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Winnetka Homes for Sale and Rent

Is it a buyer's or seller's market for Winnetka Homes? Learn more

Winnetka is a North Shore community of homes 16 miles to downtown Chicago. Winnetka homes for sale range from historical lakefront estates on Sheridan Road to traditional homes in the village, and new contemporary homes with dramatic views of the ravines. Winnetka is noted for its beaches and 23 community parks, a boating beach, an 18-hole public golf course, highly respected public and private schools, and a charming village that is home to many boutiques and cafes. Metra's UnionPacific North Line commuter trains to Chicago's downtown business district are found at Elm Street, Indian Hill, and Hubbard Woods stations.  Read more

Winnetka IL Home

View All Winnetka Homes for Sale _ Updated Every 15 minutes

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1134 Taylorsport Lane, Winnetka, IL - $7,500,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,433 SQFT
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Majestically Situated On Lake Michigan, This Spectacular Home Blends Luxury, Elegance, And A Sleek Design With The Wonders Of Nature, Creating An Environment That Rewards The Eye And Imagination From Every Angle. You Will See The Lake From Every R...

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Photo of Listing #11217071

720 Ardsley Road, Winnetka, IL - $6,999,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 17.2k SQFT
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Welcome To 720 Ardsley Road. A Rare Opportunity To Own An Architecturally And Historically Significant Winnetka Estate. This Stately English Tudor Was Built In 1937 By Arthur Nielsen, Creator Of The Nielsen Ratings. Designed By The Renowned Archit...

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37 Woodley Road, Winnetka, IL - $5,995,000

Residential, Detached Single
  • 5 Beds
  • 10 Baths
  • 13.3k SQFT
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The Current Owners Purchased This Magnificent English Country Home In 2011 And Began A Massive Renovation Of Both Home And Property. They Added 2500 Square Feet That Includes A New Living Room With Space Above Where They Created A More Lavishly Sc...

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115 De Windt Road, Winnetka, IL - $5,499,000

Residential, Detached Single
  • 7 Beds
  • 10 Baths
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A Rare And Prestigious Opportunity To Own One Of Winnetka's Most Iconic Estates; 115 De Windt Is Timeless Elegance Come To Life. With Exquisite Design & Construction Unmatched Today, This Quality Generational Estate Is Waiting For Its Next Piece O...

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490 Cherry Street, Winnetka, IL - $4,995,000

Residential, Detached Single
  • 7 Beds
  • 10 Baths
  • 10.5k SQFT
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Proposed New Construction Home On One Of The Most Unique, Beautiful And Oversized Properties One Block From Lake Michigan In East Winnetka. Collaborate With Our Team To Custom Build Your Dream Home On This Wide Half Acre Lot, With A Myriad Of Pos...

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Photo of Listing #11122386

140 Sheridan Road, Winnetka, IL - $4,950,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 12.4k SQFT
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Welcome To 140 Sheridan Road. A Rare Opportunity To Own An Architecturally And Historically Significant Mayo Estate Just Steps From Lake Michigan. Built In 1928 As The Felix Lowy House, This Majestic Home Is Situated On Just Over One Acre Of Lan...

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745 Sheridan Road, Winnetka, IL - $4,890,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 7,568 SQFT
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This Magnificent French Chateau, Custom Private Real Estate Is Situated On East Of Sheridan Rd, Luxury Mentions Surrounded Winnetka's Glorious Lakefront. This 7 Bed/7.5 Bath Home Welcomes You With A Circle Drive And Meticulous Landscaping And Has ...

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1015 Starr Road, Winnetka, IL - $4,799,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 9,473 SQFT
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Extraordinary In Every Way! This Spectacular New Construction Home Is Situated On One Of The Most Sought Out Winnetka Streets, In The Heart Of The Village, Walk To Town, Schools And Train. The Open Floor Plan Offers Great Family Lifestyle Opportu...

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Photo of Listing #10980400

27 Indian Hill Road, Winnetka, IL - $4,699,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,800 SQFT
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Magnificent Georgian Home Secluded On Private Road With 1.6 Acres Overlooking Spring Fed Lake. This Classic Home Was Built In 2005 With Exquisite Millwork, Generously Scaled Rooms And Eleven Foot Ceilings On The First Floor And 9 Foot Ceilings O...

