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.Read More
Chicago’s 25 most expensive homes for sale right now
See the blockbuster houses and condos on the market
1926 N. Burling Street
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.
915 N. Dearborn Street
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.
840 N. Lake Shore Drive, Unit 2601
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.
Vista Tower Sky 360 Residences, Unit 8901
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.
199 E. Lake Shore Drive, Unit 10-11E
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.
415 E. North Water Street, Penthouse 05
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.
1000M Penthouse, Unit #71-PH1
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.
1325 N. Astor Street, Unit 13
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.
Vista Tower, Unit 6906
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.
1300 N. State Parkway
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.
1432 N. State Parkway
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.
Vista Tower, Unit 5106
Listing price: $7,284,368
Surprise! It’s another condo in the pricey Vista Tower.
Vista Tower, Unit 4806
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.
1246 N. Astor Street
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.
1421 N. Astor Street
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.
1241 N. State Parkway
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.
1516 N. Lake Shore Drive
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.
65 E. Goethe Street, Unit M102
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.
1919 N. Dayton Street
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.
2450 N. Lakeview Avenue, Unit 10
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.
Palmolive Building, Unit 17AC
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.
1000M, Unit 6802
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.
132 E. Delaware Place, Unit 6302
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.
900 W. Washington Boulevard, Penthouse 901
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.
1433 N. State Parkway
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.