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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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1133 Scott Avenue, Winnetka, IL - $1,695,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,300 SQFT
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Nestled In A Coveted Location, This Home Seamlessly Blends Timeless Charm And Character With Modern Convenience Through A Thoughtfully Designed Three-level Addition. Larger Than It Appears And More Sizeable Than What Could Be Built Today, This Fam...

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1080 Crescent Lane, Winnetka, IL - $3,825,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
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This Special Home Is Nestled In The Coveted East Winnetka Crescent/fisher Lane Neighborhood, Over Half An Acre, On A Serene, Nature Filled Setting. A Seamless Flow Is Created With The Finest Materials And Finishes Throughout At This Understated Ye...

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720 Pine Street, Winnetka, IL - $1,175,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
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Step Into Luxury Living With This Beautifully Renovated East Winnetka Residence, Conveniently Located Mere Steps From Downtown, The Train Station, Restaurants, And Shops. Perched Atop A Hill, Enjoy Unparalleled Privacy And Stunning Views. This 3 B...

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950 Westmoor Road, Winnetka, IL - $2,395,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,260 SQFT
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Stunning New Construction Home By Local Builder With Over 30 Years Of Custom Home Building! First Floor Includes An Open Floor Plan Including A Chef's Kitchen With High End Appliances, Custom Cabinetry & Massive Island. Kitchen Flows Into The Fa...

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845 Glen Oak Drive, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,597 SQFT
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Located In A Superb Location In East Winnetka Is This Lovely Classic Hemphill Built Home. Glen Oak Drive Is A Private Cul-de-sac Street On The Lake East Of Sheridan Rd With Only 5 Stately Homes. A Double Door Entry Leads Into A Large And Gracious ...

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747 Walden Road, Winnetka, IL - $2,599,153

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 4,970 SQFT
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Step Into This Bright And Airy Modern Farmhouse New Construction In Coveted Hubbard Woods, And Call It Home. Situated Between Hubbard Woods And Winnetka Metra Stations, This Charming Light-filled 7 Bed 6.5 Bath Home Is Situated On Walden Road, A S...

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534 Elder Lane, Winnetka, IL - $1,995,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,162 SQFT
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Discover The Best Of The Best! Located In The Heart Of East Winnetka, This Architecturally Significant Ss Beman Home, Boasts Exceptional Craftsmanship And Period Details Such As Etched Glass Windows, Hardwood Floors, And High Ceilings. Sited On A ...

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660 Sheridan Road, Winnetka, IL - $1,349,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,605 SQFT
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Set On Prestigious Sheridan Road, This Home Exudes Classic North Shore Charm. With Picture-perfect Curb Appeal And A White Picket Fence, This 3-bedroom East Winnetka Home Checks All The Boxes. The Expansive First Floor Includes A Sun-filled Livi...

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1114 Merrill Street, Winnetka, IL - $1,500,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 3,674 SQFT
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Exciting New Listing In Hubbard Woods! Center-entry Winnetka Gem Has Been Thoughtfully Updated And Expanded. This 6-bedroom Home Seamlessly Blends Timeless Elegance And Modern Comfort With 9-foot Ceilings, Hardwood Floors, Custom Molding And Tr...

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520 Oak Street, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 4,114 SQFT
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Extraordinary Location This Masterful Renovation Is Embodiment Of Design & Elegance Artfully Reinvented "better Than New" Originally Designed By Clark & Wolcott In The Heart Of East Winnetka On Sweeping 18700 Sq. Ft Lake Michigan - Cherry St. Beac...

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315 Ridge Avenue, Winnetka, IL - $1,575,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 3,056 SQFT
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The Ideal Location, Charm And Amenities Make This A Winnetka Classic. When You Step Into The Inviting Foyer You Are Drawn To The High Ceilings And Thoughtful Wood Work. The Formal Living Room Is Picture Perfect And Offers Ample Space For Several S...

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777 Rosewood Avenue, Winnetka, IL - $2,199,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 3,625 SQFT
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Experience Timeless Elegance In This Truly Distinguished Renovated Brick Classic By Renowned Architect Ss Beaman Sited Majestically On A .3 Acre Within A Coveted Tree Lined Street Steps To Town, K-8 Schools, Train And Beach. Beautiful Both Indoors...

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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 May 16th, 2024 at 10:54am CDT.