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
194 Properties Found. Page 1 of 9

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...

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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$5,900,000 Active

  • 3 Beds
  • 4 Baths
  • 9,279 ft²

Residential

415 East North Water Street 3205, Chicago, IL

MLS® #11292622

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 ...

Lucien Lagrange- Architecturally Spectacular Fu...

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$5,000,000 Active

  • 4 Beds
  • 5 Baths
  • 5,143 ft²

Residential

21 East Huron Street 4801, Chicago, IL

MLS® #11298539

Lucien Lagrange- Architecturally Spectacular Full Top Floor Penthouse: Fully Renovated 5,180sqft Penthouse With Unobstructed 360 Views! Private Elevator Opens On Your Floor. Enormous Private Terrace And Balcony. This Top Floor Beautifully Renovated Penthouse In One Of Chicago's Most Prestigious C...

The Last Four-bedroom Home At The Orchard Priva...

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$4,375,000 Active

  • 4 Beds
  • 5 Baths
  • 3,596 ft²

Residential

2350 North Orchard Street 704, Chicago, IL

MLS® #11300148

The Last Four-bedroom Home At The Orchard Private Residences, A Plush And Comfortable New Construction Boutique Building Featuring 32 True Highly Designed Homes By Internationally Acclaimed Design Firm, Soucie Horner. Conceptualized With Thoughtful Attention To Quality Detail At Every Moment, Ric...

Unprecedented Top Floor Duplex Penthouse With T...

REDUCED 33% Photo of Listing #11157468
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$3,995,000 Contingent

  • 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...

Stunning Full Floor Penthouse In Boutique Vinta...

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$3,100,000 Active

  • 3 Beds
  • 5 Baths
  • 4,100 ft²

Residential

1209 North Astor Street Ph, Chicago, IL

MLS® #11299954

Stunning Full Floor Penthouse In Boutique Vintage Building On Astor Street. Approximately 4100 Sq Ft Of Exquisitely Updated Interior Space With An Outdoor Terrace. The Primary Bedroom And Living Room Span The Entire Width Of The Unit Offering Both East And West Exposures With Amazing Light. The ...

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...

Staged Photos Added For Your Convenience. Fabu...

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$2,975,000 Active

  • 4 Beds
  • 4 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...

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

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$2,900,000 Active

  • 3 Beds
  • 4 Baths
  • 5,020 ft²

Residential

333 West Hubbard Street 1006, Chicago, IL

MLS® #11255546

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...

Exquisite Penthouse In Elegant Boutique Vintage...

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$2,799,000 Active

  • 3 Beds
  • 4 Baths
  • 3,094 ft²

Residential

33 East Bellevue Place Ph7-e, Chicago, IL

MLS® #11303078

Exquisite Penthouse In Elegant Boutique Vintage Building On Bellevue. Recently Renovated, This Three Bedroom Home Offers Two Levels Of Living Perfect For Entertaining And Incredible Outdoor Space. The Main Level Features A Wide Open Light And Bright Living/dining Space With Multiple Seating Are...

Bring Your Clients To This Most Unique Penthous...

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$2,750,000 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...

Unparalleled And Breathtaking 360 Views From Th...

REDUCED 4% Photo of Listing #11044871
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$2,590,000 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...

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...

Click To View Drone Video. The Penthouse Of You...

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$2,200,000 Active

  • 5 Beds
  • 4 Baths
  • 3,427 ft²

Residential

216 South Green Street 4n, Chicago, IL

MLS® #11268089

Click To View Drone Video. The Penthouse Of Your Dreams Is The West Loop's Newest Possibility. This Duplex Rests As A Contemporary In A Recently Constructed Elevator Building In The Historic West Loop. The 3400sf Residence Provides Nearly Every Modern-day Amenity One Could Desire. Upon Entry, You...

This Is The One You've Been Waiting For!! Absol...

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$2,200,000 Active

  • 4 Beds
  • 4 Baths
  • 3,900 ft²

Residential

33 West Ontario Street Ph-c, Chicago, IL

MLS® #11298601

This Is The One You've Been Waiting For!! Absolutely Stunning Duplex Penthouse In River North! Nearly 4,000 Square Feet Of Living In The Sky! You Will Immediately Be Spellbound By The Endless Views From The Wall Of Windows Surrounding The Entire Home! Enter Into The Warm And Inviting Foyer And In...

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...

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...

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...

Truly One-of-a-kind Premier Half Floor South Lo...

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$1,899,000 Active

  • 4 Beds
  • 5 Baths
  • 3,500 ft²

Residential

1400 South Michigan Avenue 2801, Chicago, IL

MLS® #11165023

Truly One-of-a-kind Premier Half Floor South Loop Designer Penthouse With Over 1100 Sf Of Outdoor Living And Entertaining Space From The Two Massive Private Terraces With Spectacular Lake And City Views. Every Detail Was Taken Into Consideration When They Laid Out This Custom Split Corridor Floor...

Incredible Two-story Gold Coast Penthouse! This...

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$1,800,000 Contingent

  • 4 Beds
  • 4 Baths
  • 3,800 ft²

Residential

1445 North State Parkway 2703, Chicago, IL

MLS® #11248813

Incredible Two-story Gold Coast Penthouse! This 3800 Sf Home Is Absolutely Flooded With Sunshine And Includes Two Large Private Terraces, Showcasing The Chicago Skyline And Lake Front. The Upper Floor Of The Home Features 10' Floor To Ceiling Windows With Exceptional Views. There Is A Large Form...

Take A 3d Tour, Click On The 3d Button & Walk A...

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$1,650,000 Active

  • 4 Beds
  • 5 Baths
  • 3,827 ft²

Residential

1018 North Larrabee Street Ph, Chicago, IL

MLS® #11307028

Take A 3d Tour, Click On The 3d Button & Walk Around. Watch A Custom Drone Video Tour, Click On Video Button! No Detail Has Been Missed In This Almost New Construction 4bed/4.1bath Penthouse With Private Elevator Entrance Located In Chicago's Premier River North Location. Rarely Available, Full F...

This New Construction, Penthouse Condo Coming S...

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$1,625,000 New

  • 3 Beds
  • 2 Baths

Residential

1831 North Larrabee Street Ph, Chicago, IL

MLS® #11311893

This New Construction, Penthouse Condo Coming Soon To Lincoln Park/old Town Is What Dreams Are Made Of And Is Sure To Impress Each Person Who Comes To Visit. With 3 Bedrooms And 2 Bathrooms, This Home Comes With An Additional, 500 Sq. Ft. Bonus Room On The Rooftop Level Perfect For Entertaining O...

 

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 January 29th, 2022 at 6:23am CST.