With the busy fall season approaching, we thought we’d take a closer look at where some of Chicago’s most expensive condos currently on the market are listed, and what each of these lavish and luxurious units have to offer. Not surprisingly, No. 9 Walton, Waldorf Astoria Chicago, and Trump Tower feature the three highest priced condos right now, each boasting a price tag of well over $12 million. Somewhat unexpected, just two condos over at Vista Tower are among some of the Windy City’s 25 most expensive units on the market right now, which is the same number of units you’ll see listed over at The Palmolive in that same category.

The spectacular new One Bennett Park condo tower also features a couple condos in the $6 million price range, and you’ll also see the sprawling 6,597 square foot penthouse over at the Ritz Carlton Residences still on the open market as well, which is asking $9,500,000.

And while we’re talking penthouses, #PH1 over at 900 West Washington is also still available for $5,679,999, and the penthouse over at the chic new 61 West Erie development, which has four bedrooms, four bathrooms, and 5,800 square feet of living space is also on the market with an asking price of $5,850,000.

Browse Chicago's Most Expensive Condos Currently on the Market:

Check Out Chicago's Most Expensive Condos For Sale Below:, Over $1,000,000

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850 N Lake Shore Drive 205, Chicago

$1,999,000

↓ $73,000

850 N Lake Shore Drive 205, Chicago

3 Beds 2.5 Baths 3,794 SqFt Residential MLS® # 12479877

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New
257 E Delaware Place 10ab, Chicago

$1,995,000

257 E Delaware Place 10ab, Chicago

4 Beds 4.5 Baths 4,000 SqFt Residential MLS® # 12774015

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New
152 W Huron Street 4, Chicago

$1,995,000

152 W Huron Street 4, Chicago

3 Beds 2.5 Baths 4,300 SqFt Residential MLS® # 12736423

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2644 N Lakewood Avenue 2n, Chicago

$1,995,000

2644 N Lakewood Avenue 2n, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12731733

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180 E Pearson Street 4801, Chicago

$1,995,000

180 E Pearson Street 4801, Chicago

3 Beds 2.5 Baths 2,754 SqFt Residential MLS® # 12674616

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840 N Lake Shore Drive 1803, Chicago

$1,990,000

840 N Lake Shore Drive 1803, Chicago

3 Beds 3.5 Baths 3,200 SqFt Residential MLS® # 12722568

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401 N Wabash Avenue 60e, Chicago

$1,990,000

↓ $110,000

401 N Wabash Avenue 60e, Chicago

2 Beds 3 Baths 2,754 SqFt Residential MLS® # 12671939

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Open House
1934 N Halsted Street 1, Chicago

$1,985,000

1934 N Halsted Street 1, Chicago

4 Beds 3.5 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 1pm
MLS® # 12619024

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363 E Wacker Drive 6805, Chicago

$1,979,000

363 E Wacker Drive 6805, Chicago

3 Beds 3 Baths 1,942 SqFt Residential MLS® # 12557178

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Open House
1935 N Mohawk Street 1s, Chicago

$1,975,000

1935 N Mohawk Street 1s, Chicago

4 Beds 4 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 2:30pm
MLS® # 12597724

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New
450 E Waterside Drive 3309, Chicago

$1,950,000

450 E Waterside Drive 3309, Chicago

3 Beds 3 Baths 2,714 SqFt Residential MLS® # 12775282

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Open House
1935 N Mohawk Street 3n, Chicago

$1,950,000

1935 N Mohawk Street 3n, Chicago

3 Beds 3 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 2:30pm
MLS® # 12745505

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118 E Erie Street 35g, Chicago

$1,950,000

118 E Erie Street 35g, Chicago

2 Beds 2.5 Baths 2,874 SqFt Residential MLS® # 12596294

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New
2026 N Orleans Street Phs, Chicago

$1,949,000

2026 N Orleans Street Phs, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12771422

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New
200 N Dearborn Street 4700, Chicago

$1,900,000

200 N Dearborn Street 4700, Chicago

3 Beds 3 Baths 2,957 SqFt Residential MLS® # 12772801

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200 W Grand Avenue 2700, Chicago

$1,900,000

200 W Grand Avenue 2700, Chicago

3 Beds 3.5 Baths 4,150 SqFt Residential MLS® # 12760625

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1629 N Burling Street 3, Chicago

$1,900,000

1629 N Burling Street 3, Chicago

4 Beds 3.5 Baths 2,579 SqFt Residential MLS® # 12753736

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New
2026 N Orleans Street 1n, Chicago

$1,900,000

2026 N Orleans Street 1n, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12751795

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2235 W Oakdale Avenue 20-b, Chicago

$1,900,000

2235 W Oakdale Avenue 20-b, Chicago

5 Beds 3.5 Baths 3,885 SqFt Residential MLS® # 12628802

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800 N Michigan Avenue 5501, Chicago

$1,899,000

800 N Michigan Avenue 5501, Chicago

3 Beds 3.5 Baths 4,200 SqFt Residential MLS® # 12772697

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180 E Pearson Street 3707, Chicago

$1,897,747

180 E Pearson Street 3707, Chicago

3 Beds 3.5 Baths 2,754 SqFt Residential MLS® # 12686123

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New
180 E Pearson Street 6401, Chicago

$1,895,000

180 E Pearson Street 6401, Chicago

3 Beds 3 Baths 2,754 SqFt Residential MLS® # 12774071

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60 E Monroe Street 6102, Chicago

$1,895,000

60 E Monroe Street 6102, Chicago

3 Beds 3 Baths 3,300 SqFt Residential MLS® # 12745267

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443 W Aldine Street 3, Chicago

$1,895,000

443 W Aldine Street 3, Chicago

5 Beds 3 Baths 3,500 SqFt Residential MLS® # 12728602

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Posted by Leo Clark. on

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