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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 #10380523

644 Pine Lane, Winnetka, IL - $2,700,000

Residential, Detached Single
  • 6 Beds
  • Baths
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Dramatic Price Change! A Rare Opportunity To Own A True Country Estate In The Heart Of Winnetka. The Edwin Clark Designed English Country House, Coach House, Pool & And Vast Open Land Resides On 2.39 Acres. The Larger Portion Is 1.7 Acres. The Ba...

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Photo of Listing #10362743

1339 Trapp Lane, Winnetka, IL - $1,274,880

Residential, Detached Single
  • 4 Beds
  • Baths
  • 5,100 SQFT
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Classically Designed 5100sf Contemporary Residence! 4br/4.5ba Offers Floor-to-ceiling Windows That Bring The Outdoors In. Two Master Bedroom Suites & Powder Room On Main Floor. Two Additional Suites & Loft On 2nd Floor Accessed By Separate Stairca...

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Photo of Listing #10355480

68 Locust Road, Winnetka, IL - $9,500,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
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A Starstruck Beauty! The Only Richard Landry House East Of Beverly Hills 90210. Set On Over 2 Acres Of Award Winning Landscaped Designed Grounds By Scott Byron, This Home Has One Common Thread Woven Throughout, "quality" Abound In Every Inch Of Th...

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Photo of Listing #10326862

695 Prospect Avenue, WINNETKA, IL - $1,700,000

Residential, Detached Single
  • 7 Beds
  • Baths
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This Rare And Beautiful East Winnetka .83 Acre Property In The First Block Of Prospect Is Available For The First Time In Many Decades. A Sweeping Uphill Entrance Provides A Private, Gorgeous Wooded, Rolling Lawn Setting. Artistic Interpretation ...

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670 Blackthorn Road, Winnetka, IL - $4,795,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
  • 12.5k SQFT
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A New Rose Will Bloom On Blackthorn Road! Proposed New Construction Home On Deep 3/4 + Acre Property On Private Street. Fantastic Layout With All Of The Conveniences For Today's Lifestyle Including Fully Equipped State Of The Art Chef's Kitchen, 7...

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Photo of Listing #10273000

58 Woodley Road, Winnetka, IL - $2,975,000

Residential, Detached Single
  • 8 Beds
  • 10 Baths
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Completely Renovated, Expanded & Enhanced This Spectacular Woodley Road Residence Is Situated On Nearly An Acre Of Sweeping Lawns, Manicured Hedges & Mature Trees. The 3-story Georgian Home Boasts Well Over 10,000 Sq Ft Of Living Space Highlighte...

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Photo of Listing #10170913

30 Woodley Road, Winnetka, IL - $1,550,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 5,557 SQFT
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Set Within The Privacy Of Woodley Road, This Home Has 1 Acre Of Property, That Is Part Of A 3 Acre Estate Compound. Its Own Private Driveway Leads To A Large Parking Courtyard By The Front Entrance, With The Attached Garage & Additional Parking/...

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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 January 26th, 2020 at 10:05pm CST.