$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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1857 N Burling Street, Chicago

$3,999,000

1857 N Burling Street, Chicago

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12723191

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2658 N Mildred Avenue, Chicago

$3,998,000

2658 N Mildred Avenue, Chicago

6 Beds 6 Baths 6,400 SqFt Residential MLS® # 12740854

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1331 W Wolfram Street, Chicago

$3,975,000

1331 W Wolfram Street, Chicago

7 Beds 4.5 Baths 5,000 SqFt Residential MLS® # 12667378

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New
840 N Lake Shore Drive 401-402, Chicago

$3,950,000

840 N Lake Shore Drive 401-402, Chicago

5 Beds 6 Baths 6,355 SqFt Residential MLS® # 12775546

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New
2163 W Windsor Avenue, Chicago

$3,950,000

2163 W Windsor Avenue, Chicago

6 Beds 5 Baths 5,660 SqFt Residential MLS® # 12767035

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224 N Elizabeth Street T1-7c, Chicago

$3,950,000

224 N Elizabeth Street T1-7c, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12672608

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401 N Wabash Avenue 85b, Chicago

$3,900,000

401 N Wabash Avenue 85b, Chicago

4 Beds 4.5 Baths 4,000 SqFt Residential MLS® # 12737363

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30 W Oak Street 7b, Chicago

$3,900,000

30 W Oak Street 7b, Chicago

3 Beds 3.5 Baths 3,349 SqFt Residential MLS® # 12731201

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New
1646 N Leavitt Street, Chicago

$3,850,000

1646 N Leavitt Street, Chicago

7 Beds 6.5 Baths 0 SqFt Residential MLS® # 12772464

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224 N Elizabeth Street T1-2a, Chicago

$3,825,000

224 N Elizabeth Street T1-2a, Chicago

4 Beds 4.5 Baths 0 SqFt Residential MLS® # 12672580

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New
1440 N Lake Shore Drive 22abcd, Chicago

$3,800,000

1440 N Lake Shore Drive 22abcd, Chicago

4 Beds 4.5 Baths 4,800 SqFt Residential MLS® # 12739715

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New
363 E Wacker Drive 5401, Chicago

$3,795,000

363 E Wacker Drive 5401, Chicago

3 Beds 3 Baths 3,448 SqFt Residential MLS® # 12778394

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New
1801 N Hermitage Avenue, Chicago

$3,750,000

1801 N Hermitage Avenue, Chicago

6 Beds 5.5 Baths 6,500 SqFt Residential MLS® # 12763048

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New
1437 N Dearborn Street, Chicago

$3,750,000

1437 N Dearborn Street, Chicago

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12750844

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New
353 W Belden Avenue, Chicago

$3,650,000

353 W Belden Avenue, Chicago

6 Beds 6.5 Baths 5,000 SqFt Residential MLS® # 12753419

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33 E Division Street, Chicago

$3,600,000

33 E Division Street, Chicago

7 Beds 0 Baths 0 SqFt Residential Income MLS® # 12644647

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New
2550 N Lakeview Avenue S1506, Chicago

$3,550,000

2550 N Lakeview Avenue S1506, Chicago

3 Beds 3.5 Baths 2,813 SqFt Residential MLS® # 12765672

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New
435 N Michigan Avenue 1105, Chicago

$3,525,000

435 N Michigan Avenue 1105, Chicago

4 Beds 4.5 Baths 3,950 SqFt Residential MLS® # 12751549

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New
920 W Monroe Street 1102, Chicago

$3,500,000

920 W Monroe Street 1102, Chicago

4 Beds 3.5 Baths 3,136 SqFt Residential MLS® # 12777596

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New
1447 N Dearborn Street 1s, Chicago

$3,500,000

1447 N Dearborn Street 1s, Chicago

4 Beds 4.5 Baths 3,725 SqFt Residential MLS® # 12733393

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270 E Pearson Street 701-801, Chicago

$3,500,000

270 E Pearson Street 701-801, Chicago

5 Beds 6.5 Baths 6,860 SqFt Residential MLS® # 12658546

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401 N Wabash Avenue 44a, Chicago

$3,500,000

401 N Wabash Avenue 44a, Chicago

3 Beds 4.5 Baths 3,948 SqFt Residential MLS® # 12640133

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New
2712 N Magnolia Avenue, Chicago

$3,499,900

2712 N Magnolia Avenue, Chicago

6 Beds 4.5 Baths 4,300 SqFt Residential MLS® # 12775383

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New
3909 N Hamilton Avenue, Chicago

$3,495,000

3909 N Hamilton Avenue, Chicago

4 Beds 5.5 Baths 5,500 SqFt Residential MLS® # 12754584

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New
32 E Bellevue Place, Chicago

$3,490,000

32 E Bellevue Place, Chicago

6 Beds 5.5 Baths 6,000 SqFt Residential MLS® # 12756996

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3739 N Clifton Avenue, Chicago

$3,425,000

3739 N Clifton Avenue, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12703715

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Open House
435 N Michigan Avenue 1703, Chicago

$3,400,000

435 N Michigan Avenue 1703, Chicago

3 Beds 3.5 Baths 3,390 SqFt Residential
Sun, Oct 11th, 2026 @ 12:30pm - 2:30pm
MLS® # 12053386

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New
75 E Elm Street, Chicago

$3,399,990

75 E Elm Street, Chicago

7 Beds 6.5 Baths 7,150 SqFt Residential MLS® # 12773566

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1630 W Surf Street, Chicago

$3,300,000

1630 W Surf Street, Chicago

5 Beds 5 Baths 7,000 SqFt Residential MLS® # 12759195

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401 N Wabash Avenue 48a, Chicago

$3,300,000

401 N Wabash Avenue 48a, Chicago

3 Beds 4.5 Baths 3,948 SqFt Residential MLS® # 12745466

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Posted by Leo Clark. on

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