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Rendering courtesy of 1000M, listing agent Lisa Chang Vitale of @properties

Chicago’s 25 most expensive homes for sale right now

See the blockbuster houses and condos on the market

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1000M.
| Rendering courtesy of 1000M, listing agent Lisa Chang Vitale of @properties

If you’re in the market for a luxury condo, you have a lot of options this year. Right now, sales for Vista Tower and 1000M dominate this high-end list and last year it was No. 9 Walton. Not surprisingly, there are also good amount of historic Gold Coast mansions, too. Lincoln Park’s Burling Street mansion tops the list, of course. But the neighborhood’s next listing? All the way down at number 19. Surprisingly, even with the West Loop being such a popular market, the neighborhood only appears once here. If you’re curious where Chicago’s richest residents could end up, these are the 25 most expensive homes for sale.

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1926 N. Burling Street

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Listing price: $45 million

This Lincoln Park mansion has been the city’s most expensive property since it first listed in 2016. Back then, it was $50 million. But still, even after cutting back $5 million it tops the list.

The 25,000-square-foot estate was built on eight city lots and comes with ornate fountains, a reflecting pool, chandeliers, a curving grand staircase, marble inlays, and manicured gardens.

Photos via listing agent R. Matt Leutheuser of Jameson Sotheby’s Intl Realty

915 N. Dearborn Street

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Listing price: $19,500,000

Last sold in 2009 for $3,128,000, this Gold Coast mansion has gone through a high-end restoration. The red rock home was originally built for an attorney in 1888 and based on designs by architecture firm Cobb and Frost. The firm is known for now-demolished buildings like the Palmer Mansion and the Chicago Opera House.

The residence has highly detailed woodwork, art glass windows, Santos Mahogany hardwood, carved marble fireplaces, and a carriage house.

Photos via Dawn McKenna of Coldwell Banker Residential Brokerage

840 N. Lake Shore Drive, Unit 2601

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Listing price: $13,500,000

This Lake Shore Drive building holds the first condo on our list. It was built in 2007, and as a full-floor penthouse unit, boasts some of the best skyline views. The nearly 10,000-square-foot residence has 12-foot ceilings, a massive terrace, a rotunda living room, and a dream kitchen.

Photo via listing agent Timothy Salm, Jameson Sotheby’s Intl Realty

Vista Tower Sky 360 Residences, Unit 8901

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Listing price: $11,086,540

Here’s the priciest listing in Chicago’s third tallest building Vista Tower. You might have noticed the building under construction on Wacker, and when its finished, the skyscraper will be the first Chicago building to have a “blow through” floor.

Out of all the properties on this list, the Sky Residences have the latest and greatest amenities. Units are outfitted with Gaggenau appliances, Snaidero cabinetry, and Kallista fixtures. There are indoor and outdoor pools, fire pits, fitness and training rooms, private dining spaces, wine storage, and a dog exercise area.

Photo courtesy of Vista Tower, Leila Zammatta, Magellan Realty LLC

199 E. Lake Shore Drive, Unit 10-11E

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Listing price: $11,500,000

Designed by Benjamin Marshall, this 9,600-square-foot home is one the market for the first time in 25 years. The listing description says the home is perfect for “Gatsby style entertaining.” There’s a grand, wood-paneled room with a pool table, a spacious kitchen with its own fireplace, an elegant dining room, skylights, and a conservatory attached to a large terrace.

Photos by VHT Studios, courtesy of Engel & Völkers Chicago

415 E. North Water Street, Penthouse 05

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Listing price: $8,990,000

This two-story penthouse is from the early 2000s era when marble-covered everything, giant aquariums, and full-length basketball courts were the epitome of luxury. While trends have shifted since, the property still has potential: a wrap-around terrace, impressive views over the Chicago River and Lake Michigan, and a master suite with a custom walk-in closet.

Photos by ThreeSixty Chicago, courtesy of Grigory Pekarsky, Vesta Preferred LLC

1000M Penthouse, Unit #71-PH1

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Listing price: $8,100,000

Still under construction, this project is another highly anticipated skyscraper. Designed by architect Helmut Jahn and interior designer Kara Mann, 1000M is expected to partially open mid-2022.

A few of the amenities in this prestigious project? There’s a music conservatory, gardens, a sprawling terrace, and a spa with a Himalayan salt room. The penthouse unit has quite an impressive interior with a luxurious bathroom.

