Chicago Real Estate News & Neighborhood Notes

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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• Over $1,000,000

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$2,850,000

900 W Washington Boulevard 202, Chicago

4 Beds 4.5 Baths 3,660 SqFt Residential MLS® # 12706853

Open House

$2,850,000

224 N Elizabeth Street T2-7a, Chicago

3 Beds 3.5 Baths 0 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 10am - 12pm

MLS® # 12672552

$2,800,000

2468 N Orchard Street 3, Chicago

4 Beds 4.5 Baths 2,900 SqFt Residential MLS® # 12726602

$2,789,000

↓ $210,000

435 N Michigan Avenue 2004, Chicago

3 Beds 3.5 Baths 3,505 SqFt Residential MLS® # 12725595

New

$2,775,000

333 W Hubbard Street 701, Chicago

3 Beds 3.5 Baths 3,200 SqFt Residential MLS® # 12757501

$2,690,000

↓ $110,000

401 N Wabash Avenue 43a, Chicago

3 Beds 4.5 Baths 3,948 SqFt Residential MLS® # 12624205

$2,675,000

45 E Cedar Street 200, Chicago

3 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12331403

$2,595,000

401 N Wabash Avenue 38a, Chicago

3 Beds 3 Baths 3,437 SqFt Residential MLS® # 12761722

New

$2,500,000

920 W Monroe Street 1101, Chicago

4 Beds 3.5 Baths 2,257 SqFt Residential MLS® # 12777580

New

$2,500,000

225 N Columbus Drive 8006, Chicago

4 Beds 3 Baths 3,437 SqFt Residential MLS® # 12770329

Open House

$2,500,000

1282 W Washington Boulevard 3b, Chicago

4 Beds 3.5 Baths 3,062 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 12pm - 2pm

MLS® # 12615589

New

$2,495,000

540 W Webster Avenue 511, Chicago

3 Beds 3.5 Baths 2,518 SqFt Residential MLS® # 12764415

$2,490,000

401 N Wabash Avenue 67e, Chicago

3 Beds 4 Baths 3,102 SqFt Residential MLS® # 12634543

$2,456,434

363 E Wacker Drive 1908, Chicago

3 Beds 2.5 Baths 2,537 SqFt Residential MLS® # 12764744

$2,399,999

118 E Erie Street 37h, Chicago

3 Beds 3.5 Baths 3,661 SqFt Residential MLS® # 12723162

$2,395,000

↓ $100,000

840 N Lake Shore Drive 201, Chicago

3 Beds 3.5 Baths 3,985 SqFt Residential MLS® # 12577539

New

$2,375,000

77 E Walton Street 24a, Chicago

3 Beds 3.5 Baths 3,834 SqFt Residential MLS® # 12776993

New

$2,375,000

363 E Wacker Drive 2106, Chicago

3 Beds 2.5 Baths 2,539 SqFt Residential MLS® # 12774343

$2,350,000

↓ $100,000

401 N Wabash Avenue 86d, Chicago

3 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12690510

$2,350,000

333 W Hubbard Street 1006, Chicago

3 Beds 4 Baths 5,020 SqFt Residential MLS® # 12664153

$2,350,000

↓ $150,000

401 N Wabash Avenue 59a, Chicago

3 Beds 3.5 Baths 3,080 SqFt Residential MLS® # 12646153

$2,350,000

204 N Park Drive, Chicago

3 Beds 3.5 Baths 3,200 SqFt Residential MLS® # 12642152

$2,349,000

363 E Wacker Drive 6403, Chicago

3 Beds 3 Baths 2,333 SqFt Residential MLS® # 12557236

$2,323,000

363 E Wacker Drive 6303, Chicago

3 Beds 3 Baths 2,334 SqFt Residential MLS® # 12557243

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• Luxury Chicago Real Estate (36)
• Luxury Chicago Condos (14)