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

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Newest First

$1,675,000

5421 S Hyde Park Boulevard, Chicago, 60615

10 Beds 5.5 Baths 6,722 SqFt Residential MLS® # 12726797

New

$1,749,900

3051 N Leavitt Street, Chicago, 60618

4 Beds 5 Baths 4,200 SqFt Residential MLS® # 12726911

$6,500,000

1901 W Cornelia Avenue, Chicago, 60657

5 Beds 5 Baths 10,000 SqFt Residential MLS® # 12719016

New Contingent

$1,500,000

2044 N Bissell Street, Chicago, 60614

4 Beds 3.5 Baths 3,100 SqFt Residential MLS® # 12722078

$1,200,000

↓ $99,000

3518 W Cortland Street 1, Chicago, 60647

3 Beds 3.5 Baths 3,437 SqFt Residential MLS® # 12721332

$1,000,000

1635 N Central Park Avenue, Chicago, 60647

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12724610

New

$2,199,800

1220 N Damen Avenue, Chicago, 60622

4 Beds 4.5 Baths 5,000 SqFt Residential MLS® # 12718791

Contingent

$1,675,000

2527 W Medill Avenue, Chicago, 60647

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12723722

New Contingent

$1,999,999

4157 N Paulina Street, Chicago, 60613

6 Beds 5 Baths 4,000 SqFt Residential MLS® # 12723364

Contingent

$1,299,900

628 N Rockwell Street, Chicago, 60612

4 Beds 3.5 Baths 3,800 SqFt Residential MLS® # 12715162

New Contingent

$1,095,000

2804 W Rascher Avenue, Chicago, 60625

4 Beds 4 Baths 0 SqFt Residential MLS® # 12703477

Contingent

$1,199,900

4036 W Warwick Avenue, Chicago, 60641

4 Beds 4 Baths 3,500 SqFt Residential MLS® # 12720459

$1,099,000

5355 N Melvina Avenue, Chicago, 60630

3 Beds 3.5 Baths 3,282 SqFt Residential MLS® # 12717706

New

$1,300,000

513 W 28th Place, Chicago, 60616

5 Beds 4.5 Baths 0 SqFt Residential MLS® # 12712006

Open House

$1,650,000

2229 W Farragut Avenue, Chicago, 60625

5 Beds 4 Baths 4,200 SqFt Residential MLS® # 12715502

Contingent

$1,024,900

5407 W Pensacola Avenue, Chicago, 60641

4 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12717976

Open House

$1,425,000

↓ $25,000

4109 N Lawndale Avenue, Chicago, 60618

3 Beds 3.5 Baths 3,800 SqFt Residential MLS® # 12719274

Contingent

$1,595,000

5801 S Blackstone Avenue, Chicago, 60637

5 Beds 4.5 Baths 4,580 SqFt Residential MLS® # 12714609

Contingent

$2,999,000

2022 W Moffat Street, Chicago, 60647

6 Beds 4.5 Baths 4,800 SqFt Residential MLS® # 12717759

Open House

$1,695,000

4942 S Ellis Avenue, Chicago, 60615

6 Beds 5 Baths 6,144 SqFt Residential

Open House

Sat, Sep 12th, 2026 @ 11am - 12:30pm

MLS® # 12705893

Contingent

$4,450,000

2026 N Clifton Avenue, Chicago, 60614

6 Beds 6 Baths 5,200 SqFt Residential MLS® # 12716461

Contingent

$1,099,900

4542 N Ashland Avenue, Chicago, 60640

3 Beds 2.5 Baths 2,600 SqFt Residential MLS® # 12613166

New Contingent

$4,300,000

2119 N Seminary Avenue, Chicago, 60614

6 Beds 6.5 Baths 5,200 SqFt Residential MLS® # 12716177

Contingent

$1,450,000

344 W Scott Street, Chicago, 60610

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12713927

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