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View All Winnetka Homes for Sale _ Updated Every 15 minutes, $2,000,000 - $3,000,000

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Photo of Listing #12053119

717 Rosewood Avenue, Winnetka, IL - $2,225,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,973 SQFT
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Perfectly Situated In The Heart Of Winnetka, This Enchanting 5-bedroom, 3.1 Bath Residence Exudes Elegance And Easy Living With Elevated Architectural Details And Thoughtful Renovations. The Captivating Curb Appeal Welcomes You To A Meticulously L...

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Photo of Listing #12041033

650 Sheridan Road, Winnetka, IL - $2,550,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 6,100 SQFT
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Drop Everything Because This Home Is A Must See With Convenient East Location Only A Few Blocks To Beach, Parks, Metra Train, And Downtown Winnetka Shops & Restaurants. You'll Be Delighted That The Real Thing Is Even Better Than The Pictures! Comb...

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Photo of Listing #12042657

649 Pine Street, Winnetka, IL - $2,579,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 6,405 SQFT
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Located In A Highly Coveted East Winnetka Location, This Elegant Center Hall Brick Home Sits On Nearly Half An Acre Of Sun Drenched Property Just Steps From Lake Michigan. Meticulously Maintained And Thoughtfully Updated, The Home's Natural Flow ...

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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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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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777 Rosewood Avenue, Winnetka, IL - $2,199,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 3,625 SQFT
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Experience Timeless Elegance In This Truly Distinguished Renovated Brick Classic By Renowned Architect Ss Beaman Sited Majestically On A .3 Acre Within A Coveted Tree Lined Street Steps To Town, K-8 Schools, Train And Beach. Beautiful Both Indoors...

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44 Woodley Road, Winnetka, IL - $2,799,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 4,327 SQFT
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Casual Elegance Is Beautifully Interwoven Throughout This Classic Estate Set On An Acre Of Mature Grounds Professionally Landscaped By Scott Byron. Recent Renovations And Enhancements Of Approximately $1.5 Million. The Fenced-in Property Also Feat...

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807 Bryant Avenue, Winnetka, IL - $2,799,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,589 SQFT
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Feel Lake Breezes In Outstanding Full Gut Renovation And Expansion Of An Exceptional Architectural Home Reimagined By Michael Abraham On Idyllic .4 Acre Just Steps From The Beach, Town, Train & Parks! Stunning, Professionally Landscaped Grounds By...

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1087 Cherry Street, Winnetka, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,700 SQFT
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Spectacular New Construction In The Heart Of Winnetka's Picturesque "tree Streets" & Minutes To Winnetka's Vibrant Downtown & Award-winning Schools. Exceptional Opportunity To Customize Your Dream Home With Unparalleled Design & Craftsmanship Feat...

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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 16th, 2024 at 6:08pm CDT.