$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 Open House
919 N Lasalle Drive, Chicago

$1,350,000

919 N Lasalle Drive, Chicago

5 Beds 4.5 Baths 2,932 SqFt Residential
Sun, Oct 11th, 2026 @ 10am - 11:30am
MLS® # 12774709

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New
747 N Clark Street 401, Chicago

$1,350,000

747 N Clark Street 401, Chicago

3 Beds 3 Baths 2,580 SqFt Residential MLS® # 12766371

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3242 N Leavitt Street, Chicago

$1,350,000

3242 N Leavitt Street, Chicago

5 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12753253

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New
399 W Fullerton Parkway 3w, Chicago

$1,350,000

399 W Fullerton Parkway 3w, Chicago

3 Beds 3 Baths 3,000 SqFt Residential MLS® # 12752838

Midwest Real Estate Data LLC Logo

836 S Morgan Street, Chicago

$1,350,000

836 S Morgan Street, Chicago

11 Beds 0 Baths 0 SqFt Residential Income MLS® # 12741328

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New Open House
3536 N Albany Avenue, Chicago

$1,350,000

3536 N Albany Avenue, Chicago

5 Beds 3.5 Baths 3,344 SqFt Residential
Fri, Oct 9th, 2026 @ 4:30pm - 6pm
MLS® # 12741261

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111 W Elm Street, Chicago

$1,350,000

↓ $50,000

111 W Elm Street, Chicago

4 Beds 3.5 Baths 2,951 SqFt Residential MLS® # 12705648

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401 N Wabash Avenue 55f, Chicago

$1,350,000

401 N Wabash Avenue 55f, Chicago

2 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12690900

Midwest Real Estate Data LLC Logo

1313 N Ritchie Court 2701, Chicago

$1,350,000

1313 N Ritchie Court 2701, Chicago

3 Beds 3 Baths 2,785 SqFt Residential MLS® # 12675212

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958 N Honore Street, Chicago

$1,350,000

↑ $255,000

958 N Honore Street, Chicago

5 Beds 0 Baths 0 SqFt Residential Income MLS® # 12613593

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New
6336 N Fairfield Avenue, Chicago

$1,349,000

6336 N Fairfield Avenue, Chicago

6 Beds 0 Baths 0 SqFt Residential Income MLS® # 12750888

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New
204 E 32nd Street, Chicago

$1,349,000

204 E 32nd Street, Chicago

4 Beds 3.5 Baths 4,500 SqFt Residential MLS® # 12714208

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New
3072 N Avers Avenue, Chicago

$1,335,000

3072 N Avers Avenue, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12755779

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849 N Dearborn Street, Chicago

$1,335,000

849 N Dearborn Street, Chicago

3 Beds 2.5 Baths 2,705 SqFt Residential MLS® # 12739882

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New
1734 N Humboldt Boulevard, Chicago

$1,325,000

1734 N Humboldt Boulevard, Chicago

5 Beds 3.5 Baths 0 SqFt Residential MLS® # 12774854

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21 E Huron Street 2803, Chicago

$1,325,000

21 E Huron Street 2803, Chicago

3 Beds 3.5 Baths 3,033 SqFt Residential MLS® # 12765176

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New
2072 N Western Avenue Ph-401, Chicago

$1,325,000

2072 N Western Avenue Ph-401, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12761631

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1118 W 19th Street, Chicago

$1,310,000

1118 W 19th Street, Chicago

6 Beds 0 Baths 0 SqFt Residential Income MLS® # 12766902

Midwest Real Estate Data LLC Logo

401 N Wabash Avenue 84f, Chicago

$1,300,000

401 N Wabash Avenue 84f, Chicago

2 Beds 2 Baths 1,952 SqFt Residential MLS® # 12764040

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New
6235 N Francisco Avenue, Chicago

$1,300,000

6235 N Francisco Avenue, Chicago

12 Beds 0 Baths 0 SqFt Residential Income MLS® # 12756077

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New
234 W Polk Street 3702, Chicago

$1,300,000

234 W Polk Street 3702, Chicago

3 Beds 2.5 Baths 1,592 SqFt Residential MLS® # 12751707

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New
1420 N Elk Grove Avenue 3, Chicago

$1,300,000

1420 N Elk Grove Avenue 3, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12735518

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New
437 E 42nd Place, Chicago

$1,300,000

437 E 42nd Place, Chicago

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12712599

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4749 N Dover Street, Chicago

$1,300,000

4749 N Dover Street, Chicago

10 Beds 0 Baths 0 SqFt Residential Income MLS® # 12669951

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New
340 E Randolph Street 4804, Chicago

$1,300,000

340 E Randolph Street 4804, Chicago

2 Beds 2.5 Baths 1,902 SqFt Residential MLS® # 12661973

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2235 W Oakdale Avenue 33-d, Chicago

$1,300,000

2235 W Oakdale Avenue 33-d, Chicago

4 Beds 3.5 Baths 3,269 SqFt Residential MLS® # 12551850

Midwest Real Estate Data LLC Logo

New
305 S Racine Avenue 5a, Chicago

$1,299,999

305 S Racine Avenue 5a, Chicago

3 Beds 3.5 Baths 2,390 SqFt Residential MLS® # 12770939

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New
2331 N Elston Avenue, Chicago

$1,299,900

2331 N Elston Avenue, Chicago

2 Beds 0 Baths 0 SqFt Residential Income MLS® # 12775212

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4252 N Hamlin Avenue, Chicago

$1,299,900

4252 N Hamlin Avenue, Chicago

4 Beds 3.5 Baths 3,900 SqFt Residential MLS® # 12766934

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1409 S Indiana Avenue D, Chicago

$1,299,900

1409 S Indiana Avenue D, Chicago

3 Beds 2.5 Baths 3,642 SqFt Residential MLS® # 12750520

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Posted by Leo Clark. on

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