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Winnetka Homes for Sale , $3,000,000 - $5,000,000

$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
$5,000,000 - $10,000,000
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32 Woodley Road, Winnetka, IL - $4,950,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 9,908 SQFT
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Nestled Down A Winding, Private Road On 1.9 Meticulous Park-like Acres, This Grand, Almost 10,000 Square Foot Residence Exudes Luxury And Timeless Elegance. The Front Entrance Is Set Apart From The Road By A Sweeping Circular Drive Bordered By Pri...

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865 Gordon Terrace, Winnetka, IL - $4,199,900

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 9,350 SQFT
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Discover The Pinnacle Of Custom Design With This Stunning Nantucket-inspired Adamczyk Home, Exuding Timeless Elegance With A Modern And Transitional Twist. Drawing Inspiration From The Grand Estates Of Maine, This 9,000+ Sq. Ft. Masterpiece Harmon...

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650 Briar Lane, Northfield, IL - $3,495,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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This Home And It's Location Are Truly What Dreams Are Made Of. It Is Situated On 3 Stunning Acres At The Very End Of A Private Lane, Centered Between Both Top Ranked Schools In Northfield! In Addition To It's Gorgeous, Classic Exterior, And It's O...

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35 Indian Hill Road, Winnetka, IL - $4,950,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
  • 9,744 SQFT
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Reimagined Luxury - Immerse Yourself In The Exquisite Transformation Of An English Manor Estate Nestled On A Private Lane Within One Mile Of Winnetka's Town Center. 35 Indian Hill Has Over One & One Half Million Dollars In Improvements Both Interi...

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870 Heather Lane, Winnetka, IL - $3,599,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,500 SQFT
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Spectacular Opportunity To Customize This Beautiful Proposed New Construction Property On A Half Acre In Gorgeous Winnetka. Featuring 6-bedrooms, 6.1-bathrooms, And Over 7,000 Square Feet Of Total Living Space, Every Detail In This Program Has Bee...

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Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Sotheby's International Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on February 11th, 2025 at 2:09am CST.