oversized Windows & Extraordinary Ceiling Height Make This Apartment Truly One-of-a-kind. The Master Suite With Private...

Inspiring Elegance Ushers You Into This 6200 Sq...

REDUCED 3% Photo of Listing #09239513
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$8,525,000 Price Change

  • 3 Beds
  • 5 Baths
  • 6,200 ft²

Residential

65 East Goethe Street #5n, Chicago, IL

MLS® #09239513

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...

Stunning Full Floor Penthouse At The Legacy.app...

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$7,999,000 Active

  • 4 Beds
  • Baths
  • 9,500 ft²

Residential

60 East Monroe Street #7102-01, Chicago, IL

MLS® #09165810

Stunning Full Floor Penthouse At The Legacy.approx 9500 Square Feet Spanning The Entire 71st Floor With Unparalleled 360 Degree Views Of Lake Michigan, Millennium Park And The Chicago Skyline. This Custom Home Has Dramatic 12' Ceilings, Floor To Ceiling Windows, A Beautifully Crafted Wine Cellar ...

Top Floor: Spectacular Entire 50th Floor Pentho...

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$7,800,000 Active

  • 3 Beds
  • Baths
  • 7,000 ft²

Residential

25 East Superior Street #5001, Chicago, IL

MLS® #09127030

Top Floor: Spectacular Entire 50th Floor Penthouse With Very High Ceilings, Recently Completed 7,000 Sqft Living Space + 1000+ Sqft Private Terraces. 360' Panoramic Views. 3 Bedroom 4 Bath, Media Rm, Dining Rm, Soaring Ceiling Heights. Every Detail Has Been Addressed W/the Best Quality Materials...

The Penthouse At The Legacy: Spanning The Entir...

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$6,250,000 Active

  • 3 Beds
  • Baths
  • 5,000 ft²

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #09162632

The Penthouse At The Legacy: Spanning The Entire 72nd Floor With Unprecedented 180 Degree Views Of Lake Michigan, Millennium Park, Chicago Yacht Club & Many Of Chicago's Iconic Landmarks. This One Of A Kind, 5,000 Sf Custom Designed Home, Was Completed In 2014 With No Detail Left Undone. Elevator...

Simply Incredible Penthouse In Iconic Aqua Towe...

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$5,950,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²

Residential

225 North Columbus Drive #8004, Chicago, IL

MLS® #09135475

Simply Incredible Penthouse In Iconic Aqua Tower, Unobstructed Views From Every Room , Open Entertaining Space, Undulating Balcony , Full Amenity Building In The Best Location In Chicago "lakeshore East ". Tastefully Designed With Luxurious Finishes. 2 Prime Parking Spaces Included. Five Star...

Spectacular Top Full Floor Penthouse: Unobstruc...

REDUCED 9% Photo of Listing #09165123
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$4,995,000 Active

  • 4 Beds
  • Baths
  • 5,143 ft²

Residential

21 East Huron Street #4801, Chicago, IL

MLS® #09165123

Spectacular Top Full Floor Penthouse: Unobstructed 360 Views From 5,180sqft Full Floor Penthouse! Elevator Opens On Your Floor. Enormous Terrace And Balcony. Beautifully Renovated With Custom Mill Work And Lighting Throughout, 700 Bottle Wine Cellar, Wet Bar, Office With Custom Wood Cabinets And ...

Experience 360 Views From The Most Spectacular ...

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$4,790,000 Active

  • 4 Beds
  • Baths
  • 6,800 ft²

Residential

400 West Ontario Street #1801, Chicago, IL

MLS® #09227418

Experience 360 Views From The Most Spectacular Offering In The Heart Of River North. This Completely Gutted, Private Elevator Entrance 4 Bed/4.1 Bath 6800sqft Penthouse Boasts The Finest Contemporary Finishes, Advanced Crestron System Complimented By Floor To Ceiling Windows W/incredible Views Th...

Gorgeous Penthouse Benjamin Marshall Classical ...

REDUCED 9% Photo of Listing #09261603
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$2,999,995 Price Change

  • 4 Beds
  • 4 Baths
  • 4,000 ft²

Residential

999 North Lake Shore Drive #9a, Chicago, IL

MLS® #09261603

Gorgeous Penthouse Benjamin Marshall Classical Beau Arts On East Lake Shore Drive. Grand Living With Breathtaking Views Of The Lake. 4000 Sq.ft. Recently Renovated And Features 4 Bedrooms/4 Bathrooms. 10' Ceilings, Custom Fireplace, Vintage Paneling, Herringbone Oak Floors. Formal Library With B...

Spectacular, One Of A Kind South Facing Pentho...

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$2,995,000 Active

  • 3 Beds
  • 4 Baths
  • 4,700 ft²

Residential

500 West Superior Street #2801, Chicago, IL

MLS® #09115791

Spectacular, One Of A Kind South Facing Penthouse Condo At The Montgomery! Wide, Open Space For Easy Entertaining, Sensational City Views, And 14' Ceilings. The High End, Chef's Kitchen Features All Of The Best Appliances And An Extra Large Island With Breakfast Bar. Luxurious Master Suite With ...

Amazing, Loft Mansion In The Fulton Market. App...

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$2,875,000 Active

  • 3 Beds
  • Baths

Residential

1152 West Fulton Market Street #5c, Chicago, IL

MLS® #09241390

Amazing, Loft Mansion In The Fulton Market. Approx 4700 Sqft On 3 Levels, Addt'l 2400 Sqft Outdoors, With 360' Views. Brazilian Cherry Hrwd Flrs Thru/out, High Ceilings 10 -25', Remote Control Modern Frpl, Contemporary Glass Staircase, Imported Italian Cab/closets, Modern Kitchen- Dacor, Liebher...

Welcome To 101 North, A Luxurious New 10-story ...

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$2,800,000 Contingent

  • 3 Beds
  • Baths
  • 2,873 ft²

Residential

101 West North Avenue #10b, Chicago, IL

MLS® #09127808

Welcome To 101 North, A Luxurious New 10-story Boutique Building That Will Transform The Corner Of Clark & North Avenue Where The Gold Coast, Old Town & Lincoln Park Meet. The Elegant Brick & Limestone Facade Will Blend Seamlessly Into The Historic Landscape Of The Neighborhood. Spanning The Cent...

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 July 28th, 2016 at 1:09pm CDT.