Chicago Penthouses For Sale

Search Chicago Penthouse Condos

Search by neighborhood

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 For Sale

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
414 Properties Found. Page 1 of 18

This One-of-a-kind 2 Floor Penthouse Is An Ente...

prevnext 1 of 33 images

$8,990,000 Active

  • 3 Beds
  • 4 Baths
  • 9,300 ft²

Residential

415 East North Water Street Ph05, Chicago, IL

MLS® #10601929

This One-of-a-kind 2 Floor Penthouse Is An Entertainer's Dream-the Entire Top Floor Is Dedicated To It, With A Full Size Basketball And Racquetball Court, A Large Jacuzzi And Steam Room, And A Wraparound Porch With Endless, Unparalleled Views Of The Lake And City! Located In One Of The Most Covet...

Designed By Benjamin Marshall, This Extraordina...

prevnext 1 of 1 images

$8,885,000 Active

  • 3 Beds
  • 6 Baths
  • 9,672 ft²

Residential

199 East Lake Shore Drive 10-11e, Chicago, IL

MLS® #10650886

Designed By Benjamin Marshall, This Extraordinary 9,600+ Sf Residence Is Being Offered For The First Time In 25 Years. Imagine Gatsby Style Entertaining In Grand Rooms Enriched With High, Detailed Ceilings And Fireplaces Throughout. Spanning Two Levels Of Elegance, Each Of The 23 Rooms Commands I...

Absolutely Stunning, David Adler Designed Duple...

prevnext 1 of 1 images

$7,999,000 Active

  • 6 Beds
  • 6 Baths
  • 7,900 ft²

Residential

1325 North Astor Street 13, Chicago, IL

MLS® #10509929

Absolutely Stunning, David Adler Designed Duplex Penthouse Set Atop One Of The Finest, Vintage Condominium Buildings On Astor Street. Available For The First Time In Nearly 50 Years, This 6 Bedroom Home Boasts Nearly 8000 Square Feet And Features 3 Separate Private Terraces With Amazing City And ...

This Dramatic Penthouse In A Classic Vintage Bu...

prevnext 1 of 60 images

$6,995,000 Active

  • 5 Beds
  • 6 Baths
  • 7,462 ft²

Residential

189 East Lake Shore Drive Ph18, Chicago, IL

MLS® #10661498

This Dramatic Penthouse In A Classic Vintage Building On East Lake Shore Drive Has Been Completely Renovated With The Finest Of Materials. Over 7400 Square Feet Of Luxurious Finishes With Expansive Lake & City Views Plus An Additional 550 Square Feet Of Private Outdoor Space - A Rare Find In This...

One Of The Most Sophisticated Homes To Come To ...

prevnext 1 of 45 images

$5,999,000 Active

  • 5 Beds
  • 6 Baths
  • 5,913 ft²

Residential

1300 North State Parkway 1202, Chicago, IL

MLS® #10755550

One Of The Most Sophisticated Homes To Come To Market, Ph 1202 At The Ambassador Is In A League Of Its Own. Warm Modern Details Grace This 5913 Sqft Ph In The Heart Of Chicagos Most Sought After Neighborhood. Purchased As Raw Space And Reimagined By The Team At Wheeler Kearns, This Incredibly Bri...

This Listing Has Floor Plan Pdf, Interactive Fl...

REDUCED 12% Photo of Listing #10300971
prevnext 1 of 32 images

$4,950,000 Price Change

  • 3 Beds
  • 6 Baths
  • 7,000 ft²

Residential

132 East Delaware Place 6302, Chicago, IL

MLS® #10300971

This Listing Has Floor Plan Pdf, Interactive Floor Plans And Walk Thru Movie As A Tour To Help With Remote Showings. All Floor Plans Are Also Pictures At The End Of The Unit Pictures. Bathed In The Ever-changing Dramatic Light Of The Lake And City, This Duplex Residence Commands Our World-class ...

An Unparalleled Penthouse With 1,000 Square Foo...

prevnext 1 of 37 images

$4,900,000 Active

  • 3 Beds
  • 5 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive Ph10w, Chicago, IL

MLS® #10665036

An Unparalleled Penthouse With 1,000 Square Foot Private Terrace. Breathtaking, Unforgettable, Unobstructed Views Of Lake And City From Terrace And Residence. Penthouse Room Leads To The Terrace, Easily Accommodating 100 People For The Best Party In The City. 6 Hugely Oversized Windows Provide U...

Absolutely Breathtaking Top Floor, South-facing...

prevnext 1 of 1 images

$4,485,000 Active

  • 4 Beds
  • 4 Baths
  • 4,700 ft²

Residential

500 West Superior Street 2801, Chicago, IL

MLS® #10711408

Absolutely Breathtaking Top Floor, South-facing Penthouse Spanning Almost The Entire Width Of The Prestigious Montgomery In River North. Soaring 14ft Ceilings With Floor To Ceiling Windows & Sensational Panoramic Views Throughout. Completely Renovated & New Floor Plan Designed By Kristy Yarbroug...

