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The most expensive homes sold in Chicago in 2019

Walton No. 9 and One Bennett Park were winners

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This year’s “it” building is Vista Tower which anchors the top 25 most expensive home for sale right now. In 2019, the premier building was No. 9 Walton—the sales there dominate the list of priciest sales in Chicago for the year. One Bennett Park was up there, too. It was mostly condos in downtown luxury towers that fetched multi-million dollar price tags. There were a few homes in Lincoln Park, a neighborhood that’s become less popular for the wealthy in recent years, and a few West Loop condos that made this list as well.

In Chicago, January is when the busy season starts for Compass broker Tim Sheahan. His phone starts ringing the Monday after New Year’s Eve and continues all winter.

“People get cabin fever and wanna get out in January. Despite what the public thinks, most people don’t want to shop for homes in the summer, they’re not in a serious mood to buy,” Sheahan says.

Sheahan, who’s been in real estate for the last 18 years, reflected on last year’s market. Lots of empty nesters looking for a new home or a second property. And nearly every client asked about taxes. Homes in West Loop, North Center, and Lincoln Square were in demand. As for Lincoln Park, that neighborhood could see a bounceback this year, he says.

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1. No. 9 Walton, Unit 3100

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9 W Walton St
Chicago, IL 60610

No one is surprised No. 9 Walton takes four of the top five spots on this list. On the upper floors of the luxury building, this 7,085-square-foot unit comes with five bedrooms and five bathrooms. Seem pricey? It’s nothing compared to the $58 million dollar sale in 2018 which combined four floors.

Sold for: $11,274,500

JDL Development

2. No. 9 Walton, Unit 3300

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9 W Walton St
Chicago, IL 60610

This No. 9 Walton unit is on the top floor with the same layout as the condo in the number one spot. Wondering why the condo building is taking over this list? Well, tower features a private entrance for owners and four floors of amenities.

Sold for: $8,200,000

JDL Development

3. Park Tower, Unit 5101

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800 Michigan Ave
Chicago, IL 60611

The Art Deco-inspired Park Tower was designed in 2000 by Lucien Lagrange Architects. This 6,300-square-foot unit was fully renovated before the sale.

Sold for: $6,958,000

4. No. 9 Walton, Unit 2902

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9 W Walton St
Chicago, IL 60610

The units on the upper floors the luxury Gold Coast building are around 7,000-square-feet and come with five bedrooms and five bathrooms.

Sold for: $6,950,000

5. No. 9 Walton, Unit 2501

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9 W Walton St
Chicago, IL 60610

Another high-end sale at No. 9 Walton. Didn’t we tell you this was Chicago’s number one address for millionaires?

Sold for: $6,463,000

6. One Bennett Park, Units 5609 and 5709

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451 E Grand Ave
Chicago, IL 60611

These two residences were purchased in One Bennett Park for the same price tying them for the sixth spot. They both feature four bedrooms and four bathrooms.

Sold for: $6,350,000

7. One Bennett Park, Unit 6211

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451 E Grand Ave
Chicago, IL 60611

This at One Bennett Park features slightly less square footage, three bedrooms, and three bathrooms.

Sold for: $6,225,000

8. 1821 N. Howe Street

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1821 N Howe St
Chicago, IL 60614

Here’s the first single-family home featured on this list. The Lincoln Park mansion, designed by Environs, features 9,300 square feet, an elevator, and a double-height living room.

Sold for: $6,200,000

Via Environs

9. 209 E. Lake Shore Drive, Unit 12W

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209 E Lake Shore Dr
Chicago, IL 60611

This cash-only co-op is a 7,055-square-foot duplex with four bedrooms and five bathrooms. The sprawling unit features an 1,800-bottle wine cellar, his and her bathrooms, and a parking garage with a carwash.

Sold for: $6,150,000

10. No. 9 Walton, Unit 2201

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9 W Walton St
Chicago, IL 60610

We’re back at No. 9 Walton again. The unit is 4,776-square-feet and comes with four bedrooms and four bathrooms.

Sold for: $6,095,000

11. 900 West, Penthouse 902

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900 W Washington Blvd
Chicago, IL 60607

The West Loop was busy last year, and it looks like 2020 will be the same. This unit features a wrap-around terrace with incredible views of the rapidly changing neighborhood. This penthouse already sold, but there’s another on the market in this boutique condo.

