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View All Winnetka Homes for Sale _ Updated Every 15 minutes

$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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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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1016 Westmoor Road, Winnetka, IL - $2,839,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 4,600 SQFT
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Exquisitely Built Stone Home Boasting Elegant Finishes And Modern Updates, Situated On A Spacious 1/3-acre Lot With An Attached 2-car Garage. This Luxurious Residence Offers A Captivating Floor Plan With Lofty 10-foot Ceilings Or Higher Throughout...

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901 Hill Road, Winnetka, IL - $5,495,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,260 SQFT
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French Colonial Style Meets The Luxury Of Modern Amenities In This Elegant, Spacious Residence. This Crisp, White-painted Brick Home In A Top Location Is Set Back On A 1.24 Acre Lot With A Long Driveway And An Expansive Front Yard. All The Best ...

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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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Photo of Listing #12014972

607 Willow Road, Winnetka, IL - $1,850,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,620 SQFT
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Exquisitely Situated In Highly Sought-after East Winnetka, This Captivating Winn Colonial Home Boasts Timeless Charm And Modern Comforts. Nestled On An Expansive 55 X 187 Lot Just A Short Walk Away From The Serene Shores Of Lake Michigan, This Res...

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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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Photo of Listing #11994286

1234 Westmoor Road, Winnetka, IL - $3,295,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
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Welcome To Your Dream Home On Idyllic Westmoor Road! This Exceptional Custom Residence Blends Sophistication With California Flair, Offering An Incredibly Livable Space Designed For Easy First-floor Living And Gracious Entertaining. Step Into The...

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1044 Elm Street, Winnetka, IL - $1,795,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
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You Will Feel The Home's High Quality Of Its Construction, Built In 2004. The Hardwood Floors Don't Creak, The Deep Baseboards, Ceiling Trim, Door And Window Trims Add Luxury To Every Room Including The Basement. This Solid Brick Home With Soarin...

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Photo of Listing #11983496

260 Woodlawn Avenue, Winnetka, IL - $3,150,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,778 SQFT
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Simply Beautiful! The Contemporary Home 2024 Is Ready For Occupancy! A Corner Lot Is Across From A Park With A Playground, Only A Few Blocks Away From Lake Michigan. The Exterior Finish Is A Combination Of Stucco And Limestone. Open Concept First ...

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745 Sheridan Road, Winnetka, IL - $3,150,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 9,930 SQFT
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Welcome To 745 Sheridan Road, A Luxurious And One-of-a-kind Modern Custom-built French Chateau! 745 Features 7 Bedrooms All Of Which Have Their Own Full Bathrooms. Located On The East Side Of The Coveted Sheridan Road And Just Steps Away From The ...

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635 Maple Street, Winnetka, IL - $4,400,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 12.5k SQFT
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This Meticulously Renovated English Manor Designed By Benjamin Marshall For The Thorne Family (founders Of Montgomery Ward), Offers Historical Charm & Modern Luxury. In A Prime Winnetka Location, Spacious Living Areas & High-quality Finishes It Pr...

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917 Willow Road, Winnetka, IL - $1,649,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,145 SQFT
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Explore The Epitome Of Modern Living In This New Construction, 5-bedroom Winnetka Residence, Reshaping Luxury With Thoughtful Design And Opulent Features. Boasting Five Bedrooms And 5 Full Baths, The Home Offers A Multifunctional Office Space That...

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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 23rd, 2024 at 12:38pm CDT.