Chicago Penthouses For Sale

Search Chicago Penthouse Condos

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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
372 Properties Found. Page 1 of 16

The Icons Of Chicago's Skyline Have A New Compa...

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$30,000,000 Active

  • 5 Beds
  • 9 Baths
  • 14,260 ft²

Residential

401 North Wabash Avenue Ph89a, Chicago, IL

MLS® #11218556

The Icons Of Chicago's Skyline Have A New Companion. Designed By Adrian Smith - The Same Architect Who Also Designed The World's Tallest Structure, Burj Khalifa, As Well As The Building Projected To Surpass It, The Jeddah Tower - The Chicago Tower He Designed Is Soaring 1,300 Feet Above On 401 N....

One Bennett Park Has Taken Its Place Among Chic...

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$15,170,000 Active

  • 4 Beds
  • 6 Baths
  • 7,582 ft²

Residential

451 East Grand Avenue Ph65, Chicago, IL

MLS® #11063904

One Bennett Park Has Taken Its Place Among Chicago's Most Elite Residences. Designed By Robert A.m. Stern Architects And Developed By Related Midwest, This World Class Building Was Designed From The Top Down. Gracing The Crown Of This Iconic Lakefront Tower, Penthouse 65 Is Being Offered As A Ful...

Finally!!! This Smart And Sophisticated 6,000 S...

REDUCED 3% Photo of Listing #10840152
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$8,250,000 Active

  • 3 Beds
  • 4 Baths
  • 6,000 ft²

Residential

21 East Huron Street 4501, Chicago, IL

MLS® #10840152

Finally!!! This Smart And Sophisticated 6,000 Sq/ft Penthouse, Sporting One Of Chicago's Largest High-rise "private" Residential Outdoor Living Space, Totaling 2,500 Sq/ft, Is Back On The Market!!! This Pinnacle Of Chicago Condominium Provides Spectacular 360-degree Views Of The Brilliant Chicago...

Step Off The Elevator Directly Into This Except...

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$6,999,000 Active

  • 6 Beds
  • 6 Baths
  • 7,900 ft²

Residential

1325 North Astor Street 13, Chicago, IL

MLS® #11225663

Step Off The Elevator Directly Into This Exceptional Six Bedroom, Six Bathroom David Adler Designed Duplex. This Penthouse Lives Like A Single Family Home, With Views In All Directions And Three Stunning Outdoor Terraces. The Circular Entry Welcomes, Leading At One End To The Gracious Living Ro...

Welcome To The Crown Jewel Of Streeterville! Pe...

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$6,500,000 Active

  • 3 Beds
  • 4 Baths
  • 9,279 ft²

Residential

415 East North Water Street 3205, Chicago, IL

MLS® #11202126

Welcome To The Crown Jewel Of Streeterville! Perched Atop Of The Famous River View Condominiums, This Incomparable, Two-level Home Is Like A Mansion In The Sky! Luxury And Opulence Will Greet You And Your Guests In This Custom Home Adorned With Over $1 Million Of Imported Italian Stone, Back-lit ...

Unprecedented Top Floor Duplex Penthouse With T...

REDUCED 14% Photo of Listing #11157468
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$5,950,000 Active

  • 4 Beds
  • 4 Baths
  • 6,700 ft²

Residential

57 East Delaware Street 4100, Chicago, IL

MLS® #11157468

Unprecedented Top Floor Duplex Penthouse With Two Terraces At The Bristol, In The Heart Of Chicago's Gold Coast Neighborhood. Magnificently Designed, This 6,700sqft Residence With Modern Interiors, Is Situated High Above In The Sky With Stunning Views. This Residence Is Without A Doubt One Of The...

Located On The 70th Floor Of Lake Point Tower, ...

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$4,700,000 Active

  • 4 Beds
  • 5 Baths
  • 4,700 ft²

Residential

505 North Lake Shore Drive 7000, Chicago, IL

MLS® #10954752

Located On The 70th Floor Of Lake Point Tower, It Is The Most Sought-after Rooftop Location In Downtown Chicago. With Spectacular 360-degree Panoramic Views Of The Chicago's Skyline, Lake Michigan, The Chicago Harbor And Millennium Park.bring Your Architect And Imagination And Make This One Of A ...

