Chicago's Most Expensive Home

Chicago 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.



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…

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Loft condos for sale Chicago, IL

Chicago Lofts for Sale

- Trendy, cool, urban living. Population density and soaring land costs in large cities has lead to the adaptive reuse of existing buildings. One of the results - The Chicago loft. In the late 90s and early 2000s the conversion of old factories and warehouses to condos began in the West Loop and other formerly industrial areas of the city. The popularity for this style of home has risen steadily ever since. Upon entering a loft, the expansive ceilings, exposed brick, beams and open floor plans offer so much character and history, it’s easy to understand why this style is so sought after!

A few of my favorite neighborhoods to keep in mind when looking for Chicago lofts are:

West Loop: The most obvious choice, we know,…

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Chicago Workers Cottages for sale 

- The Chicago workers cottage was once a symbol of middle-class housing in the city, but they have become increasingly rare. As new development and rising home prices continue to transform Chicago's neighborhood's, these historic homes are often targets for demolition and redevelopment. These small, often modest homes were built primarily for factory/trade workers in the late 19th and early 20th centuries. They provided affordable housing and created neighborhoods that thrived on shared experiences and cultural ties. More than 100 years after their introduction, well cared for workers cottages can still be found in many neighborhood's throughout the city. Today, worker's cottages offer buyer's a refreshing and…

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Listings courtesy of NEIRBR Northeast Iowa Regional Board of Realtors as distributed by MLS GRID

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Listing information last updated on July 16th, 2025 at 5:53am CDT.