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Winnetka Homes for Sale and Rent

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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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Winnetka Homes for Sale

$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
$5,000,000 - $10,000,000
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Photo of Listing #12155965

54 Hibbard Road, Northfield, IL - $2,800,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 8,450 SQFT
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A Dynamite Ranch Retreat...follow The Way Down The Long & Private Drive Set Off Hibbard Road That Only Takes A Split Second To Miss...and Arrive At One Of The North Shore's Most Well-kept Secrets Set On 1.33 Acres Of Maturely Landscaped Grounds Ac...

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Photo of Listing #12158709

1044 Happ Road, Northfield, IL - $1,650,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,000 SQFT
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Impressive Two-story Home, Perfectly Nestled In A Serene And Private Setting. This Custom Built Property Boasts Beautifully Landscaped Grounds, Offering A Lush Oasis Of Tranquility And Seclusion. The Home Was Thoughtfully Constructed With Loads Of...

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Photo of Listing #12161453

803 Pine Street, Winnetka, IL - $2,450,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,460 SQFT
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Absolute Perfection In The Heart Of East Winnetka! Completed In 2022, This Contemporary Two-story Masterpiece Offers The Perfect Combination Of Luxury And Convenience. Situated On A Beautifully Landscaped Lot, The Home Is Adorned With Brazilian I...

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Photo of Listing #12161150

1344 Edgewood Lane, Winnetka, IL - $2,099,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 6,554 SQFT
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Much Bigger Than It Looks - Nestled In A Private Cul-de-sac, This Beautifully Renovated Cape Cod Home Offers A Perfect Blend Of Classic Architecture And Modern Amenities, Ideally Located To Enjoy All That Winnetka Has To Offer. The First Floor, Sp...

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Photo of Listing #12160709

17 Longmeadow Road, Winnetka, IL - $1,770,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 6,000 SQFT
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Welcome To 17 Longmeadow, An Exceptional Retreat Set Upon Nearly One Acre Of Meticulously Manicured Grounds, Offering A Haven From The Urban Clamor. This Distinguished Residence Spans 6,000 Square Feet Across Two Main Levels, Augmented By An Addit...

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Photo of Listing #12151248

1080 Fisher Crescent Lane, Winnetka, IL - $3,580,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
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Stately Home Located In The Coveted East Winnetka Fisher Crescent Lane Neighborhood, This Elegant Residence Offers The Perfect Combination Of Luxury, Tranquility And Convenience. Situated On Over Half An Acre, The Home Is Nestled In A Nature-fille...

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Photo of Listing #12158346

624 Pine Lane, Winnetka, IL - $6,350,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 13.5k SQFT
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Welcome To This Stunning Custom Home Designed By Morgante Wilson, With Thoughtful Input From Discerning Owners. This Once In A Lifetime Home Is Nestled On A Picturesque 0.86-acre Lot On Private Pine Lane Near Schools, Town And Train. This Thoughtf...

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Photo of Listing #12120075

36 Indian Hill Road, Winnetka, IL - $2,950,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,638 SQFT
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First Time On Market Ever! Special Renovated Classic Set On 1 Acre, Nestled Within The Coveted Landscape Of Indian Hill Road Overlooking The 5th Fairway. A Timeless English Tudor, With A Major Renovation And Addition By The Current Owners (only Th...

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1492 Asbury Avenue, Winnetka, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 3,254 SQFT
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1492 Asbury Is A Spacious And Charming Home Located In The Desirable Hubbard Woods Area Of Winnetka, Il. This Property Features Four Large Bedrooms And 2.5 Bathrooms, Providing Ample Space For Families Or Investors. The Recently Updated Kitchen In...

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104 Longmeadow Road, Winnetka, IL - $4,729,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
  • 13k SQFT
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An Extraordinary Testament To Luxury Living, This Home Has Been Completely Transformed From The Ground Up By Award-winning Architect Karl Straussburger. Every Detail Has Been Meticulously Curated To Cater To Athletes, Artists, Chefs, And Enthusias...