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

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$4,500,000 Active

  • 3 Beds
  • 5 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive Ph10w, Chicago, IL

MLS® #11134285

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...

10,000 Sq. Ft Indoor/outdoor True Penthouse In ...

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$3,900,000 Active

  • 3 Beds
  • 4 Baths
  • 5,020 ft²

Residential

333 West Hubbard Street 1006, Chicago, IL

MLS® #11066238

10,000 Sq. Ft Indoor/outdoor True Penthouse In Heart Of River North. Step From Your Premier 1st Floor Parking Spaces Directly Into The Doorman Lobby And Up To Your 10th Floor Penthouse. 5000 Sq Ft Inside, 11 Ft Ceilings, 4 Balconies, 3 Wood-burning Fireplaces (a True Rarity Downtown), And Anoth...

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

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$3,250,000 Active

  • 3 Beds
  • 4 Baths
  • 3,300 ft²

Residential

65 East Goethe 8w, Chicago, IL

MLS® #11123975

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. Rarely-available Penthouse Unit ...

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$2,995,000 Active

  • 3 Beds
  • 4 Baths
  • 3,600 ft²

Residential

132 East Delaware Place 6205-07, Chicago, IL

MLS® #11145461

Live The Life. Rarely-available Penthouse Unit In The Fabulous Four Seasons Residences, 3,600 Appx Square Feet Of Luxurious Living All On One Level, No Stairs, 3 Ensuite Bedrooms, Each Bedroom Has Its Own Bath, Great For Hosting Out Of Town, Family And Friends. Eleven-foot Ceilings Throughout, To...

Stunning Penthouse In Quaint Vintage Building O...

REDUCED 3% Photo of Listing #11039728
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$2,995,000 Active

  • 3 Beds
  • 4 Baths
  • 3,094 ft²

Residential

33 East Bellevue Place E7, Chicago, IL

MLS® #11039728

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...

Staged Photos Added For Your Convenience. Fabu...

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$2,975,000 Active

  • 4 Beds
  • 5 Baths
  • 7,100 ft²

Residential

25 East Superior Street 4801, Chicago, IL

MLS® #11150103

Staged Photos Added For Your Convenience. Fabulous Entire 48th Floor At The Fordham. Taxes Under Separate Appeal And Expected To Be Lowered To ~$60k. **please See Letter From Tax Lawyer Under Documents Tab.** Approximately 7,100sf Interior Plus Two Large Terraces. Access Via Private Penthouse Lo...

Unparalleled And Breathtaking 360 Views From Th...

REDUCED 2% Photo of Listing #11044871
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$2,690,000 Active

  • 3 Beds
  • 4 Baths
  • 4,500 ft²

Residential

1152 West Fulton Market Street 5c, Chicago, IL

MLS® #11044871

Unparalleled And Breathtaking 360 Views From This Massive 4,500 Sq Ft Tri-level Penthouse. Located In The Heart Of The Fulton Market District, This Spectacular Home Has Everything You Could Want. Step Into A Massive, Open Living Space That Provides Multiple Sitting Areas And An Open Kitchen. Luxu...

A Very Special Penthouse Available At The Aqua ...

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$2,500,000 Active

  • 2 Beds
  • 3 Baths
  • 1,807 ft²

Residential

225 North Columbus Drive 8106, Chicago, IL

MLS® #10985904

A Very Special Penthouse Available At The Aqua Tower Condominiums. Corner Unit Facing Southeast. Unit Features 16' Floor To Ceiling Glass Windows. Open Floor Plan. Custom Kitchen. Automated Drapes And Blackout Shades. Master Suite With Spa And A Dressing Room. Second Bedroom Features Custom Buil...

Bring Your Clients To This Most Unique Penthous...

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$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 Only Two Bilevel Penthouses At 1340 N. S...

