clock menu more-arrow no yes mobile

The 16 Most Expensive Homes for Sale in Chicago

You'll need several million dollars to call one of these places home

View as Map

The high-end residential market in Chicago has witnessed somewhat of a boom in the last few years, with multimillion dollar homes selling in very short periods of time. However, some of the priciest homes in Chicago can spend months or even years on the market before finding a buyer. In previous lists, the massive raw penthouse space at the Trump Tower dominated with its $32 million asking price. But the ultra-lux landscape has changed a bit since that space finally sold for $17 million. In today's roundup, there are still some raw spaces, but the list tops off at $17 million. From historic mansions, to contemporary spaces, to sky-high penthouses, these residences are currently the most expensive on the market in Chicago.

Note: The listings are in order from most to least expensive.

Read More

1516 N. Lake Shore Drive

Copy Link

The most expensive listing in Chicago is a Gold Coast mansion that does not serve as a private residence. This 12,000-square-foot limestone-clad mansion is currently the home base of the International College of Surgeons. This one hit the market last September and has budged on its $17 million ask.

924 N. Clark

Copy Link

This house is not only one of the most expensive in Chicago, but it's easily one of the coolest. This 15,000-square-foot mansion is actually built in a former electrical substation. The only remaining relic of the substation is its ornamental facade, which was preserved and utilized for this residence. It listed for $13.9 million in November 2014 but has since upped its ask to $15 million.

1500 N. Lake Shore Drive Unit 14-15

Copy Link

Real estate brokers have killed the word "opulent," but that's what this Lake Shore Drive co-op is. This two-level, 10,000-square-foot residence features many incredible hand-made finishes — some of which have been salvaged from old French homes. The residence belonged to the Wrigley family for two generations, which helps explain its old money look. It listed in February for $13.5 million.

11 E. Walton Unit 5200

Copy Link

11 E. Walton Street is one of the most exclusive addresses in Chicago, so it should be no surprise that the third most expensive listing is located at the Waldorf Astoria. This spacious four-bedroom sports high end finishes and some luxury extras like a home theater, a home gym and spa. It was asking nearly $14 million last summer but is now seeking $12.85 million.

118 E. Erie Penthouse 2

Copy Link

This listing is for a raw, full-floor penthouse space at the Ritz-Carlton Residences. These views of the Mag Mile will cost you $11,214,900 — and that doesn't even count the architect fees and built-out costs. This space on the building's 39th floor first listed in November 2014 and still asking the same price.

60 E. Monroe Unit 7102

Copy Link

This brand new listing for the 71st floor penthouse space at the Legacy at Millennium Park is still hot off the press. The unit spans 9,500 square feet and occupies the building's entire 71st floor. The views are killer from every room. And at $9 million, this listing has become one of the priciest in Chicago.

1970 N. Burling

Copy Link

The 1900 block of Burling Street is perhaps Lincoln Park's most exclusive stretch. Late last year, an enormous mansion on the block sold for $13.34 million, but this one at 1970 N. Burling is still available. While it's one of the most expensive homes for sale in Chicago, the finishes in this Liederbach and Graham-designed home are earthy and playful. It's always refreshing to see a high-end home with some style and flair. However, it'll also cost you — $8.95 million to be exact.

2450 N. Lakeview Unit 10

Copy Link

Here's another lakefront co-op that has a very old world vibe to it. This 8,000-square-foot residence occupies the entire tenth floor the Howard Van Doren Shaw-designed building at 2450 N. Lakeview. The unit was designed by New York's Michael La Rocca and Chicago's Marvin Herman, and the interior features very high end finishes as one would presume at this price point. This co-op became available in July 2014, when it listed for $10.75 million. The ask has since dropped by nearly two million dollars, and this co-op is now seeking $8.95 million.

65 E. Goethe Unit 5N

Copy Link

Like many high-end high-rise residences in Chicago, you're paying for the view. And in this $8.825 million unit designed by Scott Himmel, you're getting incredible views of Lake Michigan.

189 E. Lake Shore Drive Penthouse 18

Copy Link

This penthouse made a big splash when it entered the market in November 2014. With an introductory asking price of $15.5 million, this three-level penthouse was the priciest listing of 2014. After a year an a half on the market, it has reduced its ask by nearly half to $8.8 million.

2466 N Lakeview

Copy Link

For $8.695 million, you could become the proud new owner of the historic Wrigley Mansion. The 15,000-square-foot Italian Renaissance mansion was designed by the architect Richard Schmidt and built in 1896. It listed in November 2014 with the same $8.695 million asking price.

542 W. Grant Place

Copy Link

One of the most noticeable things in the listing photos for this home is the metal giraffe sculpture in the courtyard. It's not just any ordinary lawn ornament however. This piece comes from Chicago sculptor John Kearney, who also sculpted the four main characters of the Wizard of Oz for Oz Park just down the street. This fascinating contemporary home listed almost exactly a year ago for $9.25 million but is asking $8.5 million today.

1508 N. State Parkway

Copy Link

Here's another mansion that has been on the market for quite a while. This 10,000-square-foot mansion on State Parkway in the Gold Coast originally listed in 2012 for $9.95 million but has since dropped the ask by nearly one and a half million bucks. It's got plenty of green space in the back and the front facade is covered in ivy. You'll also need a lot of green if you want to buy this one — $8.5 million to be exact.

25 E. Superior Unit 5001

Copy Link

This listing is for the entire 50th floor penthouse of the the Fordham Condos tower right off the Mag Mile. Expect high-end finishes and fantastic views. There's also a private garage available only to the owners of this unit. This one can be had for a cool $8.5 million.

