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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

$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
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Photo of Listing #11706638

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

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 8,800 SQFT
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Elegant, Stately, And Timeless Describe This 6+-bedroom, 6.2-bath Neoclassical Brick Architectural Masterpiece, Custom Crafted In 2005 By Renowned Designer Charles Page In One Of North Shore's Most Prestigious Communities. Set On 1.6 Serene Acres ...

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Photo of Listing #11689681

313 Locust Road, Winnetka, IL - $1,348,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,818 SQFT
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What Are You Waiting For? This American Colonial Boasts 5 Bedrooms, With An Added Bonus Room On The 1st Floor That Is Versatile, Currently Used As An Office Could Also Be A 1st Floor Bedroom. Two Living Areas, Dining, Morning Area Off The Kitche...

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Photo of Listing #11651124

717 Park Avenue, Winnetka, IL - $2,500,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
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Beautiful English Country Home In One Of East Winnetka's Best Locations! Nestled Back On This Huge And Extremely Private Yard With Lake Breezes And Seasonal Views Of The Lake (without Lakefront Taxes!), Plus Hidden Path For 1 Blk Walk To Town And ...

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1095 Fisher Lane, Winnetka, IL - $2,995,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,215 SQFT
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This Magnificent Custom Home With A Fresh New Color Palette Exudes Comfort, Quality And Luxury On 3/4 Of An Acre In Coveted East Winnetka! Built In 1998 And Updated & Expanded In 2008, This Home Was Designed With Rooms To Be Lived In And Enjoyed B...

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70 Woodley Road, Winnetka, IL - $2,195,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 6,128 SQFT
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Beautiful And Classic Brick Cape Cod Colonial On Woodley Road Awaits! Located On Over An Acre Of Pristinely Cultivated Grounds, This Gardener's Delight Is A Dream Property With Hidden Spaces, Winding Terraces And Strolling Paths. Entering The Expa...

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1070 Cherry Street, Winnetka, IL - $1,275,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Beautifully Renovated And Expanded Home On A Gorgeous 177' Deep Lot Offering An Incredible Fully Fenced In Back Yard Oasis! In This Sought-after Location, You Can Walk To Town, Train, Schools, Parks, Tennis And Golf! Open Floor Plan Offers All ...

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445 Sheridan Road, Winnetka, IL - $15,850,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 6,174 SQFT
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The Most Majestic Lakefront Estate On The North Shore Magically Set On The Premier "sheridan To Shore" Block In Winnekta, This Spanish Influenced Villa Proves That Land & Location Have Only Gotten More Valuable With Time. Behind The Scrolled Wroug...

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850 Lamson Drive, Winnetka, IL - $2,099,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 3,900 SQFT
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Lives Like A Ranch! First Floor Master With An Additional Bedroom Suite On The Main Floor. Two Additional Large Bedrooms On The Second Floor. Master Includes His& Her Bathrooms And Walk In Closets, Large Picture Windows Facing The Back Yard. Lovel...

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1155 Ash Street, Winnetka, IL - $2,149,900

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 3,742 SQFT
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Extra Wide 60 X 187 Special Lot With 3 Stories Of Finished Living Space! Highest Level Of Luxury At This 4,000 Sqft Transitional Beauty With A Brick And Hardie Board Exterior With Oversized Black Trim Windows Make This House The Stand Out With A M...

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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 January 27th, 2023 at 4:23pm CST.