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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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637 Garland Avenue, Winnetka, IL - $1,595,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,039 SQFT
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Beautiful Nantucket Style Colonial With Hardy Board Exterior Is Located In Popular Convenient Location Near Schools, Train, Parks, Beaches And Town. Exceptional Additions And Renovations Include An Incredible Kitchen With Island That Flows Into A...

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81 Locust Road, Winnetka, IL - $6,999,900

Residential, Detached Single
  • 6 Beds
  • 10 Baths
  • 14.4k SQFT
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Welcome To Locust Royale... The Ultimate Luxe Resort Living In The North Shore Where Entertaining, Dining, Swimming And Sports Can All Happen On An Incredible 1.53 Acre Privately Perched Off Premier Locust Road. Huge Volume & Great Depth Of Qualit...

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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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Photo of Listing #12032652

950 Westmoor Road, Winnetka, IL - $2,345,000

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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Photo of Listing #12023910

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

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,162 SQFT
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Located In The Heart Of East Winnetka, This Architecturally Significant Ss Beman Home, Boasts Exceptional Craftsmanship, Hardwood Floors, And High Ceilings. Sited On A Corner Lot, This Incredibly Well Maintained Home Is Filled With Natural Light, ...

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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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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 18th, 2024 at 7:23am CDT.