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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1346 W Walton Street 3w, Chicago

$1,049,900

1346 W Walton Street 3w, Chicago

3 Beds 2 Baths 1,875 SqFt Residential MLS® # 12771126

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1833 N Larrabee Street 2, Chicago

$1,049,000

↓ $76,000

1833 N Larrabee Street 2, Chicago

2 Beds 2 Baths 1,352 SqFt Residential MLS® # 12760212

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1648 W Division Street 110, Chicago

$1,049,000

1648 W Division Street 110, Chicago

3 Beds 2.5 Baths 2,430 SqFt Residential MLS® # 12753491

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211 N Harbor Drive 3803, Chicago

$1,049,000

↓ $51,000

211 N Harbor Drive 3803, Chicago

2 Beds 2 Baths 1,408 SqFt Residential MLS® # 12750150

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401 N Wabash Avenue 44f, Chicago

$1,049,000

↓ $101,000

401 N Wabash Avenue 44f, Chicago

2 Beds 2.5 Baths 2,022 SqFt Residential MLS® # 12611596

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New
211 N Harbor Drive 2404, Chicago

$1,045,000

211 N Harbor Drive 2404, Chicago

2 Beds 2 Baths 1,251 SqFt Residential MLS® # 12780458

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211 N Harbor Drive 2304, Chicago

$1,040,000

211 N Harbor Drive 2304, Chicago

2 Beds 2 Baths 1,251 SqFt Residential MLS® # 12696896

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Open House
2847 N Damen Avenue 1, Chicago

$1,039,000

2847 N Damen Avenue 1, Chicago

3 Beds 3 Baths 0 SqFt Residential
Sun, Oct 11th, 2026 @ 12pm - 1:30pm
MLS® # 12760308

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Open House
850 N Lake Shore Drive 905, Chicago

$1,039,000

↑ $19,000

850 N Lake Shore Drive 905, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12634291

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Open House
850 N Lake Shore Drive 1807, Chicago

$1,032,000

850 N Lake Shore Drive 1807, Chicago

2 Beds 2 Baths 1,402 SqFt Residential MLS® # 12586543

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New Open House
2625 N Wilton Avenue 3, Chicago

$1,000,000

2625 N Wilton Avenue 3, Chicago

2 Beds 2 Baths 1,328 SqFt Residential
Sat, Oct 10th, 2026 @ 11:30am - 1:30pm
MLS® # 12769807

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New
4713 N Damen Avenue 1n, Chicago

$1,000,000

4713 N Damen Avenue 1n, Chicago

4 Beds 2.5 Baths 2,800 SqFt Residential MLS® # 12750584

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New
2331 N Wayne Avenue, Chicago

$1,000,000

2331 N Wayne Avenue, Chicago

3 Beds 2.5 Baths 2,400 SqFt Residential MLS® # 12749153

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3500 N Lake Shore Drive 3c, Chicago

$1,000,000

3500 N Lake Shore Drive 3c, Chicago

4 Beds 3 Baths 0 SqFt Residential MLS® # 12672845

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Posted by Leo Clark. on

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