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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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1215 Whitebridge Hill Road, Winnetka, IL - $6,249,989

Residential, Detached Single
  • 6 Beds
  • 10 Baths
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Dramatic Nearly $500,000 Price Reduction And Designer Renovation To Kitchen And Lower Entertainment Level! This 6 Bed, 6.4 Bath Lakefront Home Has One Of The Largest Private Beaches On The North Shore And Boasts Lake Views From Nearly Every Room ...

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115 De Windt Road, Winnetka, IL - $5,999,900

Residential, Detached Single
  • 7 Beds
  • 10 Baths
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Once In A Lifetime Does An Opportunity Like This Come Around To Own An Iconic, Generational North Shore Estate Like This One... A Property With Such Flawless Design, Features, And Premier Winnetka Location That Is Truly Unmatched. Completely Resto...

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

Residential, Detached Single
  • 6 Beds
  • 9 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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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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47 Indian Hill Road, Winnetka, IL - $4,795,000

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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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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Photo of Listing #10935023

150 Meadow Lane, Winnetka, IL - $4,449,900

Residential, Detached Single
  • 5 Beds
  • 6 Baths
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As If You Were Set In The Famous Movie "the Holiday" This Picture Perfect Cotswolds Country Estate Rolls Right Of A Movie Set. Organically Set Down The End Of Private Meadow Lane Set On Glorious Lush 1.4 Acres Of Mature Grounds With Cascades Of En...

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738 Tower Road, Winnetka, IL - $3,999,999

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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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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312 Woodley Road, Winnetka, IL - $3,999,900

Residential, Detached Single
  • 5 Beds
  • 10 Baths
  • 6,969 SQFT
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Welcome To Club 312 Woodley With The Most Luxurious Pool On The North Shore With Dual Custom Cabana Houses That Takes You Straight To A Floridan Boutique Hotel. Luxury Living At It's Finest With This Custom Paul Konstant Home Situated On Over An A...

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1005 Mount Pleasant Road, Winnetka, IL - $3,899,900

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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Incredible One Of A Kind Offering As This Home Isn't Just Newer Impeccable Construction... It's A Spectacular Designer Showcase Home Delivers Over 8,000 Sq. Ft. Of Perfection. The Finest Finishes & Design In An Equally Amazing Location At The End ...

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Photo of Listing #11052334

246 Sheridan Road, Winnetka, IL - $3,699,900

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 5,850 SQFT
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With Breathtaking, Unobstructed Views Of The Lake, This Ideally Positioned Beauty Directly Across From Centennial Park & Elder Beach Is The Ultimate Winnetka Retreat With A Fantastic Pool & Outdoor Oasis. Incredibly Solid Commercial Grade Built Es...

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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 April 19th, 2021 at 12:17am CDT.