Winnetka Historic Homes For Sale

Winnetka Vintage Real Estate Listings 

Thinking about calling Winnetka, IL home? Browse available Winnetka historic homes and Winnetka vintage real estate listings below. Our advanced Winnetka real estate website features all Winnetka historic home listings currently on the real estate market, and is updated every 15 minutes so Winnetka home buyers are viewing the most up-to-date property listings. For additional information on any Winnetka historic homes for sale, just click the "Request Info" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of vintage and historic homes and condos recently sold nearby, and more.

We also encourage all users to register for a free account so that you can receive email alerts whenever new Winnetka historic homes hit the market that match your search preferences, allowing you to stay one-step ahead of other home buyers. Or you can also break down your search right now and browse Winnetka historic homes by community below

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New
1484 Scott Avenue, Winnetka, 60093

$995,000

1484 Scott Avenue, Winnetka, 60093

4 Beds 4 Baths 0 SqFt Residential MLS® # 12163728

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New
765 Sheridan Road, Winnetka, 60093

$18,000,000

765 Sheridan Road, Winnetka, 60093

7 Beds 8 Baths 15,784 SqFt Residential MLS® # 12144008

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New
140 Fuller Lane, Winnetka, 60093

$1,999,000

140 Fuller Lane, Winnetka, 60093

6 Beds 6 Baths 0 SqFt Residential MLS® # 12157948

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New
1344 Edgewood Lane, Winnetka, 60093

$2,099,000

1344 Edgewood Lane, Winnetka, 60093

4 Beds 6 Baths 6,554 SqFt Residential MLS® # 12161150

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36 Indian Hill Road, Winnetka, 60093

$2,950,000

36 Indian Hill Road, Winnetka, 60093

4 Beds 6 Baths 5,638 SqFt Residential MLS® # 12120075

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1492 Asbury Avenue, Winnetka, 60093

$1,250,000

1492 Asbury Avenue, Winnetka, 60093

4 Beds 3 Baths 3,254 SqFt Residential MLS® # 12142019

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104 Longmeadow Road, Winnetka, 60093

$4,729,000

104 Longmeadow Road, Winnetka, 60093

7 Beds 9 Baths 12,998 SqFt Residential MLS® # 12153751

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1112 Tower Road, Winnetka, 60093

$679,000

1112 Tower Road, Winnetka, 60093

2 Beds 2 Baths 1,739 SqFt Residential MLS® # 12137028

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838 Cherry Street, Winnetka, 60093

$1,519,000

838 Cherry Street, Winnetka, 60093

4 Beds 4 Baths 3,510 SqFt Residential MLS® # 12152875

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Contingent
1046 Dinsmore Road, Winnetka, 60093

$1,499,000

1046 Dinsmore Road, Winnetka, 60093

5 Beds 6 Baths 3,182 SqFt Residential MLS® # 12154116

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542 Meadow Road, Winnetka, 60093

$1,249,000

542 Meadow Road, Winnetka, 60093

4 Beds 4 Baths 3,384 SqFt Residential MLS® # 12155307

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66 Fox Lane, Winnetka, 60093

$5,250,000

66 Fox Lane, Winnetka, 60093

6 Beds 8 Baths 8,025 SqFt Residential MLS® # 12128402

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1260 Ash Street, Winnetka, 60093

$995,000

1260 Ash Street, Winnetka, 60093

3 Beds 3 Baths 2,756 SqFt Residential MLS® # 12143531

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40 Woodley Road, Winnetka, 60093

$5,350,000

↑ $4,820,000

40 Woodley Road, Winnetka, 60093

6 Beds 9 Baths 11,234 SqFt Residential MLS® # 12145116

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Contingent
999 Hill Road, Winnetka, 60093

$2,995,000

999 Hill Road, Winnetka, 60093

5 Beds 5 Baths 6,058 SqFt Residential MLS® # 12132905

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90 Locust Road, Winnetka, 60093

$4,850,000

90 Locust Road, Winnetka, 60093

6 Beds 6 Baths 0 SqFt Residential MLS® # 12128277

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139 Sheridan Road, Winnetka, 60093

$9,750,000

↓ $949,900

139 Sheridan Road, Winnetka, 60093

5 Beds 8 Baths 12,692 SqFt Residential MLS® # 12121925

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Contingent
269 Locust Road, Winnetka, 60093

$1,695,000

269 Locust Road, Winnetka, 60093

5 Beds 5 Baths 0 SqFt Residential MLS® # 12109883

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Contingent
200 Linden Street, Winnetka, 60093

$2,299,000

200 Linden Street, Winnetka, 60093

5 Beds 5 Baths 4,592 SqFt Residential MLS® # 12090653

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Contingent
534 Elder Lane, Winnetka, 60093

$1,875,000

534 Elder Lane, Winnetka, 60093

5 Beds 5 Baths 4,162 SqFt Residential MLS® # 12086208

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1134 Sheridan Road, Winnetka, 60093

$3,200,000

↓ $300,000

1134 Sheridan Road, Winnetka, 60093

7 Beds 7 Baths 8,393 SqFt Residential MLS® # 12071987

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22 Indian Hill Road, Winnetka, 60093

$5,200,000

22 Indian Hill Road, Winnetka, 60093

6 Beds 6 Baths 6,639 SqFt Residential MLS® # 12048987

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901 Hill Road, Winnetka, 60093

$4,550,000

↓ $400,000

901 Hill Road, Winnetka, 60093

5 Beds 6 Baths 7,260 SqFt Residential MLS® # 12012667

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979 Vine Street, Winnetka, 60093

$892,500

979 Vine Street, Winnetka, 60093

4 Beds 2 Baths 1,355 SqFt Residential MLS® # 11919708

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Are you planning to buy or sell a home or condo in Chicago's suburbs? Contact our suburban Chicago real estate team, local North Shore home buying and selling experts, for help navigating the North Shore real estate market. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!