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
276 Properties Found. Page 1 of 23

Spectacular 6900 Sqft Penthouse. Once In A Life...

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$12,700,000 Active

  • 4 Beds
  • Baths
  • 6,850 ft²

Residential

401 North Wabash Avenue #87a, Chicago, IL

MLS® #09335769

Spectacular 6900 Sqft Penthouse. Once In A Lifetime Opportunity To Purchase Half Floor Masterpiece Penthouse At Trump. Uncompromising Views Of East,north,south And West Revealing A Bird's Eye View Of Chicago's Most Recognizable Architectural Elements And Lake Michigan. Owners Of This Remarkable 4...

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

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$12,500,000 Active

  • 4 Beds
  • 5 Baths
  • 5,600 ft²

Residential

11 East Walton Street #ph5800, Chicago, IL

MLS® #09353782

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...

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...

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

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$5,990,000 Active

  • 3 Beds
  • Baths
  • 5,000 ft²

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #09365282

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...

Experience 360 Views From The Most Spectacular ...

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$3,995,000 Active

  • 4 Beds
  • Baths
  • 6,800 ft²

Residential

400 West Ontario Street #1801, Chicago, IL

MLS® #09368945

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...

3 Bedroom Residential Property in Chicago, IL

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$3,195,000 Active

  • 3 Beds
  • Baths
  • 3,200 ft²

Residential

21 East Huron Street #4301, Chicago, IL

MLS® #09315027

Gorgeous Penthouse Benjamin Marshall Classical ...

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$2,999,995 Active

  • 4 Beds
  • 4 Baths
  • 4,000 ft²

Residential

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

MLS® #09344456

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...

Float Above The Neighborhood And Bask In The Na...

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$2,995,000 Active

  • 5 Beds
  • Baths
  • 5,200 ft²

Residential

2633 North Hermitage Avenue #ph2n, Chicago, IL

MLS® #09391184

Float Above The Neighborhood And Bask In The Natural Sunlight This Penthouse Home Invites In From All Sides. Surrounded By Walls Of Floor To Ceiling Windows, The Floor Plan Of This Exclusive Penthouse Is Inviting And Graceful, Seamlessly Combining Function And Elegance. With 13 Rooms And 6 Bathro...

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 ...

Announcing 1000 W Monroe, An Exclusive Developm...

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$2,457,360 Active

  • 3 Beds
  • Baths
  • 3,413 ft²

Residential

1000 West Monroe Street #7s, Chicago, IL

MLS® #09379970

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 ...

Welcome To The Top Of The World! Lake Point Tow...

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$2,345,000 Active

  • 3 Beds
  • Baths
  • 3,650 ft²

Residential

505 North Lake Shore Drive #6806, Chicago, IL

MLS® #09369963

Welcome To The Top Of The World! Lake Point Tower, Chicago's Infamous Iconic Skyscraper Exquisite Penthouse! 180 Degree Premium Views Of The City, Lake And Shore Line. Three Bedrooms, 3.5 Baths, Plus Library. Custom Built-ins Throughout! Gourmet Kitchen With High End Appliances! Wet Bar In Immens...

Rarely Available Luxury Duplex Penthouse By Acc...

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$2,225,000 Active

  • 4 Beds
  • 4 Baths
  • 3,267 ft²

Residential

111 South Peoria Street #ph02, Chicago, IL

MLS® #09264209

Rarely Available Luxury Duplex Penthouse By Acclaimed Developer Lg Development. This Penthouse Boasts A Wide Open Floor Plan. This New Construction Development Offers A 24 Hour Doorman, Wireless Everywhere, Dry Cleaning Drop Off/pick Up, Dog Wash, Bike Storage, And Tempered Garage. Delivery Will ...

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 December 3rd, 2016 at 9:50pm CST.