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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1848 North Howe Street, Chicago, 60614

$4,980,000

1848 North Howe Street, Chicago, 60614

5 Beds 7 Baths 6,450 SqFt Residential MLS® # 12015901

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New
3538 North Janssen Avenue, Chicago, 60657

$5,750,000

3538 North Janssen Avenue, Chicago, 60657

6 Beds 8 Baths 8,000 SqFt Residential MLS® # 12014650

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2733 North Pulaski Road, Chicago, 60639

$3,500,000

2733 North Pulaski Road, Chicago, 60639

4 Beds 4 Baths 7,000 SqFt Residential MLS® # 12025288

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New
2015 West Shakespeare Avenue, Chicago, 60647

$3,995,000

2015 West Shakespeare Avenue, Chicago, 60647

5 Beds 5 Baths 6,139 SqFt Residential MLS® # 12026977

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New
1806 North Wood Street, Chicago, 60622

$4,250,000

1806 North Wood Street, Chicago, 60622

6 Beds 6 Baths 8,960 SqFt Residential MLS® # 12007566

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New
2711 West Logan Boulevard, Chicago, 60647

$3,995,000

2711 West Logan Boulevard, Chicago, 60647

6 Beds 5 Baths 0 SqFt Residential MLS® # 12029368

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1871 North Howe Street, Chicago, 60614

$6,500,000

1871 North Howe Street, Chicago, 60614

5 Beds 9 Baths 10,700 SqFt Residential MLS® # 12021621

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826 West Hutchinson Street, Chicago, 60613

$3,249,000

826 West Hutchinson Street, Chicago, 60613

7 Beds 7 Baths 10,709 SqFt Residential MLS® # 11968025

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3735 North Greenview Avenue, Chicago, 60613

$3,200,000

3735 North Greenview Avenue, Chicago, 60613

7 Beds 7 Baths 6,000 SqFt Residential MLS® # 12024811

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1236 West Melrose Street, Chicago, 60657

$3,995,000

1236 West Melrose Street, Chicago, 60657

6 Beds 5 Baths 6,500 SqFt Residential MLS® # 12024827

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52 East Bellevue Place, Chicago, 60611

$7,900,000

52 East Bellevue Place, Chicago, 60611

6 Beds 9 Baths 0 SqFt Residential MLS® # 12008025

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4136 North Greenview Avenue, Chicago, 60613

$4,450,000

4136 North Greenview Avenue, Chicago, 60613

6 Beds 6 Baths 7,134 SqFt Residential MLS® # 12006864

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53 East Division Street, Chicago, 60610

$4,500,000

53 East Division Street, Chicago, 60610

5 Beds 9 Baths 7,500 SqFt Residential MLS® # 12023559

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1258 North Lake Shore Drive, Chicago, 60610

$3,800,000

1258 North Lake Shore Drive, Chicago, 60610

3 Beds 6 Baths 5,162 SqFt Residential MLS® # 12021829

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1908-10 North Dayton Street, Chicago, 60614

$5,400,000

1908-10 North Dayton Street, Chicago, 60614

6 Beds 8 Baths 0 SqFt Residential MLS® # 12007116

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716 West Schubert Avenue, Chicago, 60614

$4,995,000

716 West Schubert Avenue, Chicago, 60614

10 Beds 11 Baths 10,940 SqFt Residential MLS® # 12013849

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1960 North Orchard Street, Chicago, 60614

$3,249,000

1960 North Orchard Street, Chicago, 60614

5 Beds 5 Baths 6,000 SqFt Residential MLS® # 11981808

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2036 West Dickens Avenue, Chicago, 60647

$3,850,000

2036 West Dickens Avenue, Chicago, 60647

4 Beds 7 Baths 0 SqFt Residential MLS® # 11998353

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2047 North Clifton Avenue, Chicago, 60614

$4,000,000

2047 North Clifton Avenue, Chicago, 60614

7 Beds 7 Baths 0 SqFt Residential MLS® # 11992093

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1713 North Burling Street, Chicago, 60614

$6,900,000

1713 North Burling Street, Chicago, 60614

6 Beds 7 Baths 7,000 SqFt Residential MLS® # 12006948

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1845 North Orchard Street, Chicago, 60614

$5,600,000

1845 North Orchard Street, Chicago, 60614

6 Beds 7 Baths 8,380 SqFt Residential MLS® # 12005126

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1736 North Wood Street, Chicago, 60622

$5,695,000

1736 North Wood Street, Chicago, 60622

5 Beds 6 Baths 8,000 SqFt Residential MLS® # 12003991

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1735 North Honore Street, Chicago, 60622

$4,250,000

1735 North Honore Street, Chicago, 60622

6 Beds 8 Baths 8,000 SqFt Residential MLS® # 12002521

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111 East Bellevue Place, Chicago, 60611

$3,735,000

111 East Bellevue Place, Chicago, 60611

3 Beds 4 Baths 5,460 SqFt Residential MLS® # 11999311

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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.