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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$3,200,000

55 E Erie Street 5302, Chicago

3 Beds 3.5 Baths 4,200 SqFt Residential MLS® # 12755318

$3,195,000

132 E Delaware Place 6206, Chicago

3 Beds 3 Baths 2,750 SqFt Residential MLS® # 12745959

Open House

$3,175,000

435 N Michigan Avenue 1801, Chicago

3 Beds 3.5 Baths 3,374 SqFt Residential

Open House

Sun, Oct 25th, 2026 @ 12:30pm - 2:30pm

MLS® # 12192315

$3,025,000

21 N May Street 501, Chicago

3 Beds 3.5 Baths 3,557 SqFt Residential MLS® # 12646444

$3,000,000

180 E Pearson Street 5601, Chicago

3 Beds 3 Baths 3,300 SqFt Residential MLS® # 12709944

$3,000,000

1282 W Washington Boulevard Phb, Chicago

4 Beds 3.5 Baths 3,362 SqFt Residential MLS® # 12705933

Open House

$3,000,000

1282 W Washington Boulevard 2a, Chicago

5 Beds 4.5 Baths 3,433 SqFt Residential

Open House

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

MLS® # 12615483

$3,000,000

415 E North Water Street 3205, Chicago

3 Beds 4 Baths 9,279 SqFt Residential MLS® # 12341284

$2,999,900

1211 S Prairie Avenue 5400, Chicago

4 Beds 4.5 Baths 9,542 SqFt Residential MLS® # 12759371

$2,995,000

840 N Lake Shore Drive 1801, Chicago

3 Beds 3.5 Baths 4,308 SqFt Residential MLS® # 12721318

$2,995,000

↓ $105,000

435 N Michigan Avenue 1803, Chicago

3 Beds 3.5 Baths 3,390 SqFt Residential MLS® # 12600975

$2,995,000

123 S Peoria Street P2, Chicago

5 Beds 5.5 Baths 3,859 SqFt Residential MLS® # 12540913

$2,995,000

416 W Deming Place 4, Chicago

3 Beds 3.5 Baths 3,430 SqFt Residential MLS® # 12313746

New

$2,950,000

460 W Superior Street 4-5, Chicago

3 Beds 4.5 Baths 6,400 SqFt Residential MLS® # 12766498

$2,950,000

211 N Harbor Drive 4301, Chicago

4 Beds 3.5 Baths 3,013 SqFt Residential MLS® # 12548620

$2,900,000

435 N Michigan Avenue 401, Chicago

3 Beds 3.5 Baths 2,900 SqFt Residential MLS® # 12742789

$2,900,000

65 E Goethe Street 3w, Chicago

3 Beds 3.5 Baths 4,390 SqFt Residential MLS® # 12651986

$2,900,000

363 E Wacker Drive 3608, Chicago

3 Beds 2.5 Baths 2,826 SqFt Residential MLS® # 12638404

New

$2,899,500

111 W Maple Street 3402-3404, Chicago

2 Beds 3.5 Baths 2,500 SqFt Residential MLS® # 12780897

New

$2,899,000

1834 N Hudson Avenue 2, Chicago

5 Beds 5 Baths 0 SqFt Residential MLS® # 12759621

$2,897,747

180 E Pearson Street 7203, Chicago

4 Beds 3.5 Baths 3,320 SqFt Residential MLS® # 12701195

New

$2,850,000

800 N Michigan Avenue 4201, Chicago

3 Beds 2.5 Baths 4,200 SqFt Residential MLS® # 12777451

$2,850,000

6 N Carpenter Street 5b, Chicago

5 Beds 4.5 Baths 3,767 SqFt Residential MLS® # 12753243

$2,850,000

1540 N Lake Shore Drive 8n, Chicago

2 Beds 2.5 Baths 4,100 SqFt Residential MLS® # 12735064

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