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View All Winnetka Homes for Sale _ Updated Every 15 minutes

$250,000 - $500,000 $500,000 - $750,000 $750,000 - $1,000,000
$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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Photo of Listing #10988825

120 Evergreen Lane, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 5,895 SQFT
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Classic Custom Built Charles Page Home Situated On Quiet Cul Du Sac Lane! Inviting Foyer Features Curved Staircase And Walls. Spacious Living Room Is Highlighted By Fireplace And Views Of The Landscaped Yard. Handsome Wood Paneled Library/office W...

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508 Maple Street, Winnetka, IL - $2,295,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,046 SQFT
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Stunning East Winnetka Georgian On Extra Wide .4 Acre Overlooking The Spectacular Sweeping Grounds Of The Village Green. Wonderful Renovation Of Classic Architecture With Kitchen/breakfast/family Room Across The Back & Addition Of A Additional 2 C...

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Photo of Listing #11125530

916 Cherry Street, Winnetka, IL - $2,275,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,000 SQFT
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Beautiful New Construction In The Heart Of Winnetka. Approx 6,000 Sq Ft Finished Space, 6 Bedrooms, 5.1 Baths, Special Features Include Gourmet Kitchen, Custom Built Library, Media Room, Wine Cellar, Terrific Lower Level With Exercise Room. State ...

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437 Chestnut Street, Winnetka, IL - $2,199,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 4,416 SQFT
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Stunning In-town Lifestyle-excellent Opportunity To Purchase The Highest Standard New Construction In This Fine Builder's Own Home! All The Right Rooms In All The Right Places. Open Floor Plan With Excellent Finishes & Design Elements : 9.5 Ft Cei...

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175 De Windt Road, Winnetka, IL - $2,195,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
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Privacy At It's Best! Stately English Home Tucked Away On One Of Winnetka's Most Beautiful Private Roads With It's Own Gated Entrance. This Incredible Sun Filled Home Lives Beautifully Inside And Outside! A Grand Reception Hall With Sweeping Stair...

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387 Sheridan Road, Winnetka, IL - $2,195,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,430 SQFT
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Lakeside Living On A Private Cul De Sac! Rare Opportunity To Enjoy Lake Views And Lake Breezes Combined With Surrounding Open Expanse In This Fully Renovated 4+ Br/5.1 Ba Stone Georgian. Rarely Found 1/2 Acre In East Winnetka. Bright, Spacious Roo...

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812 Lloyd Place, Winnetka, IL - $2,185,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,708 SQFT
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Grand And Sun Filled Home With Elegant European Ambience, An Outdoor Pool In Sought After East Winnetka Close To The Village And Tower/lloyd Beaches. Better Homes And Garden Feature Home By Noted Architect. This Spectacular Home Has It All - Local...

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679 Hill Road, Winnetka, IL - $2,150,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
  • 7,559 SQFT
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Sensationally Revamped Sun-filled, Newer Construction Home On Almost One Half Acre Fenced Property Blending Classic Bones, Transitional Decor And New Updates Making It A Perfect Lifestyle Home For Today. Brand New Roof. Brand New Gutters. Brand Ne...

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655 Elm Street, Winnetka, IL - $2,095,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 5,306 SQFT
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Superb Renovation Of The Quintessential Winnetka Home, Combining Classic Details And Modern Amenities In A Most Desirable Location. Nestled In A Private, Park-like Setting Across From The Village Green Yet Minutes From Downtown Winnetka, This Arch...

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1161 Chatfield Road, Winnetka, IL - $1,999,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,560 SQFT
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Stunning Newer Brick Colonial Home Situated On Special Dead End Street! This Three Story Custom Home Features Exceptional Millwork, Custom Cabinetry, Four Masonry Fireplaces, Hardwood Floors, Generator, And Superb Finishes Throughout. Inviting Foy...

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250 Ridge Avenue, Winnetka, IL - $1,995,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,558 SQFT
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Get In On The Ground Floor With A Unique Opportunity To Customize This East Winnetka New Construction 3 Story 5+1 Bedroom/5.1 Bath Home. This Free-flowing Floor Plan Offers Exactly What Today's Buyers Are Looking For. A Well-appointed White K...

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474 Ash Street, Winnetka, IL - $1,939,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
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Enchanting, Gracious Home With Fabulous Space And Renovations In Prime East Winnetka Location Near Elder Beach, Schools, Train And Town. First Floor Features A Welcoming Entrance Hall, Beautiful Living Room With Fireplace And Gorgeous Windows. Als...

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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 June 21st, 2021 at 9:16am CDT.