Sold for: $5,720,000

Via 900 West

12. 1941 N. Howe Street

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1941 N Howe St
Chicago, IL 60614

Sitting on three lots, this Lincoln Park mansion has a landscaped courtyard, stone terraces, double-height windows, and a limestone exterior.

Sold for: $5,500,000

Via Redfin

13. One Bennett Park, Unit 5510

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451 E Grand Ave
Chicago, IL 60611

The residents at One Bennett Park is a long list of Chicago’s wealthiest buyers. Another unit off the market.

Sold for: $5,500,000

14. No. 9 Walton, Unit 1701

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9 W Walton St
Chicago, IL 60610

With views over State Street, this 3,665-square-foot unit has four bedrooms and four bathrooms.

Sold for: $4,986,500

15. 2217 N. Burling Street

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2217 N Burling St
Chicago, IL 60614

Nope, this isn’t the forever-on-the-market Burling Street mansion. A half-mile down the road is another Lincoln Park mansion and this one found a buyer. The triple-lot home features fireplaces, French doors, floor-to-ceiling windows, and a garage that could fit as many as seven cars.

Sold for: $4,837,500

16. 105 E. Bellevue Place

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105 E Bellevue Pl
Chicago, IL 60611

Completely renovated three years ago, the 8,000-square-foot home features five bedroom suites, radiant heated floors, a wood-paneled media room, and a 15-foot cathedral ceiling.

Sold for: $4,800,000

VHT Studios

17. One Bennett Park, Unit 5710

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451 E Grand Ave
Chicago, IL 60611

This is One Bennett’s fourth and final appearance on this list. The 3,765-square-foot unit that sold features three bedrooms and three bathrooms.

Sold for: $4,700,000

18. 2125 N. Cleveland Avenue

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2125 N Cleveland Ave
Chicago, IL 60614

A new construction in Lincoln Park features seven bedroom suites, a sprawling backyard, and a rooftop with downtown skyline views.

Sold for: $4,666,500

Via Redfin

19. The Hayden, Penthouse 8B

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1109 W Washington Blvd
Chicago, IL 60607

The Hayden was one of several West Loop condo buildings to open in the past few years. The units feature expansive panel windows and subway tile—a call back to the neighborhoods industrial past.

Sold for: $4,528,500

The Hayden

20. One Bennett Park, Units 5610 and 5810

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451 E Grand Ave
Chicago, IL 60611

These two units, both with a three-bedroom layout, were each purchased for the same price tying them for the spot number 20. Like we said, this luxury tower was a winner last year.

Sold for: $4,475,000

21. The Hayden, Unit 8C

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1109 W Washington Blvd
Chicago, IL 60607

Here’s another condo that sold in the West Loop. Is this the neighborhood for the city’s next luxury tower like No. 9 Walton?

Sold for: $4,461,000

The Hayden

22. 4 E. Elm Street P-27, P-26, and 10S

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4 E Elm St
Chicago, IL 60610

The bottom half of this list saw a handful of sales at the Gold Coast boutique tower on Elm Street. Three units, including two penthouses sold for the same price in August.

Sold for: $4,450,000

23. 4 E. Elm Street P-45, P-44, 18S

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4 E Elm St
Chicago, IL 60610

The three other units were sold just a month earlier.

Sold for: $4,301,000

24. 2054 N. Clifton Avenue

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2054 N Clifton Ave
Chicago, IL 60614

In Lincoln Park, a mansion on a wide lot with 7,500-square-feet collected a few million dollars.

Sold for: $4,250,000

Positive Image

25. 65 E. Goethe Street

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65 E Goethe St
Chicago, IL 60610

Of course, this list ends in the Gold Coast. There were actually three condos that sold for this price. One of them, Unit 5N, features 6,200-square-feet, a custom Bulthaup kitchen, multiple terraces, and access to a rooftop garden.

Sold for: $4,150,000

(There was also a One Bennett Park condo, Unit 5306, that sold for this price, too. Technically, all four are tied for the last spot on this list.)

