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Chicago Penthouses

Life at the Top in Luxury Condos 

Luxury West Loop duplex penthouse - 4,835 square feet ~  Explore>>

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Penthouse

Is it a buyer's or seller's market for penthouses and condos? Check by zip code

                                                                                           

Luxury Chicago Penthouses for Sale

$2,000,000 - $3,000,000 $3,000,000 - $5,000,000 $5,000,000 - $10,000,000
Over $10,000,000
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800 North Michigan Avenue Ph67, Chicago, IL - $15,750,000

Residential, Attached Single
  • 6 Beds
  • 8 Baths
  • 9,250 SQFT
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Unparalleled Views From The Park Tower's Crown Jewel That Will Impress Even The Most Discerning Buyer. A Full Floor Duplex Penthouse Like No Other At Chicago's Premier Address, 800 N. Michigan, With 5-star Luxury Hotel Amenities. 12 Foot Ceilings ...

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451 East Grand Avenue Ph65, Chicago, IL - $15,170,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 7,582 SQFT
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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 Lakef...

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1300 North State Parkway 1201, Chicago, IL - $6,995,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 6,800 SQFT
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Every Inch Of This Soaring Luxury Landmark, Two-story Ambassador West Penthouse, Has Been Meticulously Reimagined And Redesigned With An Extensive Renovation Led By Burns+beyer Architects With Sumptuous Finishes And Detailed Interiors By Studio Gi...

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1320 North State Parkway 14-15cd, Chicago, IL - $4,350,000

Residential, Attached Single
  • 5 Beds
  • 7 Baths
  • 7,750 SQFT
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This Architecturally Significant Gold Coast Penthouse Offers 7,750 Sqft Of Exceptional Living Space. Designed For The Grandeur Of The 1920s And Modernized For 21st-century Living, It Provides A Brilliant Combination Of Elegance And Practicality. T...

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132 East Delaware Place 6302, Chicago, IL - $4,299,000

Residential, Attached Single
  • 3 Beds
  • 6 Baths
  • 6,700 SQFT
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Glorious Duplex Home, Atop The Four Seasons Hotel + 900 North Michigan Avenue Shops, Boasting 3 Bedrooms, Multiple Office Spaces ( Easily Affording More Bedrooms), And A Home Theater Spanning Over 6700 Square Feet. Bathed In The Ever-changing Dram...

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415 East North Water Street 3205, Chicago, IL - $3,995,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,279 SQFT
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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 Ov...

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21 East Huron Street 4801, Chicago, IL - $3,795,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,143 SQFT
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Welcome To The Most Magnificent Full-floor Residence, With An Enormous East Facing Private Terrace And 5,140 Square Feet Of Luxurious Interior Living On One Floor, You Can Enjoy Incredible 360 Views Of The City. This One-of-a-kind Fully Renovated...

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1600 South Prairie Avenue 2404, Chicago, IL - $3,750,000

Residential, Attached Single
  • 2 Beds
  • 4 Baths
  • 3,400 SQFT
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Converted From A 3 Bedroom To A Very Large Two Bedroom. Could Be Easily Converted Back. Unit Has 3000 Sq Ft Of Roof Rights And 4 Parking Spaces. 2020 Gut Renovation Took This Unit Down To The Studs And Rebuilt As An Entertainer's Dream, Made Simpl...

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10 East Delaware Place 34a, Chicago, IL - $3,499,500

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,100 SQFT
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Magnificent Penthouse Custom-designed To Perfection, Nestled Within The Esteemed "10 East" Residence, A Pinnacle Of Luxury Living In Chicago's Coveted Gold Coast. Enter Through A Grand Foyer Adorned With Bespoke Walnut Paneling, Leading Seamlessly...

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Photo of Listing #12059071

1325 North Astor Street 13, Chicago, IL - $2,995,000

Residential, Attached Single
  • 6 Beds
  • 6 Baths
  • 7,900 SQFT
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Auction: Bid June 7th-20th. Listed For $2.995m. No Reserve. Starting Bids Expected Between $900k-$1.8m. Available For The First Time In Nearly 50 Years, This Six Bedroom Masterpiece Designed By David Adler Boasts Nearly 8,000 Square Feet Of Livin...

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1910 West North Avenue 300, Chicago, IL - $2,695,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,700 SQFT
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Awe-inspiring. Sprawling. A Master Class In Seamlessly Blending Contemporary Luxury With Industrial Charm. Welcome To This Duplex Penthouse Loft-style Home In The Heart Of The Vibrant Bucktown/wicker Park Neighborhoods. You've Never Seen This Type...