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885 Private Road, Winnetka, IL - $4,499,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 10.5k SQFT
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Extraordinarily Rare New Construction On Over A Half Acre (.6) Of A Beautiful Wooded Lot On One Of Winnetka's Most Coveted Locations. Fantastic In-town Country Living On A Private Retreat Artfully Crafted By One Of The North Shores Premier Builder...

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113 Woodley Road, Winnetka, IL - $4,199,900

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 8,076 SQFT
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An Absolute Dream Location, Nestled Away In The Best Nook Of Woodley Road, Set On 1.5 Acres Of Manicured Grounds. This Timeless Stone Estate Showcases Soaring Ceilings, Incredible Bridal Staircase Entry, And An Expansive Floor Plan With Dreamy Whi...

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Photo of Listing #11155929

151 Meadow Lane, Winnetka, IL - $3,995,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
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Once In A Lifetime Opportunity To Own A Rare And Exceptional 2.6-acre Private Retreat In The Heart Of Winnetka. Gracious, Substantial Georgian Home Characterized By Open, Grandly Scaled Rooms With Lofty Ceilings And Surrounded By Expansive Grounds...

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Start discovering the diverse Winnetka homes for sale including significant center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld.. Prominent architects who set the tone for this coveted community include David Adler, Howard van Doren Shaw, and George Maher,

North Shore home buyers will find Winnetka offers a relaxed and gracious lifestyle. There are three public beaches: Lloyd Beach and Centennial Beach (dog beach), Elder Beach, and Tower Beach, an extensive Park District Program, the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and the Winnetka Ice Arena., as well as a selection of historically significant private golf and country clubs  A walkable community, Winnetka homes are convenient to commuter trains and three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining.

 Winnetka is coveted for its excellent schools including Winnetka Public School District.36. Elementary school children attend Crow Island, Hubbard Woods or Greeley for K-4th, Skokie for 5th-6th, and Carleton Washburne for 7th-8th grades. There are also pockets of the community that feed into the Avoca School District. High school students attend New Trier High School in District 203. Freshmen go to the Northfield Campus, and Sophomores, Juniors and Seniors attend the Winnetka Campus. Review the top private schools in Winnetka. 

Hubbard Woods in the northeast section of Winnetka is known for its natural beauty and ravines. Located along Green Bay Road you will find some of the finest antique shops on the North Shore, located along Green Bay Road. 

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The North Shore Chicago listings on this page include Winnetka IL homes for sale. The property listings are updated as soon as they hit the market with new Winnetka homes for sale and rent. Start your home search and schedule showings online or, to learn more about Winnetka and Chicago's North Shore, call 312.961.6212

  

 

Winnetka href="https://en.wikipedia.org/wiki/Winnetka,_Illinois">Winnetka on Wikipedia
Winnetka
Chicago, IL 60093
description" >Located just 16 miles from downtown Chicago, Winnetka is an excellent community for families who want to enjoy the best of both worlds. Home to some of the finest North Shore luxury real estate designed by prominent architects including David Adler, Howard van Doren Shaw, and George Maher, the Winnetka homes for sale are architecturally diverse and significant. Center hall brick Colonials, English Tudors, lakefront stone manor homes, Victorians, and modern classics by Tony Grunsfeld, offer buyers an excellent selection of beautiful residences to suit their lifestyles. There are three public beaches: Lloyd Beach and Centennial Beach (dog beach), Elder Beach, and Tower Beach, an extensive Park District Program, the A.C. Nielsen Tennis Center, Winnetka Public Golf Course, and the Winnetka Ice Arena. There are three picturesque Tudor-style shopping areas featuring cafes, coffee houses, and fine dining Elementary school children attend Crow Island, Hubbard Woods or Greeley for K-4th, Skokie for 5th-6th, and Carleton Washburne for 7th-8th grades. There are also pockets of the community that feed into the Avoca School District. High school students attend New Trier High School in District 203. Freshmen go to the Northfield Campus, and Sophomores, Juniors and Seniors attend the Winnetka Campus. Hubbard Woods in he northeast section of Winnetka, known for its natural beauty and ravines, has some of the finest antique shops on the North Shore, located along Green Bay Road

 

 

 

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 September 18th, 2021 at 1:53pm CDT.