$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
1000 W Monroe Street 201, Chicago

$1,190,000

1000 W Monroe Street 201, Chicago

3 Beds 2.5 Baths 1,969 SqFt Residential MLS® # 12758872

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100 E Huron Street 3705, Chicago

$1,190,000

↓ $100,000

100 E Huron Street 3705, Chicago

3 Beds 3.5 Baths 2,880 SqFt Residential MLS® # 12555648

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1606 W Edgewater Avenue, Chicago

$1,189,000

1606 W Edgewater Avenue, Chicago

3 Beds 3.5 Baths 3,100 SqFt Residential MLS® # 12751028

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2818 N Drake Avenue, Chicago

$1,185,000

2818 N Drake Avenue, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12772834

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333 W Hubbard Street 610-611, Chicago

$1,185,000

333 W Hubbard Street 610-611, Chicago

3 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12753501

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4988 N Elston Avenue, Chicago

$1,185,000

↓ $65,000

4988 N Elston Avenue, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12673400

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Open House
850 N Lake Shore Drive 1405, Chicago

$1,182,000

850 N Lake Shore Drive 1405, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12646936

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1630 N Humboldt Boulevard, Chicago

$1,179,000

↓ $71,000

1630 N Humboldt Boulevard, Chicago

3 Beds 3.5 Baths 2,565 SqFt Residential MLS® # 12752411

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New
4928 N Damen Avenue 3, Chicago

$1,175,000

4928 N Damen Avenue 3, Chicago

3 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12781184

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New
2922 N Sheffield Avenue 1, Chicago

$1,175,000

2922 N Sheffield Avenue 1, Chicago

4 Beds 2.5 Baths 0 SqFt Residential MLS® # 12753888

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2115 W Wellington Avenue, Chicago

$1,175,000

2115 W Wellington Avenue, Chicago

7 Beds 0 Baths 0 SqFt Residential Income MLS® # 12663205

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Open House
850 N Lake Shore Drive 1305, Chicago

$1,173,000

↑ $20,000

850 N Lake Shore Drive 1305, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12743324

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New
1906 N Campbell Avenue C, Chicago

$1,165,000

1906 N Campbell Avenue C, Chicago

4 Beds 3.5 Baths 2,861 SqFt Residential MLS® # 12763101

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65 E Monroe Street 4718, Chicago

$1,165,000

↓ $5,000

65 E Monroe Street 4718, Chicago

3 Beds 2 Baths 2,260 SqFt Residential MLS® # 12539795

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6755 N Jean Avenue, Chicago

$1,159,000

6755 N Jean Avenue, Chicago

4 Beds 4.5 Baths 3,756 SqFt Residential MLS® # 12754038

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New Open House
16 N Carpenter Street 4n, Chicago

$1,150,000

16 N Carpenter Street 4n, Chicago

3 Beds 3 Baths 1,950 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 1pm
MLS® # 12780351

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2422 W Lyndale Street 3, Chicago

$1,150,000

2422 W Lyndale Street 3, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12770037

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200 E Delaware Place 8c-9c, Chicago

$1,150,000

200 E Delaware Place 8c-9c, Chicago

4 Beds 3.5 Baths 3,400 SqFt Residential MLS® # 12769682

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New
1133 S Wabash Avenue 806, Chicago

$1,150,000

1133 S Wabash Avenue 806, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12769421

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Open House
4448 N Tripp Avenue, Chicago

$1,150,000

4448 N Tripp Avenue, Chicago

5 Beds 0 Baths 0 SqFt Residential Income
Sat, Oct 10th, 2026 @ 2pm - 4pm
MLS® # 12763441

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2907 N Wolcott Avenue B, Chicago

$1,150,000

2907 N Wolcott Avenue B, Chicago

4 Beds 3 Baths 0 SqFt Residential MLS® # 12759637

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2535 W Haddon Avenue, Chicago

$1,150,000

↓ $50,000

2535 W Haddon Avenue, Chicago

3 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12759511

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New
2947 W Cortland Street, Chicago

$1,150,000

2947 W Cortland Street, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12757323

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New
54 W 15th Street, Chicago

$1,150,000

54 W 15th Street, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12751022

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3423 N Albany Avenue, Chicago

$1,150,000

3423 N Albany Avenue, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12747161

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2215 W Arthur Avenue, Chicago

$1,150,000

↓ $49,000

2215 W Arthur Avenue, Chicago

6 Beds 0 Baths 0 SqFt Residential Income MLS® # 12695308

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New
2023 W Augusta Boulevard 3w, Chicago

$1,149,000

2023 W Augusta Boulevard 3w, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12765232

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2521 W Flournoy Street, Chicago

$1,149,000

2521 W Flournoy Street, Chicago

6 Beds 0 Baths 0 SqFt Residential Income MLS® # 12763871

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4447 S Calumet Avenue, Chicago

$1,149,000

4447 S Calumet Avenue, Chicago

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12762068

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New
4127 N Whipple Street, Chicago

$1,149,000

4127 N Whipple Street, Chicago

4 Beds 3.5 Baths 3,358 SqFt Residential MLS® # 12761798

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Posted by Leo Clark. on

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