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
319 Properties Found. Page 1 of 14

Designed By Benjamin Marshall, This Extraordina...

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$11,500,000 Active

  • 3 Beds
  • Baths
  • 9,672 ft²

Residential

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

MLS® #10509049

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...

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

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$8,990,000 Active

  • 3 Beds
  • 4 Baths
  • 9,300 ft²

Residential

415 East North Water Street #ph05, Chicago, IL

MLS® #10459898

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...

Absolutely Stunning, David Adler Designed Duple...

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$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 ...

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

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$7,850,000 Active

  • 5 Beds
  • Baths
  • 5,913 ft²

Residential

1300 North State Parkway #ph-1202, Chicago, IL

MLS® #10415645

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 Remarkable, Architecturally Significant Re...

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$6,750,000 Active

  • 3 Beds
  • Baths
  • 4,250 ft²

Residential

2550 North Lakeview Avenue #s3802, Chicago, IL

MLS® #10557694

This Remarkable, Architecturally Significant Residence Offers The Rare Opportunity To Live In One Of Only Two Penthouses In The Prestigious Lp2550. This Magnificent Home Features 12-foot Ceilings And Exquisite Details Including Dramatic Arched Windows And Doors. 4250ft Of Contemporary Aesthetic B...

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

REDUCED 7% Photo of Listing #10300971
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$5,600,000 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 Finishes And...

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

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$5,150,000 Active

  • 3 Beds
  • 4 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive #ph10w, Chicago, IL

MLS® #10459644

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...

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...

Four Seasons Residences-penthouse -lake & Beach...

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$3,490,000 Active

  • 3 Beds
  • Baths
  • 3,600 ft²

Residential

132 East Delaware Place #6205, Chicago, IL

MLS® #10429042

Four Seasons Residences-penthouse -lake & Beach Views!! Rarely Available-luxurious 62nd Floor Corner Combined Penthouse In The World Renowned Four Seasons Residences. 3600 Sq Ft Home Has 3 En-suite Bedrooms, 11 Ft. Ceilings Thru-out, Stunning Lake Views From Your Living & Dining Room, Library/of...

Rare Opportunity To Acquire Full-floor Penthous...

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$3,475,000 Active

  • 4 Beds
  • Baths
  • 6,000 ft²

Residential

888 South Michigan Avenue #ph2, Chicago, IL

MLS® #10555404

Rare Opportunity To Acquire Full-floor Penthouse In Prestigious Boutique Building With Unobstructed And Panoramic Views Of Chicago's Lakefront And Skyline. Designed By Holabird & Roche, This Classical Revival Is On The National Register Of Historic Places And Is A Must See! With A Keyed Elevator ...

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

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$2,800,000 Active

  • 3 Beds
  • Baths
  • 4,300 ft²

Residential

130 North Garland Court #5502, Chicago, IL

MLS® #10565467

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...

Welcome To Mille - West Loop's Luxury New Const...

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$2,600,000 Active

  • 3 Beds
  • Baths
  • 3,800 ft²

Residential

1000 West Monroe Street #702, Chicago, IL

MLS® #10513101

Welcome To Mille - West Loop's Luxury New Construction Boutique Elevator Building! Only 2 Penthouse Opportunities Remain In This 12 Unit Building. This Duplex Ph Offers Almost 3800 S.f. Of Interior Living Space In Addition To Incredible Outdoor Spaces. Your Private 1100 S.f Rooftop Deck Offers Un...

Sublime Contemporary Penthouse In The Sky! Neve...

REDUCED 2% Photo of Listing #10461047
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$2,450,000 Active

  • 3 Beds
  • Baths
  • 2,993 ft²

Residential

600 North Fairbanks Court #ph3801, Chicago, IL

MLS® #10461047

Sublime Contemporary Penthouse In The Sky! Never Before Available (and Last Remaining) 01 Penthouse In The Coveted, "curved" Lake View Tier Of Starchitect Helmut Jahn's Glassy Streeterville Tower. 3000 Square Feet Of Shimmering Glass And Steel With Unmatched Postcard Views Of Lake Michigan, The C...

This 47th Full-floor Penthouse Has An Astoundin...

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$2,350,000 Active

  • 3 Beds
  • 3 Baths
  • 2,957 ft²

Residential

200 North Dearborn Street #4700, Chicago, IL

MLS® #10579170

This 47th Full-floor Penthouse Has An Astounding Private Roof-top Terrace With Postcard Views In Every Direction. The Impeccable Construction Quality And High-end Design Is Immediately Evident As You Step Off The Elevator Directly Into The Gracious Foyer. This Leads To An Open Floor Plan With 1...

Find Comfort And Luxury In This Modern River No...

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$2,295,000 Active

  • 2 Beds
  • Baths
  • 2,640 ft²

Residential

500 West Superior Street #2704, Chicago, IL

MLS® #10552421

Find Comfort And Luxury In This Modern River North 2 Bed 2.5 Bath Condo Plus A Custom Built Office! With 14' Ceilings, This High-floor Unit Offers Sublime Sunsets, Endless Lake Views, And Is Move-in Ready For Your Immediate Pleasure. Enjoy The Professionally Designed Sculptural Kitchen By Arcline...