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$2,495,000 Active

  • 4 Beds
  • 6 Baths
  • 4,100 ft²

Residential

1340 North State Parkway 4s, Chicago, IL

MLS® #11211083

One Of Only Two Bilevel Penthouses At 1340 N. State Parkway In The Gold Coast, Unit 4s Recently Underwent A Flawless Gut Rehab To Appeal To A Modern Sensibility, As Evidenced From Moment One In The Foyer Where Blonde Hardwood Floors Anchor White Gallery Walls. From Here, 4,100 Square Feet Of Open...

Crowning The Top Two Floors On The Best Promont...

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$2,400,000 Active

  • 4 Beds
  • 4 Baths
  • 3,659 ft²

Residential

33 West Ontario Street Ph-d, Chicago, IL

MLS® #11226283

Crowning The Top Two Floors On The Best Promontory In Chicago With Absolute Privacy And Expansive Views, Sits An Incredibly Elegant And Exquisitely Designed Home In The Sky - Penthouse D. Perched Over 600 Feet In The Air With Absolutely Breathtaking 180-degree Views Of Lake Michigan, Downtown, An...

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

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$2,245,000 Active

  • 3 Beds
  • 3 Baths
  • 3,500 ft²

Residential

33 East Bellevue Place Ph-w7, Chicago, IL

MLS® #11052233

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 ...

Enjoy Stunning Views Of Millennium Park, Lake M...

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$2,200,000 Active

  • 3 Beds
  • 5 Baths
  • 4,300 ft²

Residential

130 North Garland Court 5502, Chicago, IL

MLS® #11131233

Enjoy Stunning Views Of Millennium Park, Lake Michigan And The City From Every Room Of This One-of-a-kind Penthouse Duplex Home At The Heritage At Millennium Park!! This Elegant Home Boasts Approximately 4,300sf Of Living Space With An Open Floor Plan, Complete With 2 East Facing Private Terrace...

Boat Slip + Penthouse + Parking For Five Vehicl...

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$2,000,000 Active

  • 3 Beds
  • 4 Baths
  • 3,400 ft²

Residential

474 North Lake Shore Drive 6106, Chicago, IL

MLS® #11218632

Boat Slip + Penthouse + Parking For Five Vehicles Included!!! This Is A Once-in-a-lifetime Opportunity To Own The Only Lakefront, Penthouse (2 Combined Units) Condo In Chicago With Its Own Privately-owned And Protected Boat Slip In Ogden Slip! Ogden Slip Is Centrally Located Right Where The Chica...

Exceptional Full-floor Penthouse On South Michi...

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$1,995,000 Active

  • 4 Beds
  • 5 Baths
  • 6,000 ft²

Residential

888 South Michigan Avenue Ph2, Chicago, IL

MLS® #11197988

Exceptional Full-floor Penthouse On South Michigan Ave Cultural Mile Offers Breathtaking Panoramic Views Of Chicago Lakefront, "forever Open, Clear And Free." Step Off The Keyed Elevator Into Your Spacious Private Center Foyer And Into An Executive Home Office Suite. To The East Is A Stunningly E...

Welcome To The Reimagined 47th Floor Penthouse ...

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$1,985,000 Active

  • 3 Beds
  • 3 Baths
  • 2,957 ft²

Residential

200 North Dearborn Street 4700, Chicago, IL

MLS® #11243174

Welcome To The Reimagined 47th Floor Penthouse Unit At 200 N Dearborn. This Expansive 3,000 Square Foot Full-floor Unit Is An Entertainer's Dream With A Dramatic Entrance And Elevator Doors That Open Directly Into A Private Foyer. The Living Room Makes A Statement With Soaring Ceilings, Unique Ar...

A Rare True 2 Level Penthouse On The 27th And 2...

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$1,950,000 Active

  • 4 Beds
  • 3 Baths
  • 3,300 ft²

Residential

630 North State Street 2705, Chicago, IL

MLS® #11009975

A Rare True 2 Level Penthouse On The 27th And 28th Floors With Stunning Southeast Views In Prime River North Near Mag Mile! The Largest Unit In The Building At 3300 Square Feet Spread Across 2 Levels Plus 800 Square Foot Walk Out Terrace & 2 Balconies. That Means You Have Approximately 4200 Squar...

 

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 October 24th, 2021 at 12:13am CDT.