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View All Winnetka Homes for Sale _ Updated Every 15 minutes

$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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1148 Scott Avenue, Winnetka, IL - $2,199,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,954 SQFT
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City Chic In Winnetka! Exceptional Newer Construction In Winnetka's Most Walkable Location. This Sophisticated, Six-bedroom Home Checks All The Boxes: An Open Floor Plan, High-end Finishes, And Gently Lived-in. The First Floor Includes Transition...

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635 Maple Street, Winnetka, IL - $4,400,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 12.5k SQFT
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This Meticulously Renovated English Manor Designed By Benjamin Marshall For The Thorne Family (founders Of Montgomery Ward), Offers Historical Charm & Modern Luxury. In A Prime Winnetka Location, Spacious Living Areas & High-quality Finishes It Pr...

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917 Willow Road, Winnetka, IL - $1,649,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,145 SQFT
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Explore The Epitome Of Modern Living In This New Construction, 5-bedroom Winnetka Residence, Reshaping Luxury With Thoughtful Design And Opulent Features. Boasting Five Bedrooms And 5 Full Baths, The Home Offers A Multifunctional Office Space That...

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925 Willow Road, Winnetka, IL - $1,599,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,819 SQFT
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Nestled In Vibrant Winnetka, This 5-bedroom Residence Redefines Modern Living, Boasting Five Bedrooms And 4.1baths With A Versatile Office Space That Can Easily Transform Into An Extra Bedroom. The Heart Of This Home Consists Of An Open Layout, Th...

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8 Kent Road, Winnetka, IL - $4,500,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 10.1k SQFT
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This Is The Premier Opportunity To Own A One A Kind Home Custom By Notable Builder Adamczyk On A Half Of Acre Of Award-winning Grounds By Craig Bergmann Deisgn & Privately Set On Beloved Kent Road With Only 10 Homes. With The Secret Tow Path At Th...

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1070 Cherry Street, Winnetka, IL - $1,150,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Newly Renovated And Expanded Single Family Home Situated On A Stunning 177' Deep Lot, Presenting An Enchanting Backyard Oasis. This Open-concept Floor Plan Caters To Modern Living, With 4 Bedrooms And 3.1 Baths. The Kitchen Is A Masterpiece, Boast...

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44 Locust Road, Winnetka, IL - $7,900,000

Residential, Detached Single
  • 9 Beds
  • 9 Baths
  • 9,673 SQFT
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Experience Timeless Elegance In This Architectural Masterpiece Situated On 3.25 Manicured Acres In A Parklike Setting Complete With Pool, Pool House, Tennis Court, Play Yard And Gardens. Stunning Entrance Foyer With Unparalleled Woodwork, Intrica...

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1087 Cherry Street, Winnetka, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,700 SQFT
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Spectacular New Construction In The Heart Of Winnetka's Picturesque "tree Streets" & Minutes To Winnetka's Vibrant Downtown & Award-winning Schools. Exceptional Opportunity To Customize Your Dream Home With Unparalleled Design & Craftsmanship Feat...

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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 March 29th, 2024 at 5:08am CDT.