Search Chicago's Most Expensive Homes For Sale, Over $1,000,000

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Contingent

$1,800,000

1530 W Grace Street, Chicago, 60613

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12707886

Open House

$1,595,000

2237 W Winona Street, Chicago, 60625

3 Beds 3.5 Baths 3,068 SqFt Residential MLS® # 12709262

Contingent

$1,240,000

1427 W Huron Street, Chicago, 60642

4 Beds 3 Baths 2,866 SqFt Residential MLS® # 12694853

$2,371,500

↓ $68,500

4900 S Kimbark Avenue, Chicago, 60615

5 Beds 5.5 Baths 6,700 SqFt Residential MLS® # 12711888

Open House

$2,325,000

2907 W Mclean Avenue, Chicago, 60647

4 Beds 4.5 Baths 4,800 SqFt Residential MLS® # 12712999

Contingent

$1,595,000

1931 N Whipple Street, Chicago, 60647

5 Beds 4 Baths 4,000 SqFt Residential MLS® # 12710410

Contingent

$2,099,000

4123 N Oakley Avenue, Chicago, 60618

4 Beds 5 Baths 4,000 SqFt Residential MLS® # 12703767

$1,835,000

↓ $50,000

1310 W Roscoe Street, Chicago, 60657

6 Beds 4.5 Baths 4,190 SqFt Residential MLS® # 12711301

Contingent

$1,749,900

3414 N Hamilton Avenue, Chicago, 60618

4 Beds 4.5 Baths 3,529 SqFt Residential MLS® # 12694737

Open House

$1,599,900

↓ $50,100

1958 N Bissell Street, Chicago, 60614

3 Beds 3.5 Baths 2,788 SqFt Residential MLS® # 12705755

$1,630,000

3508 W Belden Avenue, Chicago, 60647

3 Beds 3.5 Baths 3,800 SqFt Residential MLS® # 12680681

Contingent

$1,095,000

818 S Bishop Street, Chicago, 60607

4 Beds 3 Baths 3,125 SqFt Residential MLS® # 12708094

Contingent

$1,775,000

930 W Wolfram Street, Chicago, 60657

4 Beds 4.5 Baths 5,000 SqFt Residential MLS® # 12707136

$2,350,000

1620 W Pierce Avenue, Chicago, 60622

6 Beds 6 Baths 4,716 SqFt Residential MLS® # 12700481

New

$2,699,000

2429 N Rockwell Street, Chicago, 60647

4 Beds 5 Baths 0 SqFt Residential MLS® # 12633471

New

$6,950,000

1878 N Orchard Street, Chicago, 60614

5 Beds 6.5 Baths 9,512 SqFt Residential MLS® # 12705896

$1,350,000

↓ $50,000

111 W Elm Street, Chicago, 60610

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

Contingent

$1,450,000

815 N Milwaukee Avenue, Chicago, 60642

4 Beds 2.5 Baths 3,208 SqFt Residential MLS® # 12704009

Contingent

$1,825,000

3434 N Marshfield Avenue, Chicago, 60657

4 Beds 3.5 Baths 4,500 SqFt Residential MLS® # 12686898

Contingent

$2,799,000

2228 N Southport Avenue, Chicago, 60614

6 Beds 5 Baths 4,500 SqFt Residential MLS® # 12703915

New

$1,100,000

9924 S Longwood Drive, Chicago, 60643

5 Beds 4.5 Baths 4,724 SqFt Residential MLS® # 12702413

Open House

$1,899,000

1914 N Rockwell Street, Chicago, 60647

4 Beds 3.5 Baths 3,500 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 11am - 12pm

MLS® # 12686543

Contingent

$1,700,000

4037 N Richmond Street, Chicago, 60618

5 Beds 4.5 Baths 0 SqFt Residential MLS® # 12698272

$1,560,000

↓ $57,000

1725 N Troy Street, Chicago, 60647

5 Beds 5.5 Baths 6,400 SqFt Residential MLS® # 12694881

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