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
415 Berkeley Avenue, Winnetka, 60093

$1,200,000

415 Berkeley Avenue, Winnetka, 60093

4 Beds 4 Baths 3,087 SqFt Residential MLS® # 12066907

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New
23 Indian Hill Road, Winnetka, 60093

$3,100,000

23 Indian Hill Road, Winnetka, 60093

5 Beds 7 Baths 5,589 SqFt Residential MLS® # 11894414

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New
844 Hibbard Road, Winnetka, 60093

$2,100,000

844 Hibbard Road, Winnetka, 60093

5 Beds 6 Baths 4,885 SqFt Residential MLS® # 12058179

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New
671 Lincoln Avenue, Winnetka, 60093

$5,250,000

671 Lincoln Avenue, Winnetka, 60093

5 Beds 6 Baths 9,126 SqFt Residential MLS® # 12063078

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139 Sheridan Road, Winnetka, 60093

$11,750,000

139 Sheridan Road, Winnetka, 60093

5 Beds 8 Baths 12,692 SqFt Residential MLS® # 12059978

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824 Boal Parkway, Winnetka, 60093

$2,900,000

824 Boal Parkway, Winnetka, 60093

5 Beds 7 Baths 6,300 SqFt Residential MLS® # 12059252

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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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Contingent
322 Forest Street, Winnetka, 60093

$1,549,000

322 Forest Street, Winnetka, 60093

6 Beds 6 Baths 4,593 SqFt Residential MLS® # 12052036

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161 Apple Tree Road, Winnetka, 60093

$3,795,000

161 Apple Tree Road, Winnetka, 60093

5 Beds 9 Baths 7,289 SqFt Residential MLS® # 12054745

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Contingent
152 Bertling Lane, Winnetka, 60093

$1,150,000

152 Bertling Lane, Winnetka, 60093

5 Beds 5 Baths 0 SqFt Residential MLS® # 12058296

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Contingent
720 Pine Street, Winnetka, 60093

$1,175,000

720 Pine Street, Winnetka, 60093

3 Beds 3 Baths 0 SqFt Residential MLS® # 12057899

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650 Sheridan Road, Winnetka, 60093

$2,550,000

650 Sheridan Road, Winnetka, 60093

6 Beds 5 Baths 6,100 SqFt Residential MLS® # 12041033

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Contingent
609 Cedar Street, Winnetka, 60093

$1,729,000

609 Cedar Street, Winnetka, 60093

4 Beds 4 Baths 0 SqFt Residential MLS® # 12051876

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Contingent
878 Cherry Street, Winnetka, 60093

$1,350,000

878 Cherry Street, Winnetka, 60093

4 Beds 3 Baths 2,698 SqFt Residential MLS® # 12052920

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Contingent
1228 Westmoor Road, Winnetka, 60093

$3,999,000

1228 Westmoor Road, Winnetka, 60093

5 Beds 9 Baths 7,900 SqFt Residential MLS® # 12050241

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Contingent
649 Pine Street, Winnetka, 60093

$2,579,000

649 Pine Street, Winnetka, 60093

5 Beds 4 Baths 6,405 SqFt Residential MLS® # 12042657

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Contingent
542 Meadow Road, Winnetka, 60093

$1,375,000

542 Meadow Road, Winnetka, 60093

4 Beds 4 Baths 3,384 SqFt Residential MLS® # 12036068

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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® # 12027958

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81 Locust Road, Winnetka, 60093

$6,999,900

81 Locust Road, Winnetka, 60093

6 Beds 10 Baths 14,374 SqFt Residential MLS® # 12041800

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534 Elder Lane, Winnetka, 60093

$1,995,000

↓ $105,000

534 Elder Lane, Winnetka, 60093

4 Beds 5 Baths 4,162 SqFt Residential MLS® # 12023910

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Contingent
660 Sheridan Road, Winnetka, 60093

$1,349,000

660 Sheridan Road, Winnetka, 60093

3 Beds 4 Baths 3,605 SqFt Residential MLS® # 12025263

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Contingent
777 Rosewood Avenue, Winnetka, 60093

$2,199,000

777 Rosewood Avenue, Winnetka, 60093

5 Beds 6 Baths 3,625 SqFt Residential MLS® # 12012858

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Contingent
334 Forest Street, Winnetka, 60093

$795,000

334 Forest Street, Winnetka, 60093

4 Beds 3 Baths 2,826 SqFt Residential MLS® # 12022663

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901 Hill Road, Winnetka, 60093

$5,495,000

901 Hill Road, Winnetka, 60093

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

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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!