Spectacular 3000+ Sqft Private Terrace With Uno...

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$2,250,000 Active

  • 4 Beds
  • Baths
  • 6,088 ft²

Residential

910 South Michigan Avenue #1903, Chicago, IL

MLS® #10551511

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 Throughout Include: Cherry Hardwood, ...

Upon Entering Through The Impressive Foyer, You...

REDUCED 4% Photo of Listing #10422559
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$2,174,497 Active

  • 3 Beds
  • Baths

Residential

450 East Waterside Drive #3001, Chicago, IL

MLS® #10422559

Upon Entering Through The Impressive Foyer, You'll Instantly Notice The Exquisite Designer Influences Throughout. Over $625,000 In Upgraded Finishes Were Added To This Spectacular Penthouse W/11 Ft Ceilings! The Gorgeous Views Of The Lake, Navy Pier And Chicago River From Every Room Add To A Sens...

Rare Offering In The Heart Of River North - A L...

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$2,150,000 Active

  • 3 Beds
  • Baths
  • 4,357 ft²

Residential

600 North Kingsbury Street #506, Chicago, IL

MLS® #10524654

Rare Offering In The Heart Of River North - A Luxurious Three-story Penthouse With Panoramic Views Of The City, River And Ward Park. This Flooded With Light Home In The Sky Features 4300+ Sqft Of Living Space, 6 Outdoor Patios/balconies, A Dramatic Two-story Living Room With A Fireplace, 3 Spacio...

One Of The Most Dramatic Penthouses In Chicago ...

REDUCED 15% Photo of Listing #10454338
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$2,000,000 Active

  • 3 Beds
  • Baths
  • 5,300 ft²

Residential

330 South Michigan Avenue #1905, Chicago, IL

MLS® #10454338

One Of The Most Dramatic Penthouses In Chicago With Forever Unobstructed Lake Views! Single Family Home Alternative Spanning 3 Floors And A Massive Private Terrace Overlooking Millennium Park, Bean, Buckingham Fountain, Museum Campus, Pier And Skyline! Grand 22' 2 Story Foyer Showcases A Dramatic...

4 Bedroom Residential Property in Chicago, IL

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$1,999,900 Active

  • 4 Beds
  • Baths
  • 3,427 ft²

Residential

220 South Green Street #4n, Chicago, IL

MLS® #10536963

Distinct One Of A Kind 4800+ Sf Penthouse W/pri...

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$1,999,000 Active

  • 5 Beds
  • 3 Baths
  • 4,800 ft²

Residential

1157 West Erie Street #6, Chicago, IL

MLS® #10566004

Distinct One Of A Kind 4800+ Sf Penthouse W/private Elevator Entrance. This New Construction Home Features Superior Quality Incl Striking Two Tone All Brick Exterior, Flexicore Concrete & Attached 2 Car Parking. Located On A Prominent Corner, This Home Is Flooded W/light, Unmatched City Views & I...

West Loop Collection, Phase Iii Underway | Buil...

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$1,999,000 Active

  • 4 Beds
  • 4 Baths
  • 3,427 ft²

Residential

226 South Green Street #4n, Chicago, IL

MLS® #10536960

West Loop Collection, Phase Iii Underway | Building One And Two 95% Sold! Duplex-up Penthouse That Feels Like A Single Family Home. Main Living Space Is Anchored By Atrium Over The Kitchen, Providing The Space With An Abundance Of Natural Light. Custom Italian Cabinetry By Copat, Enhanced By Bo...

Exquisite & One-of-a-kind Extra Wide/deep (30x1...

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$1,995,000 Active

  • 4 Beds
  • Baths
  • 4,000 ft²

Residential

733 West Melrose Street #ph, Chicago, IL

MLS® #10575969

Exquisite & One-of-a-kind Extra Wide/deep (30x150), Brand New All Brick/limestone Construction On Tree-lined Melrose Street In East Lakeview! Massive 4000 Sq Ft Duplex Up, Lives Like Single Family Home W/amazing 360 Degree City Views From 1800 Sq Ft Private Roof Deck. Custom Finishes & Attention ...

Introducing New Construction Luxury In Lincoln ...

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$1,995,000 Active

  • 4 Beds
  • Baths
  • 3,100 ft²

Residential

2643 North Hermitage Avenue #ph4, Chicago, IL

MLS® #10361477

Introducing New Construction Luxury In Lincoln Park- Now Over 50% Sold! Norweta Club, Built By Design-led Development Firm, Broder, Offers 32 Single Floor & Duplex Residences In 2 Gorgeous Boutique Elevator Buildings. This Stunning Penthouse Features 4 Spacious Bedrooms, 4 Full Baths, Main Level ...

 

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 December 9th, 2019 at 11:36am CST.