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
331 Properties Found. Page 1 of 28

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...

Bathed In The Ever-changing Dramatic Light Of T...

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$6,300,000 Active

  • 3 Beds
  • 5 Baths
  • 7,000 ft²

Residential

132 East Delaware Place #6302, Chicago, IL

MLS® #10300971

Bathed In The Ever-changing Dramatic Light Of The Lake And City, This Duplex Residence Commands Our World-class City's Most Breathtaking Perch. The Soaring 20 Foot Ceilings Deliver Unparalleled Views Of Lake Michigan And Chicago's Iconic Architecture. Framed By Impeccable Artisanal Fi...

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...

Enter Into This Breathtaking Completely Renovat...

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$4,995,000 Active

  • 4 Beds
  • Baths
  • 4,800 ft²

Residential

500 West Superior Street #2801, Chicago, IL

MLS® #10264633

Enter Into This Breathtaking Completely Renovated Top Floor Penthouse! This Fully Equiped Smart Home In River North Includes An All-new Floor Plan Designed By Kristy Yarbrough. Soaring 14 Ft Ceilings & Sensational Panoramic Views Thruout. 4800 Sqft Of Pure Living Space & An Addtl 1000 Sq ...

Classically Designed Home In A Superb Gold Coas...

REDUCED 5% Photo of Listing #10166506
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$4,989,900 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...

3 Bedroom Residential Property in Chicago, IL

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$4,750,000 Active

  • 3 Beds
  • Baths
  • 6,391 ft²

Residential

25 East Superior Street #5001, Chicago, IL

MLS® #10279673

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...

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

REDUCED 2% Photo of Listing #10137087
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$3,999,000 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...

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...

Love Where You Live!! Rarely Available-luxuriou...

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$3,590,000 Active

  • 3 Beds
  • Baths
  • 3,600 ft²

Residential

132 East Delaware Place #6205, Chicago, IL

MLS® #10259958

Love Where You Live!! Rarely Available-luxurious 62nd Floor Corner Combined Penthouse In The World Renowned Four Seasons Residences. 3600 Sq Ft Home Has 3 Ensuite Bedrooms, 11 Ft. Ceilings Thru-out, Stunning Lake Views From Your Gorgeous European Kitchen,living & Dining Room, City Views In Ev...

The Heritage, Most Exquisite 4,300 Sqft Penthou...

REDUCED 8% Photo of Listing #10167029
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$3,000,000 Active

  • 3 Beds
  • Baths
  • 4,300 ft²

Residential

130 North Garland Court #5502, Chicago, IL

MLS® #10167029

The Heritage, Most Exquisite 4,300 Sqft Penthouse Duplex On The Market With Stunning Views Of Millennium Park And The Lake From Every Room. This Spectacular Ph Unit Offers 3 Super Large Bedrooms, 4.5 Bathrooms, Dining Room, And Living Area Featuring Double Height Ceilings Of Approximately 22ft Of...

The Fordham. Finest Building Steps From Michig...

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$2,900,000 Active

  • 3 Beds
  • Baths
  • 4,803 ft²

Residential

25 East Superior Street #4401, Chicago, IL

MLS® #10115280

The Fordham. Finest Building Steps From Michigan Avenue. One Of A Kind Half Floor Penthouse. Very Luxurious And Spacious. Over 4800 Sq. Ft. With 4 Private Balconies And Views Of East, South, West And North. Spectacular Views Of Lake And City Views. All Rooms Has Oversized Windows, Are Sunny And...

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 March 26th, 2019 at 11:23am CDT.