Photo by 1000M, courtesy of listing agent John Goldsworthy of @properties

1325 N. Astor Street, Unit 13

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Listing price: $7,999,000

Astor Street is filled with opulent Chicago residences—and this one is available for the first time in 50 years. The duplex penthouse was designed by David Adler features original parquet floors and paneled walls from 1928. There are three terrace spaces, a marble stairway, and a dining room fit for 18 guests.

Photos by VHT Studios, courtesy of Nick Kluding of Baird & Warner

Vista Tower, Unit 6906

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Listing price: $7,887,000

Vista Tower makes another appearance on this list. These condos are below the Sky 360 Penthouses, but still offer the same panoramic views. This unit is 5,261 square feet and comes with four ensuite bedrooms, his and her master bathrooms, and a 32-foot long terrace.

Photos by Vista Tower, courtesy of Leila Zammatta, Magellan Realty LLC

1300 N. State Parkway

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Listing price: $7,850,000

Striking out on its own, this condo has the most contemporary style on this list. It was purchased as a raw space and designed by architects at Wheeler Kearns. One of the home’s most unique features is the Venetian plaster-wrapped staircase with rounded edges. The home side steps a traditional luxury aesthetic—there’s no wood panels or ornately carved fireplaces. Instead, a smooth concrete fireplace, bright modern art, and busy fabric patterns.

Photo courtesy of Mark Icuss at Compass

1432 N. State Parkway

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Listing price: $7,499,000

Just down the street is another Gold Coast mansion that makes the list. The 9,100-square foot, double lot property features some of the home’s original details from 1883. There’s a marble bathroom, a full-floor master bedroom, a guest suite in the coach house, and a landscaped side yard.

Photos courtesy of Jennifer Ames at Engel & Völkers Chicago

Vista Tower, Unit 5106

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Listing price: $7,284,368

Surprise! It’s another condo in the pricey Vista Tower.

Photo courtesy of Vista Tower, Leila Zammatta, Magellan Realty LLC

Vista Tower, Unit 4806

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Listing price: $7,231,516

In case it wasn’t clear, Vista Tower will be home to all of Chicago’s millionaires when it opens later this year. This is the building’s fourth unit on this list.

Photo courtesy of Vista Tower, Leila Zammatta, Magellan Realty LLC

1246 N. Astor Street

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Listing price: $6,999,000

Built in 1886, this Gold Coast mansion features a completely renovated interior. Led by Axios Architects and Lisek Interiors, this corner lot home comes with an elevator, a rooftop deck with fireplaces, and a steam room.

Photos by Positive Image, courtesy of Jamie Ficco of Sergio & Banks Real Estate

1421 N. Astor Street

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Listing price: $6,800,000

Here’s another historic Astor Street mansion. It was first built in 1892 and retains several original architectural details like a Gothic fireplace in limestone, walnut paneling, bronze sconces, and leaded glass windows. It’s also got a gated driveway from the curb up to the four-car garage.

Photo courtesy of Katherine Malkin of Compass

1241 N. State Parkway

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Listing price: $6,495,000

This 7,4000-square-foot mansion is a brand new construction, which is less common in the historic Gold Coast district. It features a French limestone facade, an elevator, walk-in closets, rooftop terraces, and a backyard.

Photos courtesy of Tim Salm Jameson Sotheby’s International Realty

1516 N. Lake Shore Drive

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Listing price: $6,000,000

This Lake Shore Drive mansion was used at the offices for the International College of Surgeons, and now the 12,000-square-foot main house and its 2,400-square-foot coach house are on the market. Built in 1916, the property is both a Chicago Landmark and listed on the National Register of Historic Places.

To truly turn this space into a home, the property will need an extensive renovation. The good news for buyers with deep pockets is that it appears original flooring and millwork have been maintained.

Photos courtesy of Crystal Tran of Berkshire Hathaway HomeService

65 E. Goethe Street, Unit M102

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Listing price: $5,989,000

Here’s a newer Gold Coast boutique condo. Built in 2011, the property only has 18 units. This home has a dramatic entry foyer with 11-foot ceilings and 5,800-square feet of space spread across two floors. The kitchen was designed by de Giulio and opens up to a private 1,300-square-foot terrace.

Photos courtesy of Sherri Kramer of Coldwell Banker Homes

1919 N. Dayton Street

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Listing price: $5,950,000

This double lot mansion is the first Lincoln Park residence to show up on the list. A few years ago, the neighborhood would have been much closer to the top of this list. Now with Vista Tower and 1000M dominating the luxury market, things have changed.

