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
339 Properties Found. Page 1 of 29

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

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$12,500,000 Active

  • 4 Beds
  • Baths
  • 6,850 ft²

Residential

401 North Wabash Avenue #87a, Chicago, IL

MLS® #09576212

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...

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...

Live In The Most Glamorous Half Floor Penthouse...

NEW Photo of Listing #09606029
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$9,500,000 New

  • 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...

Dramatic Penthouse In Classic Vintage Building ...

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$8,800,000 Active

  • 5 Beds
  • Baths
  • 8,025 ft²

Residential

189 East Lake Shore Drive #ph18, Chicago, IL

MLS® #09576191

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 1% Photo of Listing #09476635
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$7,435,000 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...

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

NEW Photo of Listing #09604995
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$5,495,000 New

  • 3 Beds
  • Baths
  • 5,000 ft²

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #09604995

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...

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

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$4,950,000 Active

  • 4 Beds
  • Baths
  • 5,300 ft²

Residential

21 East Huron Street #4601, Chicago, IL

MLS® #09491597

Full Floor, Spectacular 5,300 Sqft Penthouse With Private Elevator Lobby: A 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...

Luxury Penthouse Living In Architectural Marvel...

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$4,500,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²

Residential

225 North Columbus Drive #8004, Chicago, IL

MLS® #09512745

Luxury Penthouse Living In Architectural Marvel, Aqua Tower. 14', Floor To Ceiling Windows Throughout & Two, 57' Undulating Balconies Offer Spectacular, Unobstructed Views Of The Skyline, Lake, River & Navy Pier From Every Room. This Unparalleled Home On The 80th & 81st Floor Is Completely Cust...

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

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

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$2,850,000 Active

  • 3 Beds
  • 4 Baths
  • 4,700 ft²

Residential

500 West Superior Street #2801, Chicago, IL

MLS® #09474804

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 ...

Attention Buyers Desiring Massive Outdoor Space...

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$2,750,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²

Residential

6 North Michigan Avenue #1903, Chicago, IL

MLS® #09487985

Attention Buyers Desiring Massive Outdoor Space... Stunning Property With A Ny Tribeca Feel To It, 1,000 Sq Ft Private Rooftop; South Facing Sun Drenched Terrace Overlooking The Art Institute, Burnham Harbor And All Millennium Park Has To Offer. 2 Levels Of Living Boasts Unparalleled Luxury And E...

4 Bedroom Residential Property in Chicago, IL

REDUCED 7% Photo of Listing #09496108
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$2,700,000 Active

  • 4 Beds
  • 4 Baths
  • 4,000 ft²

Residential

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

MLS® #09496108

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 April 29th, 2017 at 4:05am CDT.