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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$4,330,000

446 West Huron Street, Chicago, 60654

6 Beds 9 Baths 0 SqFt Residential MLS® # 12502577

$3,658,000

907-909 West Webster Avenue, Chicago, 60614

7 Beds 6 Baths 7,404 SqFt Residential MLS® # 12493988

$3,395,000

1401 North Astor Street, Chicago, 60610

4 Beds 6 Baths 5,500 SqFt Residential MLS® # 12496994

$4,950,000

3752 North Janssen Street, Chicago, 60613

5 Beds 7 Baths 6,200 SqFt Residential MLS® # 12461021

$4,999,000

1646 North Leavitt Street, Chicago, 60647

7 Beds 7 Baths 0 SqFt Residential MLS® # 12494406

$3,499,000

2034 West Sunnyside Avenue, Chicago, 60625

4 Beds 7 Baths 5,600 SqFt Residential MLS® # 12490544

$3,595,000

1837 North Fremont Street, Chicago, 60614

5 Beds 4 Baths 4,662 SqFt Residential MLS® # 12494842

$4,250,000

2730 North Magnolia Avenue, Chicago, 60614

6 Beds 7 Baths 6,200 SqFt Residential MLS® # 12494206

$3,995,000

536 West Barry Avenue, Chicago, 60657

5 Beds 6 Baths 10,580 SqFt Residential MLS® # 12463373

$3,275,000

3719 North Magnolia Avenue, Chicago, 60613

6 Beds 7 Baths 5,419 SqFt Residential MLS® # 12491031

$4,350,000

1637 North Burling Street, Chicago, 60614

6 Beds 8 Baths 6,234 SqFt Residential MLS® # 12488066

Contingent

$4,000,000

2719 North Dayton Avenue, Chicago, 60614

6 Beds 7 Baths 5,200 SqFt Residential MLS® # 12489324

$3,250,000

2661 North Dayton Street, Chicago, 60614

6 Beds 5 Baths 5,850 SqFt Residential MLS® # 12484962

$4,235,000

1720 North Mohawk Street, Chicago, 60614

6 Beds 7 Baths 5,900 SqFt Residential MLS® # 12461159

$3,325,000

2103 North Clifton Avenue, Chicago, 60614

5 Beds 6 Baths 5,000 SqFt Residential MLS® # 12473981

$5,375,000

↓ $325,000

452 North Morgan Street, Chicago, 60642

2 Beds 10 Baths 21,170 SqFt Residential MLS® # 12481126

$7,995,000

1878 North Orchard Street, Chicago, 60614

5 Beds 8 Baths 9,512 SqFt Residential MLS® # 12481062

$4,200,000

1921 North Dayton Street, Chicago, 60614

6 Beds 7 Baths 5,122 SqFt Residential MLS® # 12479699

$3,399,000

3902 North Hamilton Avenue, Chicago, 60618

7 Beds 6 Baths 5,500 SqFt Residential MLS® # 12479536

$6,800,000

1454 North Dearborn Street, Chicago, 60610

6 Beds 5 Baths 11,000 SqFt Residential MLS® # 12410677

Contingent

$4,850,000

457 West Deming Place, Chicago, 60614

5 Beds 6 Baths 5,200 SqFt Residential MLS® # 12464918

$4,000,000

2717 North Dayton Avenue, Chicago, 60614

6 Beds 7 Baths 5,200 SqFt Residential MLS® # 12473955

$6,950,000

1865 North Burling Street, Chicago, 60614

4 Beds 7 Baths 6,000 SqFt Residential MLS® # 12473105

Contingent

$3,100,000

5638 South Woodlawn Avenue, Chicago, 60637

6 Beds 9 Baths 8,000 SqFt Residential MLS® # 12446282

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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.