Built in 2011, this property features everything you’d expect in a multi-million dollar home: an elevator, French doors, and gold chandeliers. There’s a fireplace in the master bedroom (and four others throughout the house), a movie theater with loungers, a stately wood-paneled library, and a private terrace.

Photo courtesy of Marie Campbell at Berkshire Hathaway HomeServices

2450 N. Lakeview Avenue, Unit 10

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Listing price: $5,800,000

This Lincoln Park co-op sits on the 10th floor and directly faces Lincoln Park just 100 feet away. There’s a private elevator entrance, French hand-polished mahogany, a wine cellar, and a moody library. The building offers 24-hour door staff, a fenced-in courtyard, and a private garage.

Photo courtesy of Millie Rosenbloom at Baird & Warner

Palmolive Building, Unit 17AC

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Listing price: $5,750,000

Formerly the editorial offices of Playboy, this 37-story Art Deco building is known as the Palmolive now. This is also where Vince Vaughn once owned a multi-floor penthouse—it sold in 2016. While not as dramatic as Vaughn’s penthouse, this unit has the same stunning views. It comes with coved ceilings, a wood-paneled library, and elegant fireplaces. The listing price also includes two garage spaces.

Rendering courtesy of Katherine Malkin of Compass

1000M, Unit 6802

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Listing price: $5,650,000

This is 1000M’s second listing on the list. For a few million less, you can also live in the Helmut Jahn-designed skyscraper in a 4,104-square-foot unit and take advantage of that Himalayan salt room down in the spa.

Rendering courtesy of 1000M, listing agent Lisa Chang Vitale of @properties

132 E. Delaware Place, Unit 6302

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Listing price: $5,600,000

This duplex residence in a Gold Coast tower has airy 20-foot ceilings and walls of windows. Plus, it’s located in the Four Seasons Hotel so you’ll enjoy all of its amenities. There are artisanal finishes, custom millwork, and a unique view of Lake Michigan and the Hancock Tower.

Photo by Chicago Home Photos, courtesy of listing agent Klopas Stratton Berkshire Hathaway HomeServices

900 W. Washington Boulevard, Penthouse 901

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Listing price: $5,500,000

The lone West Loop home on this list arrives in a new building for the neighborhood called 900 West. The penthouse unit features 10-foot ceilings, expansive windows, heated floors, custom closets, and a wrap-around terrace. The building is also equipped with a biometric retinal scanner which residents will use for access.

Photo courtesy of Jameson Sotheby’s

1433 N. State Parkway

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Listing price: $5,499,000

Finally, we end with a Gold Coast mansion that underwent a complete rehab in 2011. It features a few interesting rooms including one outfitted in like a rugged hunting lodge with stained wood and an antler chandelier. There’s also a 300-bottle wine cellar, elevator, nine fireplaces, and an audio system through the whole house.

Photo by VHT Studios, courtesy of Thomas Morrisey at Cedar Realty Group

1926 N. Burling Street

Photos via listing agent R. Matt Leutheuser of Jameson Sotheby’s Intl Realty

Listing price: $45 million

This Lincoln Park mansion has been the city’s most expensive property since it first listed in 2016. Back then, it was $50 million. But still, even after cutting back $5 million it tops the list.

The 25,000-square-foot estate was built on eight city lots and comes with ornate fountains, a reflecting pool, chandeliers, a curving grand staircase, marble inlays, and manicured gardens.

Photos via listing agent R. Matt Leutheuser of Jameson Sotheby’s Intl Realty

915 N. Dearborn Street

Photos via Dawn McKenna of Coldwell Banker Residential Brokerage

Listing price: $19,500,000

Last sold in 2009 for $3,128,000, this Gold Coast mansion has gone through a high-end restoration. The red rock home was originally built for an attorney in 1888 and based on designs by architecture firm Cobb and Frost. The firm is known for now-demolished buildings like the Palmer Mansion and the Chicago Opera House.

The residence has highly detailed woodwork, art glass windows, Santos Mahogany hardwood, carved marble fireplaces, and a carriage house.