VHT Studios

1. No. 9 Walton, Unit 3100

9 W Walton St, Chicago, IL 60610
JDL Development

No one is surprised No. 9 Walton takes four of the top five spots on this list. On the upper floors of the luxury building, this 7,085-square-foot unit comes with five bedrooms and five bathrooms. Seem pricey? It’s nothing compared to the $58 million dollar sale in 2018 which combined four floors.

Sold for: $11,274,500

9 W Walton St
Chicago, IL 60610

2. No. 9 Walton, Unit 3300

9 W Walton St, Chicago, IL 60610
JDL Development

This No. 9 Walton unit is on the top floor with the same layout as the condo in the number one spot. Wondering why the condo building is taking over this list? Well, tower features a private entrance for owners and four floors of amenities.

Sold for: $8,200,000

9 W Walton St
Chicago, IL 60610

3. Park Tower, Unit 5101

800 Michigan Ave, Chicago, IL 60611

The Art Deco-inspired Park Tower was designed in 2000 by Lucien Lagrange Architects. This 6,300-square-foot unit was fully renovated before the sale.

Sold for: $6,958,000

800 Michigan Ave
Chicago, IL 60611

4. No. 9 Walton, Unit 2902

9 W Walton St, Chicago, IL 60610

The units on the upper floors the luxury Gold Coast building are around 7,000-square-feet and come with five bedrooms and five bathrooms.

Sold for: $6,950,000

9 W Walton St
Chicago, IL 60610

5. No. 9 Walton, Unit 2501

9 W Walton St, Chicago, IL 60610

Another high-end sale at No. 9 Walton. Didn’t we tell you this was Chicago’s number one address for millionaires?

Sold for: $6,463,000

9 W Walton St
Chicago, IL 60610

6. One Bennett Park, Units 5609 and 5709

451 E Grand Ave, Chicago, IL 60611

These two residences were purchased in One Bennett Park for the same price tying them for the sixth spot. They both feature four bedrooms and four bathrooms.

Sold for: $6,350,000

451 E Grand Ave
Chicago, IL 60611

7. One Bennett Park, Unit 6211

451 E Grand Ave, Chicago, IL 60611

This at One Bennett Park features slightly less square footage, three bedrooms, and three bathrooms.

Sold for: $6,225,000

451 E Grand Ave
Chicago, IL 60611

8. 1821 N. Howe Street

1821 N Howe St, Chicago, IL 60614
Via Environs

Here’s the first single-family home featured on this list. The Lincoln Park mansion, designed by Environs, features 9,300 square feet, an elevator, and a double-height living room.

Sold for: $6,200,000

1821 N Howe St
Chicago, IL 60614

9. 209 E. Lake Shore Drive, Unit 12W

209 E Lake Shore Dr, Chicago, IL 60611

This cash-only co-op is a 7,055-square-foot duplex with four bedrooms and five bathrooms. The sprawling unit features an 1,800-bottle wine cellar, his and her bathrooms, and a parking garage with a carwash.

Sold for: $6,150,000

209 E Lake Shore Dr
Chicago, IL 60611

10. No. 9 Walton, Unit 2201

9 W Walton St, Chicago, IL 60610

We’re back at No. 9 Walton again. The unit is 4,776-square-feet and comes with four bedrooms and four bathrooms.

Sold for: $6,095,000

9 W Walton St
Chicago, IL 60610

11. 900 West, Penthouse 902

900 W Washington Blvd, Chicago, IL 60607
Via 900 West

The West Loop was busy last year, and it looks like 2020 will be the same. This unit features a wrap-around terrace with incredible views of the rapidly changing neighborhood. This penthouse already sold, but there’s another on the market in this boutique condo.

Sold for: $5,720,000

900 W Washington Blvd
Chicago, IL 60607

12. 1941 N. Howe Street

1941 N Howe St, Chicago, IL 60614
Via Redfin

Sitting on three lots, this Lincoln Park mansion has a landscaped courtyard, stone terraces, double-height windows, and a limestone exterior.

Sold for: $5,500,000

1941 N Howe St
Chicago, IL 60614

13. One Bennett Park, Unit 5510

451 E Grand Ave, Chicago, IL 60611

The residents at One Bennett Park is a long list of Chicago’s wealthiest buyers. Another unit off the market.

