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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1400 W Monroe Street 5b, Chicago

$1,375,000

1400 W Monroe Street 5b, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12756966

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1803 W Armitage Avenue 2, Chicago

$1,375,000

1803 W Armitage Avenue 2, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12730158

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481 N Clinton Street, Chicago

$1,375,000

↓ $75,000

481 N Clinton Street, Chicago

5 Beds 3.5 Baths 3,447 SqFt Residential MLS® # 12567829

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3820 N Damen Avenue 1, Chicago

$1,370,000

3820 N Damen Avenue 1, Chicago

4 Beds 3.5 Baths 2,800 SqFt Residential MLS® # 12769330

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New
211 N Harbor Drive 3208, Chicago

$1,370,000

211 N Harbor Drive 3208, Chicago

3 Beds 2.5 Baths 1,574 SqFt Residential MLS® # 12713650

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New
747 N Clark Street 401, Chicago

$1,350,000

747 N Clark Street 401, Chicago

3 Beds 3 Baths 2,580 SqFt Residential MLS® # 12766371

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401 N Wabash Avenue 55f, Chicago

$1,350,000

401 N Wabash Avenue 55f, Chicago

2 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12690900

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1313 N Ritchie Court 2701, Chicago

$1,350,000

1313 N Ritchie Court 2701, Chicago

3 Beds 3 Baths 2,785 SqFt Residential MLS® # 12675212

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21 E Huron Street 2803, Chicago

$1,325,000

21 E Huron Street 2803, Chicago

3 Beds 3.5 Baths 3,033 SqFt Residential MLS® # 12765176

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New
2072 N Western Avenue Ph-401, Chicago

$1,325,000

2072 N Western Avenue Ph-401, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12761631

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401 N Wabash Avenue 84f, Chicago

$1,300,000

401 N Wabash Avenue 84f, Chicago

2 Beds 2 Baths 1,952 SqFt Residential MLS® # 12764040

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New
234 W Polk Street 3702, Chicago

$1,300,000

234 W Polk Street 3702, Chicago

3 Beds 2.5 Baths 1,592 SqFt Residential MLS® # 12751707

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New
1420 N Elk Grove Avenue 3, Chicago

$1,300,000

1420 N Elk Grove Avenue 3, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12735518

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New
340 E Randolph Street 4804, Chicago

$1,300,000

340 E Randolph Street 4804, Chicago

2 Beds 2.5 Baths 1,902 SqFt Residential MLS® # 12661973

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Open House
2235 W Oakdale Avenue 33-d, Chicago

$1,300,000

2235 W Oakdale Avenue 33-d, Chicago

4 Beds 3.5 Baths 3,269 SqFt Residential
Sun, Oct 11th, 2026 @ 1pm - 3pm
MLS® # 12551850

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New
305 S Racine Avenue 5a, Chicago

$1,299,999

305 S Racine Avenue 5a, Chicago

3 Beds 3.5 Baths 2,390 SqFt Residential MLS® # 12770939

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1409 S Indiana Avenue D, Chicago

$1,299,900

1409 S Indiana Avenue D, Chicago

3 Beds 2.5 Baths 3,642 SqFt Residential MLS® # 12750520

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550 N Kingsbury Street 610, Chicago

$1,299,900

550 N Kingsbury Street 610, Chicago

4 Beds 3 Baths 2,450 SqFt Residential MLS® # 12740917

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2725 N Wayne Avenue 1, Chicago

$1,299,000

2725 N Wayne Avenue 1, Chicago

4 Beds 2.5 Baths 0 SqFt Residential MLS® # 12771517

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1955 N Halsted Street 2, Chicago

$1,299,000

1955 N Halsted Street 2, Chicago

3 Beds 2 Baths 1,830 SqFt Residential MLS® # 12687036

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New
840 N Lake Shore Drive 1002, Chicago

$1,299,000

840 N Lake Shore Drive 1002, Chicago

2 Beds 2.5 Baths 2,540 SqFt Residential MLS® # 12637619

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New
161 E Chicago Avenue 24-02, Chicago

$1,295,000

161 E Chicago Avenue 24-02, Chicago

2 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12770886

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900 W Washington Boulevard 301, Chicago

$1,295,000

900 W Washington Boulevard 301, Chicago

2 Beds 2.5 Baths 1,605 SqFt Residential MLS® # 12755155

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New
420 W Ontario Street 405, Chicago

$1,295,000

420 W Ontario Street 405, Chicago

4 Beds 4 Baths 3,500 SqFt Residential MLS® # 12753902

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Posted by Leo Clark. on

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