The 3 Most Expensive Homes in Chicago

Top 3 Most Expensive Homes in Chicago (Source:

Image courtesy of Berkshire Hathaway Home Services. Published with Permission.

Chicago is full of all sorts of beautiful homes. From the suburban houses so famously loved by John Hughes to charming converted two-flats to gorgeous condos, in Chicagoland, there is a home for every buyer – and every budget.

And some budgets are… jaw-dropping.

For every adorable single family home or quirky fixer-upper, Chicago is also host to some of the most extravagant and elegant properties in the country. Let’s take a look at a few!

At the time of writing, these astonishing places were three of the most expensive listings in Chicago:

3.) 1823 N. Howe St, $13.9 million

1823 N Howe (Source:


One of the more prestigious streets in the city, Howe Street is home to some incredible properties. This structure – which is coming soon from Environs Development – seems like it will be a worthy addition to their ranks.

Boasting a 75 foot wide triple lot, 14,000 square feet, an attached seven-car heated garage, and a penthouse roofdeck with panoramic views of the city, this property is currently listed for $13,995,000.

2.) 924 N. Clark St, $15 million

924 N Clark (Source:

This Gold Coast prairie substation – with a listing price of $15 million – boasts 15,000 square feet, including six beds, 6.3 baths, two kitchens, and a wine cellar. The home also includes its own private gatehouse and four-car garage.

Though a 1916 classic, the property has gone green, with a solar-heated pool, a greenhouse, and geothermal heating and cooling.

1.) 1516 N. Lake Shore Drive, $17 million

1516 N Lake Shore Dr (Source:

What can we say about this property that the location – and price tag – doesn’t already tell you? Located in the world-famous Lake Shore Drive district, this French Chateau-inspired mansion features 12,000 square feet of available living space along with a 2,400 square foot coach house.

With its incredible views of Lake Michigan and its great location near Lincoln Park and the Magnificent Mile, the property would already be remarkable; add in its intricate mill work, stained glass windows, and grand marble staircase, and this $17 million gem becomes a treasure of the Chicago real estate scene.

Whether you’re looking for a single family house in Lakeview or a chic condo near the heart of the Loop, we’d love to help put you in the home of your dreams! Drop Real Group a line with all of your Chicagoland real estate questions. Our experienced team has the knowledge, the experience, and the listings to guide you on the path to your next home.

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