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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65 E Monroe Street 4718, Chicago

$1,165,000

↓ $5,000

65 E Monroe Street 4718, Chicago

3 Beds 2 Baths 2,260 SqFt Residential MLS® # 12539795

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New Open House
16 N Carpenter Street 4n, Chicago

$1,150,000

16 N Carpenter Street 4n, Chicago

3 Beds 3 Baths 1,950 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 1pm
MLS® # 12780351

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2422 W Lyndale Street 3, Chicago

$1,150,000

2422 W Lyndale Street 3, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12770037

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200 E Delaware Place 8c-9c, Chicago

$1,150,000

200 E Delaware Place 8c-9c, Chicago

4 Beds 3.5 Baths 3,400 SqFt Residential MLS® # 12769682

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New
1133 S Wabash Avenue 806, Chicago

$1,150,000

1133 S Wabash Avenue 806, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12769421

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New
2023 W Augusta Boulevard 3w, Chicago

$1,149,000

2023 W Augusta Boulevard 3w, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12765232

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950 N Michigan Avenue 4202, Chicago

$1,149,000

↓ $101,000

950 N Michigan Avenue 4202, Chicago

3 Beds 3.5 Baths 2,175 SqFt Residential MLS® # 12665921

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1239 N State Parkway 2, Chicago

$1,145,000

1239 N State Parkway 2, Chicago

3 Beds 2.5 Baths 2,470 SqFt Residential MLS® # 12688117

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226 S Green Street 3n, Chicago

$1,120,000

226 S Green Street 3n, Chicago

3 Beds 2.5 Baths 2,050 SqFt Residential MLS® # 12764615

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New Open House
1701 N Halsted Street E2, Chicago

$1,110,000

1701 N Halsted Street E2, Chicago

3 Beds 3 Baths 0 SqFt Residential
Sun, Oct 11th, 2026 @ 1:30pm - 3pm
MLS® # 12777600

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New
211 N Harbor Drive 3509, Chicago

$1,105,000

211 N Harbor Drive 3509, Chicago

3 Beds 2 Baths 1,550 SqFt Residential MLS® # 12780538

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1157 W Erie Street 3w, Chicago

$1,100,000

1157 W Erie Street 3w, Chicago

3 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12772720

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2715 N Janssen Avenue, Chicago

$1,100,000

2715 N Janssen Avenue, Chicago

3 Beds 3 Baths 0 SqFt Residential MLS® # 12771288

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New
2023 W Augusta Boulevard 1w, Chicago

$1,100,000

2023 W Augusta Boulevard 1w, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12765209

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New
1345 W Grand Avenue 4s, Chicago

$1,100,000

1345 W Grand Avenue 4s, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12764221

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1320 W Wrightwood Avenue 3, Chicago

$1,100,000

1320 W Wrightwood Avenue 3, Chicago

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12754715

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3721 N Kenmore Avenue 3, Chicago

$1,100,000

3721 N Kenmore Avenue 3, Chicago

2 Beds 2 Baths 0 SqFt Residential MLS® # 12742200

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New
155 N Harbor Drive 3712, Chicago

$1,100,000

155 N Harbor Drive 3712, Chicago

3 Beds 2.5 Baths 1,850 SqFt Residential MLS® # 12720197

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New
1433 S Prairie Avenue H, Chicago

$1,099,900

1433 S Prairie Avenue H, Chicago

4 Beds 3.5 Baths 3,800 SqFt Residential MLS® # 12764747

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2046 N Racine Avenue A, Chicago

$1,099,000

2046 N Racine Avenue A, Chicago

3 Beds 3.5 Baths 1,487 SqFt Residential MLS® # 12756248

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1648 W Division Street 309, Chicago

$1,099,000

1648 W Division Street 309, Chicago

3 Beds 3 Baths 2,315 SqFt Residential MLS® # 12731245

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3126 W Lyndale Street 2, Chicago

$1,099,000

3126 W Lyndale Street 2, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12666661

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225 N Columbus Drive 7201, Chicago

$1,099,000

↓ $26,000

225 N Columbus Drive 7201, Chicago

3 Beds 2.5 Baths 1,800 SqFt Residential MLS® # 12592409

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6106 N Hermitage Avenue, Chicago

$1,099,000

↓ $50,000

6106 N Hermitage Avenue, Chicago

2 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12532260

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Posted by Leo Clark. on

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