Most Expensive Homes in Chicago IL

Interested in Chicago's most expensive homes for sale? If a luxury condo isn't your thing, you've probably noticed quite a few amazing single-family homes listed on the market at any given time. Neighborhoods like Lakeview, Roscoe Village, and Lincoln Park are where you'll find some of the city's largest and most expensive homes, but multi-million dollar homes and estates can also be found all over the city, as you'll see below. 

If you would like more information on any of the most expensive homes for sale in Chicago, our team can provide with with additional details, up-to-the-minute market data, disclosures associated with a property, and also a list of recently sold luxury homes to help you better determine an appropriate offer. And as always, we also encourage all luxury home buyers in Chicago to register for a free account, allowing you to stay one-step ahead of other home buyers considering a luxury home in the Chicago area. 

Search Chicago's Most Expensive Homes For Sale

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• Over $1,000,000

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New

$4,250,000

446 West Huron Street, Chicago, 60654

6 Beds 9 Baths 0 SqFt Residential MLS® # 12365954

New

$3,150,000

816 West Lill Avenue, Chicago, 60614

6 Beds 5 Baths 5,400 SqFt Residential MLS® # 12340468

New

$3,250,000

4108 North Paulina Street, Chicago, 60613

5 Beds 5 Baths 5,300 SqFt Residential MLS® # 12150732

New

$3,099,998

2054 North Mohawk Street, Chicago, 60614

6 Beds 7 Baths 6,500 SqFt Residential MLS® # 12362778

New

$3,995,000

325 West Wellington Avenue, Chicago, 60657

11 Beds 10 Baths 14,000 SqFt Residential MLS® # 12362551

$3,300,000

4717 North Paulina Street, Chicago, 60640

6 Beds 8 Baths 7,120 SqFt Residential MLS® # 12345731

$3,250,000

2046 North Mohawk Street, Chicago, 60614

4 Beds 5 Baths 5,800 SqFt Residential MLS® # 12356592

$4,200,000

1804 North Leavitt Street, Chicago, 60647

5 Beds 5 Baths 8,600 SqFt Residential MLS® # 12358001

$3,000,000

3735 North Greenview Avenue, Chicago, 60613

7 Beds 7 Baths 6,000 SqFt Residential MLS® # 12357850

$4,695,000

716 West Schubert Avenue, Chicago, 60614

10 Beds 11 Baths 10,940 SqFt Residential MLS® # 12290352

$4,850,000

2015 North Dayton Street, Chicago, 60614

7 Beds 8 Baths 7,000 SqFt Residential MLS® # 12257746

$4,100,000

5626 South Woodlawn Avenue, Chicago, 60637

5 Beds 5 Baths 6,300 SqFt Residential MLS® # 12355933

$3,249,995

861 North Lasalle Street, Chicago, 60610

5 Beds 7 Baths 7,480 SqFt Residential MLS® # 12356605

$3,395,000

1401 North Astor Street, Chicago, 60610

4 Beds 6 Baths 5,500 SqFt Residential MLS® # 12354253

$3,250,000

1833 West Evergreen Avenue, Chicago, 60622

5 Beds 6 Baths 6,776 SqFt Residential MLS® # 12350330

$4,050,000

2118 North Clifton Avenue, Chicago, 60614

6 Beds 7 Baths 0 SqFt Residential MLS® # 12198264

$5,595,000

1823 North Lincoln Park West, Chicago, 60614

5 Beds 7 Baths 0 SqFt Residential MLS® # 12351084

$3,900,000

53 East Bellevue Place, Chicago, 60611

4 Beds 6 Baths 6,500 SqFt Residential MLS® # 12350966

$4,400,000

1867 North Fremont Street, Chicago, 60614

6 Beds 7 Baths 5,300 SqFt Residential MLS® # 12346341

Contingent

$3,950,000

2140 North Seminary Avenue, Chicago, 60614

5 Beds 7 Baths 5,250 SqFt Residential MLS® # 12340362

Contingent

$5,199,000

2480 North Lakeview Avenue, Chicago, 60614

5 Beds 10 Baths 7,800 SqFt Residential MLS® # 12217441

$3,500,000

537 West Grant Place, Chicago, 60614

5 Beds 6 Baths 5,500 SqFt Residential MLS® # 12344877

$5,800,000

401 West Dickens Avenue, Chicago, 60614

4 Beds 7 Baths 7,252 SqFt Residential MLS® # 12344934

$5,500,000

1646 North Leavitt Street, Chicago, 60647

7 Beds 7 Baths 0 SqFt Residential MLS® # 12302317

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Contact Us For more Info About Luxury Homes & Real Estate in Chicago

Chicago is home to a number of world-class luxury homes and condominiums. To schedule a private tour of your preferred properties, please contact our team of real estate specialists.