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
308 Properties Found. Page 1 of 26

Waldorf's Premier Penthouse/full Floor Opp...

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$9,975,000 Active

  • 4 Beds
  • 5 Baths
  • 5,600 ft²

Residential

11 East Walton Street #ph5800, Chicago, IL

MLS® #10143421

Waldorf's Premier Penthouse/full Floor Opportunity. Last Boutique Full Floor With Private Elevator Access Graciously Opening Directly Into Your Home . 58th Floor Boasts Unobstructed 360 Degree Views Of The City And Lake Michigan. 500 Sqft Open Sky Terraces. Rare 12 1/2 Ft Ceiling Heights A...

One Of A Kind Penthouse Home With Views Overloo...

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$5,650,000 Active

  • 4 Beds
  • Baths
  • 4,518 ft²

Residential

1550 North Clark Street #1002, Chicago, IL

MLS® #10099204

One Of A Kind Penthouse Home With Views Overlooking Lincoln Park And The Lake, At The Intersection Of The Gold Coast, Lincoln Park And Old Town. 1550 On The Park Offers Luxury New-construction In A Boutique, Full-amenity Building. With Interiors By Gary Lee Partners, Each Spacious 2-, 3- Or 4br H...

Classically Designed Home In A Superb Gold Coas...

NEW Photo of Listing #10166506
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$5,279,000 Active

  • 3 Beds
  • 5 Baths
  • 6,200 ft²

Residential

65 East Goethe Street #5n, Chicago, IL

MLS® #10166506

Classically Designed Home In A Superb Gold Coast Building W/a Premiere Locale. 6200 Square Feet Of Luxe, This Home Offers Expansive Room Sizes & Stylish Finishes At Every Turn. The Formal Living Rm Has Hand Waxed Wide Plank Wood Flooring & Is Open To The Formal Dining Space & Opposing...

Full Floor, True Penthouse Unit At The Fordham!...

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$4,995,000 Active

  • 3 Beds
  • Baths
  • 6,391 ft²

Residential

25 East Superior Street #5001, Chicago, IL

MLS® #10143601

Full Floor, True Penthouse Unit At The Fordham! This Expansive Home Offers 360 Degree Views Over Chicago Including Two Large Private Terraces & Nearly 6500 Square Feet. Great For Entertaining, The Entire West End Of The Home Is Devoted To The Public Space W/a Gorgeous Chef's Kitchen, Gr...

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

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$4,100,000 Active

  • 3 Beds
  • Baths

Residential

60 East Monroe Street #7201, Chicago, IL

MLS® #10137087

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...

Brand New Construction! Entire Floor Penthouse ...

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$4,000,000 Active

  • 3 Beds
  • Baths
  • 4,300 ft²

Residential

310 South Michigan Avenue #2600, Chicago, IL

MLS® #10090690

Brand New Construction! Entire Floor Penthouse "masterpiece At The Metropolitan" With Soaring 15' Ceilings Loft Space Overlooking Millennium Park With Breathtaking 360 Degree Views. Finished With Meticulous Attention To Detail Using The Highest Level Of Rarely Used Material. Living...

Rare Open Raw Space Penthouse. This Jaw Droppin...

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$3,750,000 Active

  • 3 Beds
  • Baths
  • 3,300 ft²

Residential

65 East Goethe #8w, Chicago, IL

MLS® #10012225

Rare Open Raw Space Penthouse. This Jaw Dropping Gold Coast Opportunity Is Located At Prestigious 65 East Goethe. Approximately 3300 Total Sq Ft Of Residential Interior Living, Plus 2 Additional Patios (east/ West Facing).one Level Up Is Your Private 1500 Sq Ft Roof Top Terrace (4 Direction Expos...

Spectacular Penthouse! Recent 2017 Complete Hig...

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$2,599,000 Active

  • 4 Beds
  • Baths

Residential

1555 North Astor Street #48w, Chicago, IL

MLS® #10107804

Spectacular Penthouse! Recent 2017 Complete High End Renovation. Breathtaking, Panoramic, Unobstructed, Wraparound Views In All Directions Of Lake Michigan, Lincoln Park & City Skyline! Shows Absolutely Beautifully! Some Rooms Feature 10' Ceilings. Wide Open Living Rm, Dining Rm, Study. ...

Four Units Remain At Mille, West Loop, An Exclu...

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$2,596,480 Active

  • 3 Beds
  • Baths
  • 3,776 ft²

Residential

1000 West Monroe Street #7n, Chicago, IL

MLS® #10152654

Four Units Remain At Mille, West Loop, An Exclusive Boutique Development With 12 Individual Residences. Designed By The Architects Of The Godfrey Hotel Among Other Renowned Structures And Developed By Synergy Construction, These Finely Appointed Homes Are Bringing Luxury To The Heart Of The West ...

Welcome To Your Private Floor Penthouse W/ Conn...

NEW Photo of Listing #10167207
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$2,495,000 Active

  • 3 Beds
  • 3 Baths
  • 2,957 ft²

Residential

200 North Dearborn Street #4700, Chicago, IL

MLS® #10167207

Welcome To Your Private Floor Penthouse W/ Connected 2350 Sq Ft Private Rooftop Deck Accessed From Interior Staircase. Luxury Begins The Moment You Call The Elevator-opening Directly Into An Immaculate 2,957 Sq Ft 3bed/3bath Home. Rooftop Deck Is Completely Tiled W/ Endless 360 Degree Views. Glor...

Enjoy The Sunsets And River Views From This Dra...

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$2,470,000 Active

  • 3 Beds
  • Baths
  • 4,357 ft²

Residential

600 North Kingsbury Street #506, Chicago, IL

MLS® #10097209

Enjoy The Sunsets And River Views From This Dramatic Three Story Condo In The Heart Of River North. Simply Nothing Like It On The Market! This Condo Lives Like A Single Family Home And Is Filled With Luxury Upgrades. Features Include A Dramatic Sweeping Two Story Living Room With Fireplace, Three...

New Custom Deck - See Photos: Awesome Totally U...

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$2,450,000 Active

  • 3 Beds
  • 3 Baths
  • 4,056 ft²

Residential

319 West Erie Street #4thfl, Chicago, IL

MLS® #10167426

New Custom Deck - See Photos: Awesome Totally Unique River North Penthouse At 319 W Erie Is An Opportunity You Need To See To Appreciate. Home Features: River North Location-art Gallery District; 4,056 Livable Space Per Appraisal; Private Elevator Opens Into The Home; 2 Private Outdoor Decks-1 L...

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 20th, 2019 at 7:20pm CST.