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Winnetka Homes for Sale and Rent

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

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View All Winnetka Homes for Sale _ Updated Every 15 minutes

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Photo of Listing #10973652

319 Sheridan Road, Winnetka, IL - $24,795,000

Residential, Detached Single
  • 6 Beds
  • 13 Baths
  • 15k SQFT
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Great Opportunity To Own Magnificent Close To 2 Acre Lake Front Property. This 15,000 Sq.ft. House Boasts 137' Of Lake Front, Oversized Outdoor Pool W/cabana, Fire Pit And Spectacular Staircase Leading To The Beach. Additionally, Underground Boa...

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Photo of Listing #10857430

47 Indian Hill Road, Winnetka, IL - $4,950,000

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 #10854335

473 Sheridan Road, Winnetka, IL - $4,350,000

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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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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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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15 Woodley Road, Winnetka, IL - $3,680,000

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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977 Sheridan Road, Winnetka, IL - $3,495,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
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Timeless And Modern....classical Inspired Architecture! Privacy In A Winnetka Property Encircled With Mature Trees And Tucked Away On A Quiet Private Road East Of Sheridan Road! This Spectacular Home Has Exceptional Quality And Design Throughout W...

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Photo of Listing #10973812

1035 Starr Road, Winnetka, IL - $3,299,900

Residential, Detached Single
  • 6 Beds
  • 5 Baths
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Quintessential All-american Beauty Completely Renovated And Expanded To Better Than Any New Construction. Quality Throughout With Gracious Rooms, Flowing Circular Floorplan With Amazing White Kitchen That Opens Into Light-filled Oversized Family R...

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Photo of Listing #10836788

1137 Laurel Avenue, Winnetka, IL - $3,175,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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This Is The Total Hubbard Woods Trifecta House.... 1.) Incredible Location Steps To School, Train And Town 2.) Fabulously Built By Notable Ns Builder 3.) Delivers The Ultimate Luxury Living Experience. No Expense Spared Inside To Out W/ Slate Ro...

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Photo of Listing #10973664

741 Prospect Avenue, Winnetka, IL - $2,950,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,010 SQFT
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Sited On Nearly An Acre (.94) In A Prime East Winnetka Location This Glamorous White Brick Residence Was Designed By Renowned Architect Jerome Cerny And More Recently Rebuilt And Expanded. The Home Is Prominently Located On East Winnetka's Most D...

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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 January 21st, 2021 at 1:15am CST.