$10+ Million Real Estate For Sale in Downtown Chicago

Since the record breaking sale of the penthouse at Trump Tower Chicago, it’s been a little while since we’ve checked in on some of downtown Chicago’s most expensive properties on the market.

As of today, just 10 listings are currently active on the Chicago real estate market for $10 million and over—appropriately enough—and as you can see below, some like the single-family mansion at 1547 N. Dearborn and the penthouse at 189 E. Lake Shore Drive are relatively familiar to those of us working in the industry every day, while others like the 7,100 square foot, full-floor condo at 9 W. Walton only just recently hit the MLS®.

Despite the luxury market being extremely hot right now in Chicago, when dealing with this sort of price level, it’s of course common for these and other ultra high-end properties to sit on the market a bit longer. But given the appeal, desirability, and overall spectacular nature that basically all of Chicago’s most expensive homes and condos offer, you never know when somebody might swoop in and make that life-changing investment.

For more information about luxury real estate in Downtown Chicago or to schedule a private showing for one the city’s elite property listings, contact one of our luxury home experts today at (312) 280-9600!

$10+ Million MLS® Listings Available in Chicago Right Now

Search $10+ Million MLS® Listings in Chicago, Over $1,000,000

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New
1415 W Augusta Boulevard, Chicago

$1,780,000

1415 W Augusta Boulevard, Chicago

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12755194

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New
4801 S Kimbark Avenue, Chicago

$1,775,000

4801 S Kimbark Avenue, Chicago

6 Beds 4.5 Baths 4,700 SqFt Residential MLS® # 12753755

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930 W Wolfram Street, Chicago

$1,775,000

930 W Wolfram Street, Chicago

4 Beds 4.5 Baths 5,000 SqFt Residential MLS® # 12707136

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2434 W Superior Street, Chicago

$1,775,000

2434 W Superior Street, Chicago

3 Beds 4.5 Baths 3,390 SqFt Residential MLS® # 12692042

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1040 N Lake Shore Drive 7c, Chicago

$1,775,000

1040 N Lake Shore Drive 7c, Chicago

3 Beds 3.5 Baths 3,050 SqFt Residential MLS® # 12674926

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800 N Michigan Avenue 3301, Chicago

$1,775,000

800 N Michigan Avenue 3301, Chicago

2 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12654190

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New
920 W Monroe Street 502, Chicago

$1,750,000

920 W Monroe Street 502, Chicago

3 Beds 2.5 Baths 1,669 SqFt Residential MLS® # 12777524

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1529 W Nelson Street, Chicago

$1,750,000

1529 W Nelson Street, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12764264

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Open House
1914 N Rockwell Street, Chicago

$1,750,000

1914 N Rockwell Street, Chicago

6 Beds 3.5 Baths 3,500 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12762615

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New
161 E Chicago Avenue 44a, Chicago

$1,750,000

161 E Chicago Avenue 44a, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12751115

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2106 N Campbell Avenue, Chicago

$1,750,000

2106 N Campbell Avenue, Chicago

3 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12737211

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New Open House
2235 W Oakdale Avenue 16-b, Chicago

$1,750,000

2235 W Oakdale Avenue 16-b, Chicago

5 Beds 4.5 Baths 3,885 SqFt Residential
Sun, Oct 11th, 2026 @ 1pm - 3pm
MLS® # 12735373

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159 E Walton Place 5c, Chicago

$1,750,000

159 E Walton Place 5c, Chicago

3 Beds 3.5 Baths 3,672 SqFt Residential MLS® # 12705829

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2468 N Orchard Street M-s, Chicago

$1,750,000

2468 N Orchard Street M-s, Chicago

3 Beds 2.5 Baths 2,644 SqFt Residential MLS® # 12650366

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3051 N Leavitt Street, Chicago

$1,749,900

3051 N Leavitt Street, Chicago

4 Beds 5 Baths 4,200 SqFt Residential MLS® # 12726911

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4929 N Fairfield Avenue, Chicago

$1,749,000

4929 N Fairfield Avenue, Chicago

5 Beds 3.5 Baths 5,000 SqFt Residential MLS® # 12752641

Midwest Real Estate Data LLC Logo

New Open House
1951 W Dickens Avenue 3, Chicago

$1,725,000

1951 W Dickens Avenue 3, Chicago

3 Beds 2.5 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12761626

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2235 W Oakdale Avenue 18-b, Chicago

$1,725,000

2235 W Oakdale Avenue 18-b, Chicago

4 Beds 3.5 Baths 3,885 SqFt Residential MLS® # 12718571

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3617 N Magnolia Avenue 1, Chicago

$1,725,000

3617 N Magnolia Avenue 1, Chicago

4 Beds 4.5 Baths 0 SqFt Residential MLS® # 12565261

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363 E Wacker Drive 4803, Chicago

$1,717,000

363 E Wacker Drive 4803, Chicago

2 Beds 2 Baths 1,629 SqFt Residential MLS® # 12748130

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New
2220 W Fletcher Street, Chicago

$1,700,000

2220 W Fletcher Street, Chicago

5 Beds 3.5 Baths 0 SqFt Residential MLS® # 12772104

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1535 W Grace Street, Chicago

$1,700,000

1535 W Grace Street, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12766978

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2915 N Oakley Avenue, Chicago

$1,700,000

2915 N Oakley Avenue, Chicago

4 Beds 4.5 Baths 3,038 SqFt Residential MLS® # 12755408

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1923 N Damen Avenue Ph, Chicago

$1,700,000

1923 N Damen Avenue Ph, Chicago

4 Beds 3.5 Baths 3,400 SqFt Residential MLS® # 12748419

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2851 W Rascher Avenue, Chicago

$1,700,000

2851 W Rascher Avenue, Chicago

6 Beds 6 Baths 12,000 SqFt Residential MLS® # 12747656

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401 N Wabash Avenue 49i, Chicago

$1,700,000

401 N Wabash Avenue 49i, Chicago

2 Beds 2.5 Baths 2,200 SqFt Residential MLS® # 12455297

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1629 N Halsted Street, Chicago

$1,700,000

1629 N Halsted Street, Chicago

3 Beds 0 Baths 0 SqFt Residential Income MLS® # 12357704

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1623 N Halsted Street, Chicago

$1,700,000

1623 N Halsted Street, Chicago

6 Beds 0 Baths 0 SqFt Residential Income MLS® # 12357009

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57 E Cedar Street, Chicago

$1,699,990

57 E Cedar Street, Chicago

4 Beds 0 Baths 0 SqFt Residential Income MLS® # 12735025

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67 W Schiller Street, Chicago

$1,699,900

67 W Schiller Street, Chicago

3 Beds 3 Baths 2,500 SqFt Residential MLS® # 12721184

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Posted by Leo Clark. on

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