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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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1220 Sunset Road, Winnetka, IL - $975,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 3,276 SQFT
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Located Within The Friend Rose Subdivision, This Picturesque, Center Entry Colonial Is Situated At The End Of The Peacefully Quiet, Cul De Sac. You Are Welcomed Into The Home Through Double Entry Doors Into A Spacious Foyer Flanked By The Sizeabl...

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139 De Windt Road, Winnetka, IL - $2,745,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 6,203 SQFT
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Show Stopping In Every Possible Way...this Exceptional Home On Over 8/10 Of An Acre Is A Hidden Gem. Located On One Of Winnetka's "exclusive" Private Roads, This Home Boasts Quality Throughout. The Timeless Design, Spacious Rooms And Detailed Ar...

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546 Elm Street, Winnetka, IL - $1,389,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,998 SQFT
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So Much To Love In This Expansive, Pristine Home In Perfect East Winnetka Location! This Historic Home Offers Seasonal Lake Views On An Oversize, Beautifully Landscaped Lot With A Two-car Plus Garage. Features Include High Ceilings, Beautiful Trim...

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1077 Ash Street, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
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Picture Perfect! Freshly Decorated And Updated. This Fabulous Classic Center-entry Features A Stunning Newly Renovated Kitchen With White Quartz Countertops, White Custom Cabinetry, And High End Appliances. Kitchen Opens To A Family Room Overloo...

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238 Woodlawn Avenue, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,464 SQFT
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*vacant! Virtual Tours & In-person Showings Available* This Gorgeous Home Nestled On A Quiet Tree Lined Street In Hubbard Woods Is Close To Town, Parks, Schools, Metra & The Lake. The Exterior Of This Classic Tudor Has Been Meticulously Maintaine...

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350 Birch Street, Winnetka, IL - $879,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,400 SQFT
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The One You've Been Waiting For! Exquisite French Provincial Home Boasts Curb-appeal Galore, Fabulous Circular Floor Plan, On-trend Modern Decor, And A+ Walk-to-everything Location! Situated On One Of Winnetka's Prettiest Streets In A Coveted Area...

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1078 Spruce Street, Winnetka, IL - $1,530,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 3,367 SQFT
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Not To Be Missed! Highest Quality, Beautiful Newer Construction 5 Bedroom Home Features Great-looking Architecture And Landscape, An Ideal Circular Floor Plan, Exceptional Millwork, Finishes And Details. The Main Floor Rooms Are Spacious...and All...

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1097 Oak Street, Winnetka, IL - $899,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 3,260 SQFT
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Absolutely Pristine Home With First Floor Mastersuite On Over-sized 69'+ Wide Lot (12,388 Sf) With 2002 Renovation And Expansion Located In Idyllic Crow Island Neighborhood Steps From K-8 Schools! Curved Brick Walkway Leads You To The Inviting Enc...

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834 Boal Parkway, Winnetka, IL - $1,799,000

Residential, Detached Single
  • 6 Beds
  • Baths
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Solidly Built & Freshly Decorated Newer Red Brick Georgian Sited On 1/2 Acre Of Breathtaking Grounds On A Quiet Lane Across From The Golf Course. Every Room In The Right Place With Soaring Ceilings, Fine Millwork, Newly Refinished Hardwood Floors ...

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12 Kent Road, Winnetka, IL - $3,250,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 8,563 SQFT
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Your Own Private World! Wow! Move Right In And Start Enjoying Lots Of Summer Fun. This Spacious, Wonderful Property Is Tucked Away On A Gorgeous Secluded .80 Acre And Has So Much To Offer.the Backyard Has A Spectacular Gated, Fenced Pool Area Whic...

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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 1st, 2020 at 5:20pm CDT.