1523 N. Dearborn Parkway

Copy Link

Looking for a large mansion that has some historic character? This 8,000-square-foot mansion on Dearborn Parkway may be just what you've been looking for. Originally built in 1891, this home's exterior sports a beautiful limestone facade, but the interior has been completely renovated. If you happen to have $8.2 million, this one can be yours.

2450 N. Lakeview Unit 9

Copy Link

If you don't have the $8.95 million for the unit upstairs, this 8,000-square-foot unit on the ninth floor can be had for $7.7 million instead. According to the listing, this unit sports 41 windows, which allows for heaps of natural sunlight. The architects at Wheeler Kearns were tapped to help renovate this one.

1516 N. Lake Shore Drive

The most expensive listing in Chicago is a Gold Coast mansion that does not serve as a private residence. This 12,000-square-foot limestone-clad mansion is currently the home base of the International College of Surgeons. This one hit the market last September and has budged on its $17 million ask.

924 N. Clark

This house is not only one of the most expensive in Chicago, but it's easily one of the coolest. This 15,000-square-foot mansion is actually built in a former electrical substation. The only remaining relic of the substation is its ornamental facade, which was preserved and utilized for this residence. It listed for $13.9 million in November 2014 but has since upped its ask to $15 million.

1500 N. Lake Shore Drive Unit 14-15

Real estate brokers have killed the word "opulent," but that's what this Lake Shore Drive co-op is. This two-level, 10,000-square-foot residence features many incredible hand-made finishes — some of which have been salvaged from old French homes. The residence belonged to the Wrigley family for two generations, which helps explain its old money look. It listed in February for $13.5 million.

11 E. Walton Unit 5200

11 E. Walton Street is one of the most exclusive addresses in Chicago, so it should be no surprise that the third most expensive listing is located at the Waldorf Astoria. This spacious four-bedroom sports high end finishes and some luxury extras like a home theater, a home gym and spa. It was asking nearly $14 million last summer but is now seeking $12.85 million.

118 E. Erie Penthouse 2

This listing is for a raw, full-floor penthouse space at the Ritz-Carlton Residences. These views of the Mag Mile will cost you $11,214,900 — and that doesn't even count the architect fees and built-out costs. This space on the building's 39th floor first listed in November 2014 and still asking the same price.

60 E. Monroe Unit 7102

This brand new listing for the 71st floor penthouse space at the Legacy at Millennium Park is still hot off the press. The unit spans 9,500 square feet and occupies the building's entire 71st floor. The views are killer from every room. And at $9 million, this listing has become one of the priciest in Chicago.

1970 N. Burling

The 1900 block of Burling Street is perhaps Lincoln Park's most exclusive stretch. Late last year, an enormous mansion on the block sold for $13.34 million, but this one at 1970 N. Burling is still available. While it's one of the most expensive homes for sale in Chicago, the finishes in this Liederbach and Graham-designed home are earthy and playful. It's always refreshing to see a high-end home with some style and flair. However, it'll also cost you — $8.95 million to be exact.

2450 N. Lakeview Unit 10

Here's another lakefront co-op that has a very old world vibe to it. This 8,000-square-foot residence occupies the entire tenth floor the Howard Van Doren Shaw-designed building at 2450 N. Lakeview. The unit was designed by New York's Michael La Rocca and Chicago's Marvin Herman, and the interior features very high end finishes as one would presume at this price point. This co-op became available in July 2014, when it listed for $10.75 million. The ask has since dropped by nearly two million dollars, and this co-op is now seeking $8.95 million.

65 E. Goethe Unit 5N

Like many high-end high-rise residences in Chicago, you're paying for the view. And in this $8.825 million unit designed by Scott Himmel, you're getting incredible views of Lake Michigan.

189 E. Lake Shore Drive Penthouse 18

This penthouse made a big splash when it entered the market in November 2014. With an introductory asking price of $15.5 million, this three-level penthouse was the priciest listing of 2014. After a year an a half on the market, it has reduced its ask by nearly half to $8.8 million.

2466 N Lakeview

For $8.695 million, you could become the proud new owner of the historic Wrigley Mansion. The 15,000-square-foot Italian Renaissance mansion was designed by the architect Richard Schmidt and built in 1896. It listed in November 2014 with the same $8.695 million asking price.

542 W. Grant Place

One of the most noticeable things in the listing photos for this home is the metal giraffe sculpture in the courtyard. It's not just any ordinary lawn ornament however. This piece comes from Chicago sculptor John Kearney, who also sculpted the four main characters of the Wizard of Oz for Oz Park just down the street. This fascinating contemporary home listed almost exactly a year ago for $9.25 million but is asking $8.5 million today.

1508 N. State Parkway

Here's another mansion that has been on the market for quite a while. This 10,000-square-foot mansion on State Parkway in the Gold Coast originally listed in 2012 for $9.95 million but has since dropped the ask by nearly one and a half million bucks. It's got plenty of green space in the back and the front facade is covered in ivy. You'll also need a lot of green if you want to buy this one — $8.5 million to be exact.

25 E. Superior Unit 5001

This listing is for the entire 50th floor penthouse of the the Fordham Condos tower right off the Mag Mile. Expect high-end finishes and fantastic views. There's also a private garage available only to the owners of this unit. This one can be had for a cool $8.5 million.

1523 N. Dearborn Parkway

Looking for a large mansion that has some historic character? This 8,000-square-foot mansion on Dearborn Parkway may be just what you've been looking for. Originally built in 1891, this home's exterior sports a beautiful limestone facade, but the interior has been completely renovated. If you happen to have $8.2 million, this one can be yours.

2450 N. Lakeview Unit 9

If you don't have the $8.95 million for the unit upstairs, this 8,000-square-foot unit on the ninth floor can be had for $7.7 million instead. According to the listing, this unit sports 41 windows, which allows for heaps of natural sunlight. The architects at Wheeler Kearns were tapped to help renovate this one.