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Photo of Listing #11962268

676 North Kingsbury Street Ph01, Chicago, IL - $2,695,000

Residential, Attached Single
  • 4 Beds
  • 6 Baths
  • 5,349 SQFT
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Be The First To Enjoy This Brand New, Never-occupied 5,349 Sqft Penthouse At The Ronsley! Key Features Include Three Levels Of Dramatic Contemporary Living Space, Outdoor Space On Every Level, Panoramic City, Sunset, And River Views, And Two Prime...

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231 West Scott Street 3, Chicago, IL - $2,450,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,400 SQFT
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Your Perfect Home Awaits Situated On A Rare Cul-de-sac In The Heart Of Historic Old Town! This Bright Stunning 4 Bedroom + Office/3.1 Bath Extra-wide Penthouse Has Been Beautifully Appointed And Lives Like A Single Family. With Its Own Private Ele...

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257 East Delaware Place 10ab, Chicago, IL - $2,350,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 4,000 SQFT
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Gold Coast Charm Meets Modern Design At The Historic 257 E Delaware. Nestled Along The Prestigious Blocks Of Lake Shore Drive, This Boutique 12 Unit Building Welcomes You With Direct Elevator Access To A Thoughtfully Renovated Full Floor Penthouse...

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1629 North Burling Street 3, Chicago, IL - $2,295,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 2,579 SQFT
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Welcome To 1629 N. Burling, Where Luxury Living Meets Modern Convenience In The Heart Of Lincoln Park. With Only Three Units Available, This Newly Constructed Building Offers Privacy And Exclusivity To Its Residents. This Spacious 4-bedroom, 3.1-b...

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445 West Arlington Place 4e, Chicago, IL - $2,250,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,146 SQFT
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Step Into Sophistication With This Exceptional 3 Bedroom, 2.5 Bath Residence Nestled In The Heart Of East Lincoln Park. One Of Only Two Penthouse Units, With Private Elevator Access For Ultimate Privacy. This Home Offers Two Dedicated Exterior Spa...

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33 West Ontario Street Ph-c, Chicago, IL - $2,100,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,900 SQFT
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This Has The Wow Factor That Is Simply Unparalleled! 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 T...

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The Appeal of Living in a Penthouse

Whether a penthouse is on the top floor of a six-story mid-rise or the 50th floor of a skyscraper, it is considered the most desirable condominium in the building. One reason is the view offered from an expansive outdoor space, set-back from the outer walls, to create large,private terraces, whereas other units on lower floors may just have a balcony.  

In keeping with the exclusivity, most Chicago luxury penthouses have keyed elevator landings with direct access to the apartment’s foyer, and often the ride is non-stop from the lobby to the residence. Although luxury penthouse apartments became popular in the 1920s, after the notoriety of the roof top residence at the Plaza Hotel overlooking Central Park, recent demand and buyers’ willingness to pay premium prices, encouraged developers to design buildings with multiple high-floor penthouses. Ironically, offering three or more penthouses in a building only increases the flurry of competition, and, often, they are the first luxury condos to sell in Chicago’s new developments, driving prices to soar along with the floor heights.

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The luxury real estate listings on this page include Chicago luxury penthouses and condos for sale with a minimum price of $1 million. The property listings are updated daily with new luxury condos for sale as they hit the market. Please contact us if you have an interest in purchasing a luxury condo in Chicago and would like to schedule a showing

Chicago Penthouses for Sale
Luxury Living in Chicago’s Penthouses

Real estate

Chicago Penthouses

Whether a penthouse is on the top floor of a six-story mid-rise or the 50th floor of a skyscraper, it is considered the most desirable condominium in the building, offering the best views and luxury amenities. Designed from the beginning to be marketed as an exclusive residence, architects take advantage of the building’s expansive roof-top space, set-back from the outer walls, to create large, private outdoor terraces, where as other units on lower floors may just have a balcony. In keeping with the exclusivity, most penthouses have keyed elevator landings with direct access to the apartment’s foyer, and often the ride is non-stop from the lobby to the residence. Although luxury penthouse apartments became popular in the 1920s, after the notoriety of the roof top residence at the Plaza Hotel overlooking Central Park, recent demand and buyers’ willingness to pay premium prices, encouraged developers to design buildings with multiple high-floor penthouses. Ironically, offering three or more penthouses in a building only increases the flurry of competition, and, often, they are the first luxury condos to sell in Chicago’s new developments, driving prices to soar along with the floor heights

Midwest Real Estate Data LLC Logo 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 Sotheby's International Realty 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. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on May 22nd, 2024 at 10:08pm CDT.