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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All Listings $800,000 - $900,000 Over $1,000,000
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921 Fisher Lane, Winnetka, 60093

$2,999,000

921 Fisher Lane, Winnetka, 60093

5 Beds 7 Baths 5,700 SqFt Residential MLS® # 11484702

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Contingent
91 Indian Hill Road, Winnetka, 60093

$1,475,000

91 Indian Hill Road, Winnetka, 60093

4 Beds 4 Baths 0 SqFt Residential MLS® # 11480225

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1330 Westmoor Trail, Winnetka, 60093

$4,795,000

1330 Westmoor Trail, Winnetka, 60093

5 Beds 8 Baths 7,000 SqFt Residential MLS® # 11472645

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999 Hill Road, Winnetka, 60093

$2,895,000

999 Hill Road, Winnetka, 60093

5 Beds 5 Baths 6,000 SqFt Residential MLS® # 11466744

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Contingent
1092 Oak Street, Winnetka, 60093

$2,095,000

1092 Oak Street, Winnetka, 60093

5 Beds 5 Baths 4,453 SqFt Residential MLS® # 11464367

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Contingent
977 Ash Street, Winnetka, 60093

$1,995,000

977 Ash Street, Winnetka, 60093

5 Beds 5 Baths 5,216 SqFt Residential MLS® # 11463119

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Contingent
870 Bryant Avenue, Winnetka, 60093

$1,495,000

870 Bryant Avenue, Winnetka, 60093

4 Beds 4 Baths 3,762 SqFt Residential MLS® # 11452541

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Contingent
902 Pine Street, Winnetka, 60093

$1,399,000

902 Pine Street, Winnetka, 60093

4 Beds 4 Baths 0 SqFt Residential MLS® # 11460589

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238 Ridge Avenue, Winnetka, 60093

$1,495,000

238 Ridge Avenue, Winnetka, 60093

6 Beds 5 Baths 4,184 SqFt Residential MLS® # 11457494

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Contingent
340 Ridge Avenue, Winnetka, 60093

$1,575,000

340 Ridge Avenue, Winnetka, 60093

5 Beds 3 Baths 0 SqFt Residential MLS® # 11431695

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10 Woodley Road, Winnetka, 60093

$5,695,000

10 Woodley Road, Winnetka, 60093

5 Beds 8 Baths 10,665 SqFt Residential MLS® # 11454571

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Contingent
1367 Scott Avenue, Winnetka, 60093

$1,799,000

1367 Scott Avenue, Winnetka, 60093

5 Beds 6 Baths 5,500 SqFt Residential MLS® # 11454434

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Contingent
455 Chestnut Street, Winnetka, 60093

$1,100,000

455 Chestnut Street, Winnetka, 60093

4 Beds 3 Baths 3,342 SqFt Residential MLS® # 11451150

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Contingent
1014 Ash Street, Winnetka, 60093

$849,900

1014 Ash Street, Winnetka, 60093

4 Beds 3 Baths 1,864 SqFt Residential MLS® # 11448071

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125 Whitebridge Hill Road, Winnetka, 60093

$1,895,000

↓ $205,000

125 Whitebridge Hill Road, Winnetka, 60093

5 Beds 6 Baths 0 SqFt Residential MLS® # 11439577

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35 Indian Hill Road, Winnetka, 60093

$6,595,000

35 Indian Hill Road, Winnetka, 60093

7 Beds 8 Baths 9,744 SqFt Residential MLS® # 11426221

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104 Longmeadow Road, Winnetka, 60093

$4,975,000

↓ $525,000

104 Longmeadow Road, Winnetka, 60093

6 Beds 9 Baths 13,135 SqFt Residential MLS® # 11410628

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62 Woodley Road, Winnetka, 60093

$2,999,000

↓ $100,000

62 Woodley Road, Winnetka, 60093

6 Beds 6 Baths 7,000 SqFt Residential MLS® # 11391257

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740 Humboldt Avenue, Winnetka, 60093

$1,499,000

↓ $101,000

740 Humboldt Avenue, Winnetka, 60093

2 Beds 2 Baths 1,538 SqFt Residential MLS® # 11313560

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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!