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917 Willow Road, Winnetka, IL - $1,785,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,145 SQFT
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Introducing 917 Willow Road, Your Opportunity To Customize This Nearly 4200 Sq. Ft. Dream Home In The Heart Of Winnetka. This Is The Last Of Three Custom Homes In The Winnetka Trio, Conveniently Located Only Blocks From Local Favorite Boutiques An...

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838 Cherry Street, Winnetka, IL - $1,519,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 3,510 SQFT
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Immaculate Move-in Ready, Elegant English Country Garden Family Home In Winnetka. Ideal "walk-to" Location To Metra, Library, Village Shopping & Dining, Schools, Parks, Playground & Beach. Ivy Covered Side Entrance With 2 Car Attached Garage With...

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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.

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. 

Winnetka is served by two public school districts:

  1. Winnetka School District 36: This district operates three elementary schools and one middle school. The elementary schools in District 36 include Crow Island School, Greeley School, and Hubbard Woods School. The middle school is called The Skokie School.

  2. New Trier Township High School District 203: This district operates New Trier High School, which is a highly regarded public high school serving the communities of Winnetka, Glencoe, Kenilworth, Northfield, and parts of Wilmette and Glenview.

    Private schools in Winnetka:

    1. North Shore Country Day School: A coeducational independent school offering education from junior kindergarten through grade 12.
    2. Sacred Heart School: A Catholic school providing education from preschool through grade 8.
    3. Faith, Hope & Charity School: A Catholic school offering education from preschool through grade 8.
    4. The Hadley School for the Blind: A distance education school that provides educational programs for individuals who are blind or visually impaired.
    5. Winnetka Community Nursery School: A cooperative preschool serving children ages 2 to 5 years.
    6. Montessori School of Winnetka: A Montessori school offering education from toddler through kindergarten.

Winnetka Parks

Winnetka is home to a number of beautiful parks. These parks offer a variety of recreational opportunities, such as playing fields, walking trails, playgrounds, and more. Here are some of the parks you might find in or near Winnetka:

  1. Crow Island Woods Park: This park offers natural beauty with walking trails and a natural woodland area.

  2. Dwyer Park: A popular spot with a playground, seating areas, and open space.

  3. Elder Lane Park: This park is located near the beach and offers a beach house and picnic area.

  4. Hubbard Woods Park: This park features a playground, picnic area, and tennis courts.

  5. Maple Street Park: A family-friendly park with playing fields, a playground, and tennis courts.

  6. Tower Road Beach: Not a traditional park, but a great place for swimming and enjoying the lake.

  7. Village Green Park: Located in the heart of Winnetka, this park offers a gazebo and is a popular spot for community events.

  8. Skokie Playfield: This large park complex includes fields for various sports, tennis courts, a track, and even a golf course.

  9. Lloyd Park: A beautiful place to enjoy Lake Michigan with a beach, playground, and boating opportunities.

  10. West Elm Park: A smaller park with a playground and open space for relaxation.

These parks and others in the area provide plenty of opportunities for outdoor enjoyment, whether you're interested in sports, nature walks, or just spending time with friends and family. 

Winnetka Golf Courses

  1. Winnetka Golf Club: Located at 1300 Oak St, Winnetka, is a public golf course that offers 9 holes of golf. It's a popular spot for local golfers and provides a great opportunity for recreation and practice.

  2. Indian Hill  is a private golf and country club situated at 1 Indian Hill Rd, Winnetka. The club offers various amenities, including a golf course, tennis courts, swimming pools, and dining facilities.

  3. Skokie Country Club: While not directly located in Winnetka, Skokie Country Club is nearby in Glencoe, IL. It is another private club with a well-regarded golf course and other amenities.

 

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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 14th, 2024 at 9:38pm CDT.