Sold for: $5,500,000

451 E Grand Ave
Chicago, IL 60611

14. No. 9 Walton, Unit 1701

9 W Walton St, Chicago, IL 60610

With views over State Street, this 3,665-square-foot unit has four bedrooms and four bathrooms.

Sold for: $4,986,500

9 W Walton St
Chicago, IL 60610

15. 2217 N. Burling Street

2217 N Burling St, Chicago, IL 60614

Nope, this isn’t the forever-on-the-market Burling Street mansion. A half-mile down the road is another Lincoln Park mansion and this one found a buyer. The triple-lot home features fireplaces, French doors, floor-to-ceiling windows, and a garage that could fit as many as seven cars.

Sold for: $4,837,500

2217 N Burling St
Chicago, IL 60614

16. 105 E. Bellevue Place

105 E Bellevue Pl, Chicago, IL 60611
VHT Studios

Completely renovated three years ago, the 8,000-square-foot home features five bedroom suites, radiant heated floors, a wood-paneled media room, and a 15-foot cathedral ceiling.

Sold for: $4,800,000

105 E Bellevue Pl
Chicago, IL 60611

17. One Bennett Park, Unit 5710

451 E Grand Ave, Chicago, IL 60611

This is One Bennett’s fourth and final appearance on this list. The 3,765-square-foot unit that sold features three bedrooms and three bathrooms.

Sold for: $4,700,000

451 E Grand Ave
Chicago, IL 60611

18. 2125 N. Cleveland Avenue

2125 N Cleveland Ave, Chicago, IL 60614
Via Redfin

A new construction in Lincoln Park features seven bedroom suites, a sprawling backyard, and a rooftop with downtown skyline views.

Sold for: $4,666,500

2125 N Cleveland Ave
Chicago, IL 60614

19. The Hayden, Penthouse 8B

1109 W Washington Blvd, Chicago, IL 60607
The Hayden

The Hayden was one of several West Loop condo buildings to open in the past few years. The units feature expansive panel windows and subway tile—a call back to the neighborhoods industrial past.

Sold for: $4,528,500

1109 W Washington Blvd
Chicago, IL 60607

20. One Bennett Park, Units 5610 and 5810

451 E Grand Ave, Chicago, IL 60611

These two units, both with a three-bedroom layout, were each purchased for the same price tying them for the spot number 20. Like we said, this luxury tower was a winner last year.

Sold for: $4,475,000

451 E Grand Ave
Chicago, IL 60611

21. The Hayden, Unit 8C

1109 W Washington Blvd, Chicago, IL 60607
The Hayden

Here’s another condo that sold in the West Loop. Is this the neighborhood for the city’s next luxury tower like No. 9 Walton?

Sold for: $4,461,000

1109 W Washington Blvd
Chicago, IL 60607

22. 4 E. Elm Street P-27, P-26, and 10S

4 E Elm St, Chicago, IL 60610

The bottom half of this list saw a handful of sales at the Gold Coast boutique tower on Elm Street. Three units, including two penthouses sold for the same price in August.

Sold for: $4,450,000

4 E Elm St
Chicago, IL 60610

23. 4 E. Elm Street P-45, P-44, 18S

4 E Elm St, Chicago, IL 60610

The three other units were sold just a month earlier.

Sold for: $4,301,000

4 E Elm St
Chicago, IL 60610

24. 2054 N. Clifton Avenue

2054 N Clifton Ave, Chicago, IL 60614
Positive Image

In Lincoln Park, a mansion on a wide lot with 7,500-square-feet collected a few million dollars.

Sold for: $4,250,000

2054 N Clifton Ave
Chicago, IL 60614

25. 65 E. Goethe Street

65 E Goethe St, Chicago, IL 60610
VHT Studios

Of course, this list ends in the Gold Coast. There were actually three condos that sold for this price. One of them, Unit 5N, features 6,200-square-feet, a custom Bulthaup kitchen, multiple terraces, and access to a rooftop garden.

Sold for: $4,150,000

(There was also a One Bennett Park condo, Unit 5306, that sold for this price, too. Technically, all four are tied for the last spot on this list.)

65 E Goethe St
Chicago, IL 60610