Chicago's Most Expensive Home
What's the most expensive home for sale in Chicago?
Have you ever wondered? Sometimes it's a condo, but usually it is a single family home. Either way, this post will always display the most expensive home for sale in Chicago - so check back for updates.
The most expensive home for sale in Chicago
5 of the most expensive homes ever sold in Chicago
1. 9 W Walton St | $58.750m
9 W Walton. Ken Griffin, the billionaire hedge fund manager and founder of Citadel, made headlines with his record-breaking purchase of a penthouse at 9 W Walton in Chicago. In 2018, he purchased the property from the developer for $58.75 million, setting a new benchmark for the most expensive home ever sold in the city. At the time, the penthouse spanned multiple floors of the building, but was still raw space and needed to be designed and finished. The home has since been divided into smaller homes and most sold off to new buyers (including Governor JB Pritzker).
2. 363 E Wacker Dr 7101 | $20.565 million.
363 E Wacker Drive 7101 otherwise known as The St. Regis. The St. Regis Chicago, formerly known as the Vista Tower, is a striking addition to the city's skyline, designed by architect Jeanne Gang. This 101-story building is one of the tallest in Chicago and features a unique, undulating design that reflects the city's architectural innovation. The St. Regis offers luxury condominiums with breathtaking views of Lake Michigan and the Chicago River, along with high-end finishes and state-of-the-art amenities. Residents enjoy access to exclusive services, including a world-class spa, fine dining, and a private residents' lounge. The building's prime location in the Lakeshore East neighborhood provides convenient access to the city's cultural and entertainment offerings.
3. 401 N Wabash Ave PH89A | $20 million.
The penthouse at Trump Tower, 401 N Wabash Avenue PH89A. Designed by renowned architect Adrian Smith, stands as one of the tallest residential towers in the Western Hemisphere at 1,300 feet. This architectural marvel offers a 14,260-square-foot private floor, presented as a "vanilla box," allowing buyers to customize the interior design to their personal taste. The residence features 19-foot ceilings, floor-to-ceiling windows, and a private access elevator, providing 360-degree views of the city and lake. Residents enjoy luxurious amenities, including a 14,000-square-foot spa health club, outdoor space on the 16th floor, and a club room, with four penthouse-level parking spaces included in the purchase.
4. 1932 N Burling St | $15.250 million
1932 N Burling Street in Chicago is the most expensive single family home ever sold in Chicago. Located in the prestigious Lincoln Park neighborhood, this mansion was sold in 2024. The home is a 25,000-square-foot mansion in Lincoln Park, featuring six bedrooms and 11 bathrooms on a parcel spanning over eight city lots. The exterior showcases classic European architecture with a limestone facade, landscaped gardens, and decorative fountains. Inside, the home boasts luxurious details such as a grand rotunda with a bronze and 22K gold staircase, multiple entertainment rooms, and a 2,000-square-foot terrace with an outdoor kitchen. Additional features include a 5,000-bottle wine cellar, custom millwork, and modern amenities like a three-car garage, elevator, and home automation system, making it ideal for both grand entertaining and intimate living.
5. 400 W. Dickens Ave | $14.250 million
400 W. Dickens Ave. is a contemporary 15,000-square-foot single-family home in Lincoln Park, featuring seven bedrooms and ten bathrooms with impeccable finishes and five distinct outdoor spaces. Designed by Kathryn Quinn Architects and built by Fraser Homes, the home includes a gourmet kitchen with custom cabinetry, professional-grade appliances, and a Woodstone pizza oven. The property boasts a back terrace with a pergola-covered dining area, a fire pit, and a water feature that doubles as a hot tub, along with a backyard that includes a courtyard and basketball area. The second level offers a primary suite with a spa bath and private terrace, while the top level features a fitness room, spa, and expansive roof decks with city views. Additional amenities include a media room, wine room, guest studio, and advanced home automation and security systems, making it a luxurious and versatile living space.
You're probably not trying to buy the most expensive home in Chicago, but if you are interested in luxury Chicago homes for sale, here are a few good places to start:
Lincoln Park Gold Coast Lakeshore East River North Streeterville Bucktown West Loop Old Town
Posted by Ryan Hardy on
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