Photos via Dawn McKenna of Coldwell Banker Residential Brokerage

840 N. Lake Shore Drive, Unit 2601

Photo via listing agent Timothy Salm, Jameson Sotheby’s Intl Realty

Listing price: $13,500,000

This Lake Shore Drive building holds the first condo on our list. It was built in 2007, and as a full-floor penthouse unit, boasts some of the best skyline views. The nearly 10,000-square-foot residence has 12-foot ceilings, a massive terrace, a rotunda living room, and a dream kitchen.

Photo via listing agent Timothy Salm, Jameson Sotheby’s Intl Realty

Vista Tower Sky 360 Residences, Unit 8901

Photo courtesy of Vista Tower, Leila Zammatta, Magellan Realty LLC

Listing price: $11,086,540

Here’s the priciest listing in Chicago’s third tallest building Vista Tower. You might have noticed the building under construction on Wacker, and when its finished, the skyscraper will be the first Chicago building to have a “blow through” floor.

Out of all the properties on this list, the Sky Residences have the latest and greatest amenities. Units are outfitted with Gaggenau appliances, Snaidero cabinetry, and Kallista fixtures. There are indoor and outdoor pools, fire pits, fitness and training rooms, private dining spaces, wine storage, and a dog exercise area.

Photo courtesy of Vista Tower, Leila Zammatta, Magellan Realty LLC

199 E. Lake Shore Drive, Unit 10-11E

Photos by VHT Studios, courtesy of Engel & Völkers Chicago

Listing price: $11,500,000

Designed by Benjamin Marshall, this 9,600-square-foot home is one the market for the first time in 25 years. The listing description says the home is perfect for “Gatsby style entertaining.” There’s a grand, wood-paneled room with a pool table, a spacious kitchen with its own fireplace, an elegant dining room, skylights, and a conservatory attached to a large terrace.

Photos by VHT Studios, courtesy of Engel & Völkers Chicago

415 E. North Water Street, Penthouse 05

Photos by ThreeSixty Chicago, courtesy of Grigory Pekarsky, Vesta Preferred LLC

Listing price: $8,990,000

This two-story penthouse is from the early 2000s era when marble-covered everything, giant aquariums, and full-length basketball courts were the epitome of luxury. While trends have shifted since, the property still has potential: a wrap-around terrace, impressive views over the Chicago River and Lake Michigan, and a master suite with a custom walk-in closet.

Photos by ThreeSixty Chicago, courtesy of Grigory Pekarsky, Vesta Preferred LLC

1000M Penthouse, Unit #71-PH1

Photo by 1000M, courtesy of listing agent John Goldsworthy of @properties

Listing price: $8,100,000

Still under construction, this project is another highly anticipated skyscraper. Designed by architect Helmut Jahn and interior designer Kara Mann, 1000M is expected to partially open mid-2022.

A few of the amenities in this prestigious project? There’s a music conservatory, gardens, a sprawling terrace, and a spa with a Himalayan salt room. The penthouse unit has quite an impressive interior with a luxurious bathroom.

Photo by 1000M, courtesy of listing agent John Goldsworthy of @properties

1325 N. Astor Street, Unit 13

Photos by VHT Studios, courtesy of Nick Kluding of Baird & Warner

Listing price: $7,999,000

Astor Street is filled with opulent Chicago residences—and this one is available for the first time in 50 years. The duplex penthouse was designed by David Adler features original parquet floors and paneled walls from 1928. There are three terrace spaces, a marble stairway, and a dining room fit for 18 guests.

Photos by VHT Studios, courtesy of Nick Kluding of Baird & Warner

Vista Tower, Unit 6906

Photos by Vista Tower, courtesy of Leila Zammatta, Magellan Realty LLC

Listing price: $7,887,000

Vista Tower makes another appearance on this list. These condos are below the Sky 360 Penthouses, but still offer the same panoramic views. This unit is 5,261 square feet and comes with four ensuite bedrooms, his and her master bathrooms, and a 32-foot long terrace.

Photos by Vista Tower, courtesy of Leila Zammatta, Magellan Realty LLC

1300 N. State Parkway

Photo courtesy of Mark Icuss at Compass

Listing price: $7,850,000

Striking out on its own, this condo has the most contemporary style on this list. It was purchased as a raw space and designed by architects at Wheeler Kearns. One of the home’s most unique features is the Venetian plaster-wrapped staircase with rounded edges. The home side steps a traditional luxury aesthetic—there’s no wood panels or ornately carved fireplaces. Instead, a smooth concrete fireplace, bright modern art, and busy fabric patterns.

Photo courtesy of Mark Icuss at Compass

1432 N. State Parkway