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View Winnetka Homes for Sale

All Listings $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
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Photo of Listing #10103012

642 Maple Street, WINNETKA, IL - $2,775,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
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Impressive English Manor Home On Rare Half Acre In East Winnetka! Welcoming Reception Hall With Stone Floor And Elegant Curved Staircase Allows Access To All First-floor Rooms. Attractive Living Room With Fireplace Opens To Mahogany Paneled Libra...

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945 Private Road, WINNETKA, IL - $2,739,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 7,000 SQFT
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Exceptional Home With Gorgeous Renovations Tucked Away On A Private Wooded 1/2 Acre Property On Coveted Private Road. Just A Hop, Skip And Jump From Lake Michigan W/ An Easy Walk To Hubbard Woods Shops, Restaurants, Best Park In Winnetka And Train...

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1360 Trapp Lane, WINNETKA, IL - $2,695,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 7,226 SQFT
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Exquisite Modern Farmhouse With Over 7000 Sq/ft Of Living Space On 2/3 Of An Acre On A Secluded Cul-de-sac. The Layout Of The Home Was Completely Redesigned For Modern Living. Every High-end Finish, Sourced Both Locally And Internationally, Has Be...

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322 Chestnut Street, WINNETKA, IL - $2,650,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 8,000 SQFT
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Incredible Value For This Smashing 7 Bed/5.2 Bath Custom-built, Newer Stone Home Just Steps To Crow, Fch, Nscd, Town & Train! A Dramatic Double Atrium Floating Staircase Entrance Opens To Sensational Solarium Glass Ceiling Great Room W/ A New ...

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Photo of Listing #10343199

1240 Asbury Avenue, WINNETKA, IL - $2,499,900

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,000 SQFT
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The Time Has Come... To Unveil The "masterpiece" Of Reputable, 30-year, North Shore Builder's Luxury Collection. Quality Above All Else With A Timeless Brick Design Woven With Custom Designer Finishes Found In Homes Upwards Of $3 Mi...

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955 Old Green Bay Road, WINNETKA, IL - $2,499,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,980 SQFT
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Best Value In East Winnetka! Spectacular Prairie-style Home, Magnificently Sited At The End Of A Private Lane On A Beautiful 1.25 Acre Wooded Lot. Enter The Foyer, And Your Gaze Will Be Captivated By The Natural Beauty Of The Lush Ravines Surrou...

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373 Elder Lane, WINNETKA, IL - $2,439,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
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Location,location, Location! Exceptional Newer Home Located On Gorgeous Large Lot In East Winnetka Steps From Elder Beach! Ideal Floor Plan For Today W/ Open Flow Between Rms And Lovely Views Of Professionally Designed, Tranquil Back Yard W/ Lush ...

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222 Forest Street, WINNETKA, IL - $2,395,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,907 SQFT
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Stunning 6 Bedroom, 5.1 Bath Home By Heritage Builders In The Heart Of Winnetka! A Gorgeous Foyer With Sweeping Staircase Invites You Into This Gracious Home Complete With Formal Living Room And Dining Room, Cherry Wood Paneled Library, Cook&apos...

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127 Old Green Bay Road, WINNETKA, IL - $2,350,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 4,014 SQFT
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Stunning Light Filled Stucco & Limestone 6 Bed, 5 1/2 Bath Home W/4 Car Garage Set On 1/3 Acre In Desirable E. Winnetka. The Finest Materials & Finishes Have Been Used Thruout Making This The Ultimate In Understated Luxury. 1st Fl Features...

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Photo of Listing #10126160

177 De Windt Road, WINNETKA, IL - $2,295,000

Residential, Detached Single
  • 4 Beds
  • Baths
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Impressive Traditional Stone Home On Sought After De Windt Road. Exceptionally Renovated, Updated & Maintained! Welcoming Foyer With Elegant Curved Stair Allows For Easy Access To All 1st Floor Rooms. Stunning Living Room Is Highlighted By A F...

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127 Glenwood Avenue, WINNETKA, IL - $2,249,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,900 SQFT
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Not To Be Missed As This Is An Incredible Value For A Beautifully Built, Timeless Newer Custom Home By Builder Adamczyk. All The Quality Of A Classic Winnetka Home Elegantly & Privately Set In An E. Winnetka Enclave On .33 Of An Acre. Gracious...

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760 Mt Pleasant Street, WINNETKA, IL - $2,225,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 5,400 SQFT
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Fantastic Location! Extraordinary New Construction. Walking Distance To Train, Park, Shops, Faith Hope, Crow Island, North Shore Country Day, New Trier East Hs. Open Floor Plan, High Ceilings, Moldings, Hardwood Floors And High-end Finishes Throug...

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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 April 19th, 2019 at 6:20am CDT.