Search North Shore Chicago Historic Homes For Sale, Over $1,000,000

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• $200,000 - $300,000
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• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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Contingent

$1,199,000

411 E Illinois Road, Lake Forest, 60045

4 Beds 3.5 Baths 2,565 SqFt Residential MLS® # 12711467

Contingent

$2,450,000

↓ $250,000

920 Raleigh Road, Glenview, 60025

6 Beds 6 Baths 7,929 SqFt Residential MLS® # 12712498

Contingent

$1,725,000

555 Cherry Street, Winnetka, 60093

5 Beds 4.5 Baths 6,580 SqFt Residential MLS® # 12711173

Contingent

$1,350,000

22 Regent Wood Road, Northfield, 60093

3 Beds 4.5 Baths 3,574 SqFt Residential MLS® # 12639571

$2,090,000

↓ $100,000

455 Rockefeller Road, Lake Forest, 60045

4 Beds 5 Baths 3,670 SqFt Residential MLS® # 12709940

Contingent

$1,875,000

1229 Alvin Court, Glenview, 60025

5 Beds 3.5 Baths 0 SqFt Residential MLS® # 12701443

$1,150,000

↓ $100,000

201 Aspen Lane, Highland Park, 60035

5 Beds 5 Baths 6,360 SqFt Residential MLS® # 12693363

Contingent

$1,800,000

1009 Kings Lane, Glenview, 60025

5 Beds 6 Baths 6,500 SqFt Residential MLS® # 12703357

Open House

$2,795,000

73 Locust Road, Winnetka, 60093

5 Beds 5.5 Baths 4,089 SqFt Residential MLS® # 12688601

$2,595,000

↓ $195,000

610 S Ridge Road, Lake Forest, 60045

6 Beds 5.5 Baths 7,683 SqFt Residential MLS® # 12698765

New

$1,008,000

2108 Wesley Avenue, Evanston, 60201

9 Beds 0 Baths 0 SqFt Residential Income MLS® # 12699962

Contingent

$1,779,000

639 Lincoln Avenue, Winnetka, 60093

4 Beds 2.5 Baths 0 SqFt Residential MLS® # 12683501

New Contingent

$1,150,000

3139 Hemlock Lane, Northbrook, 60062

4 Beds 2.5 Baths 3,492 SqFt Residential MLS® # 12689118

$4,949,000

320 Woodley Road, Winnetka, 60093

5 Beds 6 Baths 13,000 SqFt Residential MLS® # 12698685

$1,718,000

↓ $80,000

3639 Pebble Beach Road, Northbrook, 60062

5 Beds 5.5 Baths 5,172 SqFt Residential MLS® # 12697822

Contingent

$1,595,000

306 Sunset Ridge Road, Northfield, 60093

3 Beds 2.5 Baths 3,242 SqFt Residential MLS® # 12679671

$2,875,000

1616 Forest Place, Evanston, 60201

5 Beds 7 Baths 7,759 SqFt Residential MLS® # 12575018

New

$2,785,000

82 Woodley Road, Winnetka, 60093

6 Beds 5.5 Baths 0 SqFt Residential MLS® # 12680099

New

$1,095,000

2925 Parkside Drive, Highland Park, 60035

5 Beds 5.5 Baths 3,396 SqFt Residential MLS® # 12685702

$2,399,900

2142 Harrison Street, Glenview, 60025

5 Beds 6 Baths 4,689 SqFt Residential MLS® # 12684862

$5,599,900

395 Greenleaf Avenue, Glencoe, 60022

6 Beds 7.5 Baths 6,500 SqFt Residential MLS® # 12677721

$29,900,000

319 Sheridan Road, Winnetka, 60093

7 Beds 11 Baths 20,000 SqFt Residential MLS® # 12680920

Open House

$1,399,000

↓ $50,000

238 Westmoreland Drive, Wilmette, 60091

5 Beds 5.5 Baths 3,554 SqFt Residential

Open House

Sat, Sep 12th, 2026 @ 1pm - 3pm

MLS® # 12675406

Contingent

$3,850,000

2214 Churchill Lane, Highland Park, 60035

5 Beds 9 Baths 10,000 SqFt Residential MLS® # 12678290

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