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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60 E Monroe Street 5601, Chicago

$1,698,000

60 E Monroe Street 5601, Chicago

3 Beds 3 Baths 2,450 SqFt Residential MLS® # 12740413

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New
505 N Lake Shore Drive 6801, Chicago

$1,695,000

505 N Lake Shore Drive 6801, Chicago

3 Beds 3 Baths 3,000 SqFt Residential MLS® # 12766791

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10 E Delaware Place 29e, Chicago

$1,690,000

↓ $110,000

10 E Delaware Place 29e, Chicago

3 Beds 3.5 Baths 2,161 SqFt Residential MLS® # 12721327

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New
401 N Wabash Avenue 30j, Chicago

$1,675,000

401 N Wabash Avenue 30j, Chicago

2 Beds 2.5 Baths 2,076 SqFt Residential MLS® # 12753886

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2333 N Cambridge Avenue B, Chicago

$1,675,000

2333 N Cambridge Avenue B, Chicago

3 Beds 3 Baths 2,390 SqFt Residential MLS® # 12723623

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New Open House
500 W Superior Street 2401, Chicago

$1,650,000

500 W Superior Street 2401, Chicago

3 Beds 2.5 Baths 3,550 SqFt Residential
Sun, Oct 11th, 2026 @ 12pm - 1:30pm
MLS® # 12769705

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1000 W Washington Boulevard 538-539, Chicago

$1,650,000

1000 W Washington Boulevard 538-539, Chicago

4 Beds 4 Baths 3,300 SqFt Residential MLS® # 12750912

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New
1420 N Elk Grove Avenue 1, Chicago

$1,650,000

1420 N Elk Grove Avenue 1, Chicago

4 Beds 3.5 Baths 3,200 SqFt Residential MLS® # 12735488

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403 N Wabash Avenue 10b, Chicago

$1,650,000

403 N Wabash Avenue 10b, Chicago

3 Beds 3.5 Baths 2,517 SqFt Residential MLS® # 12716731

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914 W Fletcher Street Ph, Chicago

$1,650,000

914 W Fletcher Street Ph, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12681915

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310 S Michigan Avenue 1100, Chicago

$1,649,000

310 S Michigan Avenue 1100, Chicago

4 Beds 4 Baths 3,350 SqFt Residential MLS® # 12740439

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363 E Wacker Drive 3404, Chicago

$1,635,000

363 E Wacker Drive 3404, Chicago

2 Beds 2 Baths 1,711 SqFt Residential MLS® # 12728755

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New
1325 N Astor Street 2, Chicago

$1,600,000

1325 N Astor Street 2, Chicago

3 Beds 4 Baths 4,300 SqFt Residential MLS® # 12772455

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Open House
2929 N Oakley Avenue 46-j, Chicago

$1,600,000

2929 N Oakley Avenue 46-j, Chicago

4 Beds 3.5 Baths 3,724 SqFt Residential
Sun, Oct 11th, 2026 @ 1pm - 3pm
MLS® # 12768582

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60 E Monroe Street 5301, Chicago

$1,599,900

↓ $95,100

60 E Monroe Street 5301, Chicago

3 Beds 3 Baths 2,450 SqFt Residential MLS® # 12572008

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New Open House
1000 W Washington Boulevard 202, Chicago

$1,599,000

1000 W Washington Boulevard 202, Chicago

4 Beds 4 Baths 3,036 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 2:30pm
MLS® # 12778133

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403 N Wabash Street 15b, Chicago

$1,599,000

403 N Wabash Street 15b, Chicago

3 Beds 3.5 Baths 2,517 SqFt Residential MLS® # 12758679

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403 N Wabash Avenue 3a, Chicago

$1,599,000

403 N Wabash Avenue 3a, Chicago

3 Beds 3.5 Baths 2,424 SqFt Residential MLS® # 12711390

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421 W Melrose Street 18bc, Chicago

$1,599,000

↓ $51,000

421 W Melrose Street 18bc, Chicago

4 Beds 4.5 Baths 4,500 SqFt Residential MLS® # 12664065

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401 N Wabash Avenue 2346, Chicago

$1,599,000

↓ $901,000

401 N Wabash Avenue 2346, Chicago

2 Beds 3 Baths 2,100 SqFt Residential MLS® # 12624895

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New
1125 W Monroe Street, Chicago

$1,595,000

1125 W Monroe Street, Chicago

4 Beds 4.5 Baths 3,300 SqFt Residential MLS® # 12774404

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Open House
840 N Lake Shore Drive 603, Chicago

$1,595,000

↓ $95,000

840 N Lake Shore Drive 603, Chicago

3 Beds 3.5 Baths 3,198 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12698443

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21 E Huron Street 706, Chicago

$1,595,000

21 E Huron Street 706, Chicago

2 Beds 2 Baths 1,771 SqFt Residential MLS® # 12665424

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New
3500 N Lake Shore Drive 11c, Chicago

$1,575,000

3500 N Lake Shore Drive 11c, Chicago

4 Beds 4 Baths 4,000 SqFt Residential MLS® # 12758755

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Posted by Leo Clark. on

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