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. 

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540 West Fullerton Parkway, Chicago, 60614

$3,495,000

540 West Fullerton Parkway, Chicago, 60614

5 Beds 4 Baths 0 SqFt Residential MLS® # 12280879

Midwest Real Estate Data LLC Logo

New
1425 North State Parkway, Chicago, 60610

$4,395,000

1425 North State Parkway, Chicago, 60610

7 Beds 8 Baths 7,607 SqFt Residential MLS® # 12284044

Midwest Real Estate Data LLC Logo

New
1854 North Howe Street, Chicago, 60614

$4,800,000

1854 North Howe Street, Chicago, 60614

6 Beds 6 Baths 0 SqFt Residential MLS® # 12283422

Midwest Real Estate Data LLC Logo

461 West Melrose Street, Chicago, 60657

$3,300,000

461 West Melrose Street, Chicago, 60657

6 Beds 5 Baths 5,400 SqFt Residential MLS® # 12281085

Midwest Real Estate Data LLC Logo

1401 North Astor Street, Chicago, 60610

$3,395,000

1401 North Astor Street, Chicago, 60610

4 Beds 7 Baths 5,500 SqFt Residential MLS® # 12281231

Midwest Real Estate Data LLC Logo

3513 North Bosworth Avenue, Chicago, 60657

$4,200,000

3513 North Bosworth Avenue, Chicago, 60657

4 Beds 6 Baths 5,495 SqFt Residential MLS® # 12270133

Midwest Real Estate Data LLC Logo

3507 North Bosworth Avenue, Chicago, 60657

$3,800,000

3507 North Bosworth Avenue, Chicago, 60657

4 Beds 5 Baths 0 SqFt Residential MLS® # 12261797

Midwest Real Estate Data LLC Logo

1948 West School Street, Chicago, 60657

$3,250,000

1948 West School Street, Chicago, 60657

6 Beds 6 Baths 5,660 SqFt Residential MLS® # 12276614

Midwest Real Estate Data LLC Logo

2334 North Cleveland Street, Chicago, 60614

$7,750,000

2334 North Cleveland Street, Chicago, 60614

4 Beds 7 Baths 5,500 SqFt Residential MLS® # 12258163

Midwest Real Estate Data LLC Logo

5235 South University Avenue, Chicago, 60615

$3,100,000

5235 South University Avenue, Chicago, 60615

7 Beds 7 Baths 7,000 SqFt Residential MLS® # 12172656

Midwest Real Estate Data LLC Logo

2124 North Lincoln Park West, Chicago, 60614

$3,850,000

2124 North Lincoln Park West, Chicago, 60614

5 Beds 5 Baths 4,500 SqFt Residential MLS® # 12270113

Midwest Real Estate Data LLC Logo

3628 North Lakewood Avenue, Chicago, 60613

$3,149,000

3628 North Lakewood Avenue, Chicago, 60613

6 Beds 7 Baths 6,350 SqFt Residential MLS® # 12267429

Midwest Real Estate Data LLC Logo

1701 North Dayton Street, Chicago, 60614

$5,000,000

1701 North Dayton Street, Chicago, 60614

6 Beds 6 Baths 8,000 SqFt Residential MLS® # 12214135

Midwest Real Estate Data LLC Logo

57 East Division Street, Chicago, 60610

$3,595,000

57 East Division Street, Chicago, 60610

4 Beds 5 Baths 5,100 SqFt Residential MLS® # 12265115

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1841 North Orchard Street, Chicago, 60614

$5,850,000

1841 North Orchard Street, Chicago, 60614

6 Beds 7 Baths 8,380 SqFt Residential MLS® # 12256993

Midwest Real Estate Data LLC Logo

3533 North Greenview Avenue, Chicago, 60657

$3,549,000

3533 North Greenview Avenue, Chicago, 60657

6 Beds 5 Baths 6,600 SqFt Residential MLS® # 12255161

Midwest Real Estate Data LLC Logo

1515 North State Parkway, Chicago, 60610

$6,995,000

1515 North State Parkway, Chicago, 60610

6 Beds 7 Baths 9,680 SqFt Residential MLS® # 12219332

Midwest Real Estate Data LLC Logo

537 West Grant Place, Chicago, 60614

$3,500,000

537 West Grant Place, Chicago, 60614

5 Beds 6 Baths 5,500 SqFt Residential MLS® # 12220412

Midwest Real Estate Data LLC Logo

Contingent
2126 North Lincoln Park West, Chicago, 60614

$4,195,000

2126 North Lincoln Park West, Chicago, 60614

4 Beds 5 Baths 4,500 SqFt Residential MLS® # 12143921

Midwest Real Estate Data LLC Logo

460 West Huron Street, Chicago, 60654

$7,500,000

460 West Huron Street, Chicago, 60654

7 Beds 11 Baths 10,360 SqFt Residential MLS® # 12213708

Midwest Real Estate Data LLC Logo

1811 North Howe Street, Chicago, 60614

$4,775,000

1811 North Howe Street, Chicago, 60614

5 Beds 5 Baths 5,900 SqFt Residential MLS® # 12209549

Midwest Real Estate Data LLC Logo

401 West Dickens Avenue, Chicago, 60614

$6,250,000

401 West Dickens Avenue, Chicago, 60614

4 Beds 7 Baths 7,252 SqFt Residential MLS® # 12209205

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545 West Dickens Avenue, Chicago, 60614

$3,650,000

545 West Dickens Avenue, Chicago, 60614

5 Beds 7 Baths 6,400 SqFt Residential MLS® # 12200853

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1355 North Astor Street, Chicago, 60610

$21,000,000

1355 North Astor Street, Chicago, 60610

5 Beds 6 Baths 25,000 SqFt Residential MLS® # 12195883

Midwest Real Estate Data LLC Logo

Are you planning to buy or sell a home or condo in Chicago? Contact the Chicago Condo Finder Team, Chicago's local condo experts, for help navigating the current market conditions. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!

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.