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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1501 N State Parkway 12c, Chicago

$1,295,000

1501 N State Parkway 12c, Chicago

2 Beds 2 Baths 1,850 SqFt Residential MLS® # 12730093

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310 S Michigan Avenue 1705, Chicago

$1,295,000

310 S Michigan Avenue 1705, Chicago

3 Beds 3.5 Baths 2,706 SqFt Residential MLS® # 12621004

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340 E Randolph Street 5504, Chicago

$1,295,000

340 E Randolph Street 5504, Chicago

2 Beds 2.5 Baths 1,902 SqFt Residential MLS® # 12391514

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New Open House
24 E Scott Street 2, Chicago

$1,275,000

24 E Scott Street 2, Chicago

3 Beds 2.5 Baths 2,600 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 2pm
MLS® # 12778834

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New
234 W Polk Street 3908, Chicago

$1,270,000

234 W Polk Street 3908, Chicago

3 Beds 2 Baths 1,517 SqFt Residential MLS® # 12756111

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New
155 N Harbor Drive 3301-3302-3314, Chicago

$1,250,000

155 N Harbor Drive 3301-3302-3314, Chicago

3 Beds 3.5 Baths 2,743 SqFt Residential MLS® # 12766825

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Open House
1355 N Dean Street 1w, Chicago

$1,250,000

1355 N Dean Street 1w, Chicago

4 Beds 2.5 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12765951

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New
363 W Superior Street B, Chicago

$1,250,000

363 W Superior Street B, Chicago

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12761964

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5650 S Dorchester Avenue 1, Chicago

$1,250,000

5650 S Dorchester Avenue 1, Chicago

5 Beds 2.5 Baths 4,561 SqFt Residential MLS® # 12758344

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21 E Huron Street 2102, Chicago

$1,250,000

21 E Huron Street 2102, Chicago

2 Beds 2.5 Baths 1,786 SqFt Residential MLS® # 12742473

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1000 W Washington Boulevard 141, Chicago

$1,250,000

↓ $35,000

1000 W Washington Boulevard 141, Chicago

3 Beds 2.5 Baths 3,500 SqFt Residential MLS® # 12722285

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1548 W Ardmore Avenue 2c, Chicago

$1,250,000

1548 W Ardmore Avenue 2c, Chicago

5 Beds 3 Baths 3,018 SqFt Residential MLS® # 12699561

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4950 S Chicago Beach Drive 11a, Chicago

$1,250,000

↓ $150,000

4950 S Chicago Beach Drive 11a, Chicago

3 Beds 4.5 Baths 4,000 SqFt Residential MLS® # 12670499

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25 E Superior Street 3601, Chicago

$1,250,000

25 E Superior Street 3601, Chicago

3 Beds 3 Baths 2,610 SqFt Residential MLS® # 12658344

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221 E Walton Place 13c, Chicago

$1,250,000

221 E Walton Place 13c, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12580535

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1300 N Claremont Avenue 1e, Chicago

$1,249,900

↓ $50,100

1300 N Claremont Avenue 1e, Chicago

5 Beds 3 Baths 3,500 SqFt Residential MLS® # 12757486

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1000 W Washington Boulevard 406, Chicago

$1,249,900

↓ $50,000

1000 W Washington Boulevard 406, Chicago

3 Beds 2 Baths 2,400 SqFt Residential MLS® # 12657871

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New
21 E Huron Street 3204, Chicago

$1,249,000

21 E Huron Street 3204, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12748390

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60 E Monroe Street 6703, Chicago

$1,249,000

↓ $50,000

60 E Monroe Street 6703, Chicago

2 Beds 2.5 Baths 1,999 SqFt Residential MLS® # 12719368

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New
1617 W Grand Avenue 1w, Chicago

$1,240,000

1617 W Grand Avenue 1w, Chicago

4 Beds 3 Baths 3,500 SqFt Residential MLS® # 12763953

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2729 N Southport Avenue 1, Chicago

$1,225,000

2729 N Southport Avenue 1, Chicago

4 Beds 2.5 Baths 0 SqFt Residential MLS® # 12747223

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222 N Columbus Drive 4703, Chicago

$1,225,000

222 N Columbus Drive 4703, Chicago

3 Beds 2.5 Baths 1,790 SqFt Residential MLS® # 12692152

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Open House
850 N Lake Shore Drive 1805, Chicago

$1,223,000

850 N Lake Shore Drive 1805, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12640555

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800 N Michigan Avenue 4703, Chicago

$1,215,000

↓ $10,000

800 N Michigan Avenue 4703, Chicago

2 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12707596

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Posted by Leo Clark. on

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