$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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226 S Green Street 3n, Chicago

$1,120,000

226 S Green Street 3n, Chicago

3 Beds 2.5 Baths 2,050 SqFt Residential MLS® # 12764615

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New Open House
1701 N Halsted Street E2, Chicago

$1,110,000

1701 N Halsted Street E2, Chicago

3 Beds 3 Baths 0 SqFt Residential
Sun, Oct 11th, 2026 @ 1:30pm - 3pm
MLS® # 12777600

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New
211 N Harbor Drive 3509, Chicago

$1,105,000

211 N Harbor Drive 3509, Chicago

3 Beds 2 Baths 1,550 SqFt Residential MLS® # 12780538

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New
1464 W Ohio Street, Chicago

$1,100,000

1464 W Ohio Street, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12779546

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6016 S Saint Lawrence Avenue, Chicago

$1,100,000

6016 S Saint Lawrence Avenue, Chicago

16 Beds 0 Baths 0 SqFt Residential Income MLS® # 12773057

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1157 W Erie Street 3w, Chicago

$1,100,000

1157 W Erie Street 3w, Chicago

3 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12772720

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2715 N Janssen Avenue, Chicago

$1,100,000

2715 N Janssen Avenue, Chicago

3 Beds 3 Baths 0 SqFt Residential MLS® # 12771288

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5835 N Winthrop Avenue, Chicago

$1,100,000

5835 N Winthrop Avenue, Chicago

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12769232

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New
2023 W Augusta Boulevard 1w, Chicago

$1,100,000

2023 W Augusta Boulevard 1w, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12765209

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New
1345 W Grand Avenue 4s, Chicago

$1,100,000

1345 W Grand Avenue 4s, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12764221

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New
2722 W Potomac Avenue, Chicago

$1,100,000

2722 W Potomac Avenue, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12762861

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2915 N Rockwell Street, Chicago

$1,100,000

2915 N Rockwell Street, Chicago

3 Beds 4.5 Baths 3,071 SqFt Residential MLS® # 12759335

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1219 N Damen Avenue, Chicago

$1,100,000

1219 N Damen Avenue, Chicago

5 Beds 0 Baths 0 SqFt Residential Income MLS® # 12757167

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1320 W Wrightwood Avenue 3, Chicago

$1,100,000

1320 W Wrightwood Avenue 3, Chicago

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12754715

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4303 N Sawyer Avenue, Chicago

$1,100,000

4303 N Sawyer Avenue, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12748746

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3721 N Kenmore Avenue 3, Chicago

$1,100,000

3721 N Kenmore Avenue 3, Chicago

2 Beds 2 Baths 0 SqFt Residential MLS® # 12742200

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New
155 N Harbor Drive 3712, Chicago

$1,100,000

155 N Harbor Drive 3712, Chicago

3 Beds 2.5 Baths 1,850 SqFt Residential MLS® # 12720197

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2507 W Coyle Avenue, Chicago

$1,100,000

2507 W Coyle Avenue, Chicago

8 Beds 0 Baths 0 SqFt Residential Income MLS® # 12707761

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1702 N Campbell Avenue, Chicago

$1,100,000

1702 N Campbell Avenue, Chicago

7 Beds 0 Baths 0 SqFt Residential Income MLS® # 12696991

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1024 W 18th Place, Chicago

$1,100,000

↓ $99,000

1024 W 18th Place, Chicago

4 Beds 0 Baths 0 SqFt Residential Income MLS® # 12595585

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1657 N Artesian Avenue, Chicago

$1,100,000

1657 N Artesian Avenue, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12592877

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New
4560 S Michigan Avenue, Chicago

$1,100,000

4560 S Michigan Avenue, Chicago

6 Beds 4.5 Baths 5,000 SqFt Residential MLS® # 12286726

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New Open House
4106 N Saint Louis Avenue, Chicago

$1,099,999

4106 N Saint Louis Avenue, Chicago

4 Beds 3.5 Baths 3,600 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12779136

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New
1433 S Prairie Avenue H, Chicago

$1,099,900

1433 S Prairie Avenue H, Chicago

4 Beds 3.5 Baths 3,800 SqFt Residential MLS® # 12764747

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Open House
4841 S Prairie Avenue, Chicago

$1,099,000

4841 S Prairie Avenue, Chicago

9 Beds 0 Baths 0 SqFt Residential Income
Sat, Oct 10th, 2026 @ 1pm - 2:30pm
MLS® # 12762032

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2046 N Racine Avenue A, Chicago

$1,099,000

2046 N Racine Avenue A, Chicago

3 Beds 3.5 Baths 1,487 SqFt Residential MLS® # 12756248

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New
5000 W Argyle Street, Chicago

$1,099,000

5000 W Argyle Street, Chicago

3 Beds 3.5 Baths 3,282 SqFt Residential MLS® # 12753269

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1648 W Division Street 309, Chicago

$1,099,000

1648 W Division Street 309, Chicago

3 Beds 3 Baths 2,315 SqFt Residential MLS® # 12731245

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708 S Ada Street, Chicago

$1,099,000

708 S Ada Street, Chicago

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12728301

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5355 N Melvina Avenue, Chicago

$1,099,000

5355 N Melvina Avenue, Chicago

3 Beds 3.5 Baths 3,282 SqFt Residential MLS® # 12717706

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Posted by Leo Clark. on

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