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 Contingent
556 Willow Road, Winnetka, 60093

$1,869,000

556 Willow Road, Winnetka, 60093

4 Beds 5 Baths 4,023 SqFt Residential MLS® # 12581158

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New
1523 Tower Road, Winnetka, 60093

$1,095,000

1523 Tower Road, Winnetka, 60093

4 Beds 3 Baths 2,503 SqFt Residential MLS® # 12620073

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New Contingent
1255 Forest Glen Drive N, Winnetka, 60093

$2,175,000

1255 Forest Glen Drive N, Winnetka, 60093

5 Beds 5 Baths 4,214 SqFt Residential MLS® # 12605782

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Contingent
574 Orchard Lane, Winnetka, 60093

$899,000

574 Orchard Lane, Winnetka, 60093

3 Beds 3 Baths 0 SqFt Residential MLS® # 12589833

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140 Birch Street, Winnetka, 60093

$4,500,000

140 Birch Street, Winnetka, 60093

6 Beds 7 Baths 6,212 SqFt Residential MLS® # 12564836

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67 Brier Street, Winnetka, 60093

$1,950,000

67 Brier Street, Winnetka, 60093

5 Beds 6 Baths 4,200 SqFt Residential MLS® # 12431472

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Contingent
1185 Hill Road, Winnetka, 60093

$2,439,000

1185 Hill Road, Winnetka, 60093

4 Beds 7 Baths 4,269 SqFt Residential MLS® # 12580255

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62 Woodley Road, Winnetka, 60093

$2,699,900

62 Woodley Road, Winnetka, 60093

6 Beds 6 Baths 7,000 SqFt Residential MLS® # 12587043

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Contingent
215 Scott Avenue, Winnetka, 60093

$2,995,000

215 Scott Avenue, Winnetka, 60093

5 Beds 6 Baths 7,070 SqFt Residential MLS® # 12568473

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Contingent
1004 Elm Street, Winnetka, 60093

$1,450,000

1004 Elm Street, Winnetka, 60093

5 Beds 4 Baths 3,047 SqFt Residential MLS® # 12570658

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1423 Asbury Avenue, Winnetka, 60093

$2,399,000

1423 Asbury Avenue, Winnetka, 60093

6 Beds 7 Baths 5,350 SqFt Residential MLS® # 12482150

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Contingent
4 Indian Hill Road, Winnetka, 60093

$2,995,000

4 Indian Hill Road, Winnetka, 60093

5 Beds 7 Baths 0 SqFt Residential MLS® # 12549096

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Contingent
303 Auburn Avenue, Winnetka, 60093

$1,400,000

↓ $150,000

303 Auburn Avenue, Winnetka, 60093

4 Beds 3 Baths 3,737 SqFt Residential MLS® # 12564260

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Contingent
312 Rosewood Avenue, Winnetka, 60093

$1,800,000

312 Rosewood Avenue, Winnetka, 60093

4 Beds 4 Baths 3,560 SqFt Residential MLS® # 12557569

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320 Woodley Road, Winnetka, 60093

$5,149,000

↓ $200,000

320 Woodley Road, Winnetka, 60093

5 Beds 7 Baths 13,000 SqFt Residential MLS® # 12465682

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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!