Extraordinary Opportunity To Create A Gorgeous ...

prevnext 1 of 1 images

$3,750,000 Active

  • 3 Beds
  • 5 Baths
  • 4,836 ft²

Residential

199 East Lake Shore Drive 10e, Chicago, IL

MLS® #10650951

Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 10th Floor Is One Level Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious Homes. As It Is Currently Configured, You'll Find Grand...

Extraordinary Opportunity To Create A Gorgeous ...

prevnext 1 of 1 images

$3,750,000 Active

  • 4 Beds
  • 5 Baths
  • 4,836 ft²

Residential

199 East Lake Shore Drive 11e, Chicago, IL

MLS® #10650938

Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 11th Floor Is The Top Floor Ph Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious Homes. As This Floor Is Currently Configured, You...

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

prevnext 1 of 1 images

$3,250,000 Active

  • 3 Beds
  • 4 Baths
  • 3,300 ft²

Residential

65 East Goethe 8w, Chicago, IL

MLS® #10603295

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...

Live The Life, Penthouse Unit In The Fabulous F...

prevnext 1 of 35 images

$3,195,000 New

  • 3 Beds
  • 4 Baths
  • 3,600 ft²

Residential

132 East Delaware Place 6205-07, Chicago, IL

MLS® #10768502

Live The Life, Penthouse Unit In The Fabulous Four Seasons Residences, 3600 Square Feet Of Luxurious Living All On One Level, No Stairs, 3 En-suite Bedrooms, Each Bedroom Has Its Own Bath, Great For Visiting Family And Friends. Eleven Foot Ceilings Thru-out, Tons Of Natural Light, In A Combi...

Stunning Penthouse In Quaint Vintage Building O...

prevnext 1 of 18 images

$3,100,000 Active

  • 3 Beds
  • 4 Baths
  • 3,094 ft²

Residential

33 East Bellevue Place 7-e, Chicago, IL

MLS® #10699383

Stunning Penthouse In Quaint Vintage Building On Bellevue. Two Large Outdoor Terraces. Duplex Feels Like A Town Home On Top Of The Building. One Indoor Parking Space Is Included. Great Lake Views Off The Main Terrace Facing East. Recent Renovations Make This A Show Stopper. It Is Easy To Sho...

Rare Opportunity To Acquire Full-floor Penthous...

prevnext 1 of 26 images

$2,950,000 Active

  • 4 Beds
  • 5 Baths
  • 6,000 ft²

Residential

888 South Michigan Avenue Ph2, Chicago, IL

MLS® #10739209

Rare Opportunity To Acquire Full-floor Penthouse With Unobstructed And Panoramic Views Of Chicago's Lakefront And Iconic Skyline. Enter The Home Through Your Own Private And Secure Foyer. Walk Into The East-facing Living/dining/great Room And Be Bowled Over By Expansive Lakefront Views, Spanning ...

Rare "true Penthouse " Sits Exclusively At The ...

prevnext 1 of 31 images

$2,850,000 Active

  • 3 Beds
  • 4 Baths
  • 4,200 ft²

Residential

200 West Grand Avenue 2107, Chicago, IL

MLS® #10764218

Rare "true Penthouse " Sits Exclusively At The Top Of The Building, In The Heart Of Downtown's River North. This 4200 Sq Ft 3 Br 3.5bath + Home Office, Palace In The Sky Has Been Featured In Several National Home Media Sources For It's Spectacular 360* Unobstructed Views And Luxury Interior/ Arch...

Rare Vintage Full Rehab Off Lake Shore Drive! T...

prevnext 1 of 36 images

$2,695,000 Active

  • 4 Beds
  • 5 Baths
  • 4,000 ft²

Residential

257 East Delaware Place 10ab, Chicago, IL

MLS® #10706693

Rare Vintage Full Rehab Off Lake Shore Drive! Tastefully Designed Full Floor Penthouse In Boutique, Historic Gold Coast Building. Elevator Opens Direct To Unit, This Sprawling 2019 Renovation Combined Two Units To Create An Expansive Floor Plan With Architectural Detail And Unsurpassed Quality. L...

The Only Duplex Penthouse At The Award-winning ...

REDUCED 2% Photo of Listing #10603633
prevnext 1 of 26 images

$2,550,000 Price Change

  • 3 Beds
  • 5 Baths
  • 4,297 ft²

Residential

130 North Garland Court 55b, Chicago, IL

MLS® #10603633

The Only Duplex Penthouse At The Award-winning Heritage Condominiums. East Facing Unit W/ Unobstructed Forever Views Of Lake Michigan And Millennium Park. Motorized Lutron Shades, Built-in Humidifier. Grand Room W/21' Ceiling. Kitchen W/48" Sub-zero Side-by-side Refrigerator, 48" Wolf Dual Fuel R...

Bring Your Clients To This Most Unique Penthous...

prevnext 1 of 36 images

$2,500,000 Active

  • 5 Beds
  • 4 Baths
  • 3,600 ft²

Residential

505 North Lake Shore Drive 6702, Chicago, IL

MLS® #10646527

Bring Your Clients To This Most Unique Penthouse And Behold The Glorious Views Of Lake, City, Navy Pier, River, Beach, Boats, Park, Sunrise, Sunsets & More, Only This Grand Property Can Offer. This 67th Floor Penthouse Of A Gem Shows Chicago From The Unique Lake Point Tower - The Only Building E...

