| $1,000,000 - $2,000,000 | $2,000,000 - $3,000,000 | $3,000,000 - $5,000,000 |
| $5,000,000 - $10,000,000 | Over $10,000,000 |
Presenting An Unparalleled Opportunity To Acquire One Of Chicago's Most Distinguished Estates - An Historic Residence Offering Over 25,000 Square Feet Of Total Living Space, Set On Nearly One-third Of An Acre Along The Gold Coast's Prestigious Ast...
A Rare Piece Of Chicago's History, The Thompson House At 915 N. Dearborn Stands As One Of The Gold Coast's Original Architectural Treasures. Designed In 1888 By Cobb & Frost, The Renowned Architects Behind The Newberry Library And University Of Ch...
Introducing Penthouse 64 At One Bennett Park, A Robert A.m. Stern Building. A One-of-a-kind Full-floor Residence Defined By Exceptional Scale, Light, And Sweeping Lake And Skyline Panoramas. Encompassing Approximately 7,940 Square Feet, With 5 Bed...
The Last Raw Penthouse Available In The Gold Coast! An Amazing Opportunity To Transform This True Duplex Penthouse At Chicago's Esteemed Park Hyatt. Offering The Absolute Best Combination Of 360-degree Lake Michigan And City Skyline Views, 12-fo...
An Oasis Above The Clouds, This One-of-a-kind Penthouse Comprises The Entire 64th Floor At The Prestigious Park Tower On North Michigan Avenue. Spanning 8,500 Sqft, This 15-room Apartment Was Meticulously Crafted By The Renowned Architectural Firm...
Unique Opportunity For The Luxury Homeowner Who Wants To Provide An Opportunity For An Extended Family Habitat, Live In Nanny, Or Even Business Associates To Be Close In The Huge Coach House Over The Attached 5 Car Garage. The Coach House Also Cou...
Introducing One Of Chicago's Most Extraordinary Trophy Penthouse Residences, A Remarkable 92nd-floor Home In The Legendary John Hancock Center Commanding Uninterrupted 360-degree Views Of Lake Michigan, The Skyline, And Beyond. There Is Simply No ...
Introducing The Sky 360 Residences Of St Regis Residences Chicago's New Luxury Residence, An Architectural Masterpiece, Designed By Jeanne Gang Located In Lakeshore East. World-renowned Interior Design Specialists Hirsch Bedner Associates (hba) De...
Own The Pinnacle Of Chicago Elegance In This 7880 Sq Ft Duplex Penthouse, Formerly Home To Vince Vaughn And The Original Headquarters Of Hugh Hefner's Playboy Enterprise. The Palmolive Building Is A True Art Deco Icon- Its Historic Beacon Once Lit...
CONTINGENT Classic Limestone And Brick Single-family Home On Two And A Half Lots On Coveted Burling Street With Spectacular Outdoor Space. This Outdoor Footprint Includes A Swimming Pool, Outdoor Kitchen, Temperature Controlled Four-season Glass Atrium With ...
Rare Opportunity To Own An Impeccably Maintained Single-family Residence On Lake Shore Drive, Situated On An Expansive 64' X 200' Lot With Approximately 9,000 Square Feet Under Roof. This Exceptional Home Offers 7 Bedrooms And 7.5 Baths And Featur...
Own The Entire 91st Floor Of The St. Regis Chicago! The Highest Customizable Residence In Chicago And The Midwest And The Only Home In The Building Offering Complete Design Freedom. Perched Atop The Iconic St. Regis Chicago, This Extraordinary ...
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Listing information last updated on August 15th, 2026 at 8:29am CDT.
