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Winnetka Homes for Sale and Rent

North Shore Chicago Luxury Homes

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 Union Pacific North Line commuter trains to Chicago's downtown business district are found at Elm Street, Indian Hill, and Hubbard Woods stations. LEARN MORE 

Winnetka IL Home

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1215 Whitebridge Hill Road, Winnetka, IL - $6,749,899

Residential, Detached Single
  • 6 Beds
  • 10 Baths
  • 15k SQFT
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Ultimate Lakefront Seclusion And Safety Without The Busy Traffic Of Sheridan Road. Enjoy Almost An Acre Of 150ft Pristine Private Beach With Existing Breakwaters. 15,000sf Of Carefully Chosen, Custom Details In This Beautiful Limestone And Brick...

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47 Indian Hill Road, Winnetka, IL - $5,195,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 12.2k SQFT
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Magnificent Winnetka Estate Featured In Sheridan Road Magazine And The Rush Hospital's Coveted 2018 Cooks' Tour. Set Upon An Expansive 1.3-acre Lot, This Incredible Home Offers Views Of Indian Hill Club's 4th Green. Completed In 2016, This 12,200 ...

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27 Indian Hill Road, Winnetka, IL - $4,999,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 8,800 SQFT
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Outstanding Georgian Home Situated On 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 Ceiling On The Second Floor....

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473 Sheridan Road, Winnetka, IL - $4,850,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 4,368 SQFT
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The Year 2020 Will Long Be Remembered For Many Reasons! In The World Of Real Estate, The "wish List" In Homes, Especially Luxury Homes, Has Changed Dramatically. Enter 473 Sheridan... Which Checks All The Boxes! It Has The Ever Popular Classic ...

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Photo of Listing #10838874

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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738 Tower Road, Winnetka, IL - $4,295,000

Residential, Detached Single
  • 6 Beds
  • 11 Baths
  • 10k SQFT
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Outstanding Beautiful Lakefront Red Brick Georgian Nestled Between Tower & Lloyd Beaches In The Heart Of East Winnetka! Spectacular Lake Views From All 4 Floors Of Phenomenal Space. Watch The Sunrise & Set. Gated Entrance - A Stunning Grand Foyer ...

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15 Woodley Road, Winnetka, IL - $4,090,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 6,057 SQFT
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Majestic In Its Own Right, This One-of-a-kind Woodley Road Estate Was Carefully Crafted To Withstand The Test Of Time And Impeccably Maintained By The Current Owners For Over Forty Years. Stately Gated Entrance Upon Arriving At This Private Stone ...

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460 Ash Street, Winnetka, IL - $3,999,999

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 8,400 SQFT
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Proposed New Construction Located In A Great A+ East Winnetka Location Just A Block From Lake Michigan, Close To Schools And Train. This Home Will Be Built With All Of The Top Level Materials And Designer Finishes. 5 En-suite Bedrooms Above Grade ...

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693 Sheridan Road, Winnetka, IL - $3,849,900

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 7,103 SQFT
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Feel The Lake Breezes At This Incredible Hotel- Like Estate With Pool & Separate Spa, Outdoor Theater Movie Screen And Awesome Entertaining Patio. The Beach Is At Your Fingertips So Enjoy Paddleboarding Everyday As This Amazing " Like New" Home H...

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50 Woodley Road, Winnetka, IL - $3,700,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 8,141 SQFT
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3.03 Acre Estate Embraces Summer With Sports Mecca: Large Swimming Pool, Astroturf Tennis Court And Putting Green. In The Winter Months, The Elegant Henry Higgins Library And 3 Wood-burning Fireplaces Beckon You. This Distinguished Brick Home Embr...

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111 Woodley Road, Winnetka, IL - $3,550,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
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Like Nothing You've Ever Seen Before....this Contemporary Farmhouse By Notable Architect, Paul Konstant, Is "out Of This World". Completed In 2016 With One-of-a-kind Finishes, Professional Level Tennis Court, And A Wine Cellar Out Of A Hollywood F...

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725 Walden Road, Winnetka, IL - $3,295,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 7,800 SQFT
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Exceptional Custom Home On A Deep, Majestic Lot In The Heart Of Hubbard Woods On Idyllic Walden Road - Walk To Everything! This Spectacular Home Boasts Architectural Digest Quality And Design With Grand Entertaining Rooms, Private Office, Gorgeous...

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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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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 October 20th, 2020 at 10:45pm CDT.