One Of A Kind Duplex Penthouse In The Heart Of ...

prevnext 1 of 1 images

$2,475,000 Active

  • 3 Beds
  • 3 Baths
  • 3,500 ft²

Residential

33 East Bellevue Place Ph-w7, Chicago, IL

MLS® #10713723

One Of A Kind Duplex Penthouse In The Heart Of The Gold Coast. Spectacular Views From The 800+ Ft Outdoor Space On Both Levels - Front Terrace And Rear Deck. This Beautiful Residence Includes 3 Bedrooms Plus A Family Room, A Beautiful Gourmet Eat-in Kitchen With A Butler's Pantry, A Grand Master ...

Chicago's Premier Address Is In One Of The Most...

prevnext 1 of 25 images

$2,395,000 Active

  • 4 Beds
  • 4 Baths
  • 3,800 ft²

Residential

1000 West Monroe Street 702, Chicago, IL

MLS® #10756930

Chicago's Premier Address Is In One Of The Most Desirable Neighborhoods In The Country. You Will Covet This West Loop Penthouse From The Moment You Open Your Front Door. Offering An Exclusive Residence With Approx. 3800f Coupled With 20 Feet Of Window Walls, Sunshine Pours Into This Northeast Cor...

Beautiful Two-story Penthouse Home In The New E...

REDUCED 6% Photo of Listing #10693356
prevnext 1 of 29 images

$2,350,000 Active

  • 4 Beds
  • 4 Baths
  • 3,890 ft²

Residential

180 North Harbor Drive 180, Chicago, IL

MLS® #10693356

Beautiful Two-story Penthouse Home In The New East Side. This Spacious Home With Approximately 3,890 Sqft Features 4 Bedrooms And 3 And A Half Bathrooms With Views Of The City And Lake Shore East Park. The Large Kitchen Boasts High-end Appliances Of Sub-zero, Wolf And Miele And An Expansive Eat-i...

Chicago's Premier Address Is In One Of The Most...

prevnext 1 of 1 images

$2,295,000 Contingent

  • 3 Beds
  • 4 Baths
  • 3,500 ft²

Residential

1000 West Monroe Street Ph701, Chicago, IL

MLS® #10741227

Chicago's Premier Address Is In One Of The Most Desirable Neighborhoods In The Country. You Will Covet This West Loop Penthouse From The Moment You Open Your Front Door. Offering An Exclusive Residence With Approx. 3500f Coupled With 20 Feet Of Window Walls, Sunshine Pours Into This Southeast Co...

** Virtual Tour Available Anytime** Spectacular...

prevnext 1 of 27 images

$2,250,000 Active

  • 4 Beds
  • 5 Baths
  • 6,088 ft²

Residential

910 South Michigan Avenue 1903, Chicago, IL

MLS® #10551511

** Virtual Tour Available Anytime** Spectacular 3000+ Sqft Private Terrace With Unobstructed Lake & Skyline Views! Over 6000+ Sqft Of Living Space Overlooking Millennium Park, Bean, Buckingham Fountain, Museum Campus, Pier! Impressive Foyer Greets You And Your Guests Upon Entry. Luxury Finishes T...

Property Is Empty And Easy To Show! Rarely Av...

REDUCED 8% Photo of Listing #10721749
prevnext 1 of 1 images

$2,229,000 Active

  • 3 Beds
  • 4 Baths
  • 3,300 ft²

Residential

310 South Michigan Avenue 2800, Chicago, IL

MLS® #10721749

Property Is Empty And Easy To Show! Rarely Available Full Floor Penthouse In The Exclusive Tower Section Of Historic Metropolitan Tower. Enjoy Amazing 360 Degree Views Of Millennium Park, The Lake & City. Views To The North, South, East, And West! Boosting 3300 Square Feet, 10 Foot Ceiling...

 

Search Downtown Chicago Penthouses By Neighborhood 

Downtown Chicago is where you’ll find many of Chicago’s most spectacular and most luxurious penthouse condos for sale. Situated high above the bustling city streets, most high-rise penthouses in Chicago offer sprawling views of the downtown landscape and Lake Michigan, and of course more than enough living space as well. In fact, many luxury penthouses in Chicago have four to six bedrooms and the buildings also provide access to a wide-range of high-end lifestyle amenities that include a swimming pools, round the clock door and concierge service, state of the art fitness centers, heated garage parking, and so much more. 

Search Top-Floor Condos in Chicago's Hottest Neighborhoods

As you probably already know, most of Chicago's neighborhoods are filled with low-to-mid-rise condo buildings that have between 3 and 6 floors. And while top-floor condos inside these buildings can technically be classified as a penthouse, most people tend to associate the word "penthouse" with a high-rise unit well above the 3rd, 4th, 5th, or 6th floor. Regardless of classification or terminology, however, top floor condos for sale in Chicago are still highly sought-after, which is why we've made it easy to search these units by neighborhood below. 

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 7th, 2020 at 10:30pm CDT.