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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
$5,000,000 - $10,000,000 Over $10,000,000
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Photo of Listing #12062302

1099 Fisher Lane, Winnetka, IL - $1,590,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,157 SQFT
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This Mid-century Modern Masterpiece By Noted Architect Don Erickson Is Set On An Extremely Private .71-acre Lot With Wooded Ravine Views, But Plenty Of Table Land. Original Details Are All Intact With Beautiful Wood Beamed Ceiling That Soars Over...

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Photo of Listing #12060277

1224 Asbury Avenue, Winnetka, IL - $1,639,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,868 SQFT
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Just In Time For Summer! This Wonderful Newer Construction Home Has Been Lovingly Updated And Maintained, Ensuring A Blend Of Modern Comforts With Timeless Appeal. Located On Asbury Avenue, A Sought After Street In The Hubbard Woods Area, You Will...

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Photo of Listing #12059978

139 Sheridan Road, Winnetka, IL - $11,750,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 12.7k SQFT
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Beautifully Perched In The Bluff With Incredible Panoramic Lake Views From All Rooms, This Newly Built Crisp Navy, Blue Cedar Shake Nantucket Accented With White Trim Brings Home The Best In Class To Winnetka Lakefront Living. Custom Built By Morg...

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Photo of Listing #12048987

22 Indian Hill Road, Winnetka, IL - $5,200,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,639 SQFT
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Nestled Privately Amidst The Prestigious Landscape Of Indian Hill Road, This Magnificent English Manor, Designed By Renowned Architect Edwin Clark, Presents An Unparalleled Opportunity To Immerse Yourself In The Epitome Of Understated Luxury Livin...

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Photo of Listing #12052036

322 Forest Street, Winnetka, IL - $1,549,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 4,593 SQFT
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Welcome To This Impeccably Maintained Classic Brick Georgian, Centered In The Heart Of A Beloved "walk-to" Winnetka Neighborhood. Six Sunny Bedrooms And 5.5 Bathrooms, Spread Across 4 Floors, All Set On A Private Wider (65') Landscaped Lot Surroun...

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Photo of Listing #12054745

161 Apple Tree Road, Winnetka, IL - $3,795,000

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 7,289 SQFT
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Captivating Presence Is Just The Beginning Of This Picture Perfect East Coast Inspired Beauty Perched On A Beautifully Landscaped Half Acre Lot In The Coveted Crow Island School District. Lime Washed White Brick Accented With Robin's Egg Blue Hue ...

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Photo of Listing #12056444

480 Provident Avenue, Winnetka, IL - $1,450,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 4,138 SQFT
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Location Can't Be Beat At 480 Provident! This Truly Walk-to-everything "tree Street" Home In The Heart Of Winnetka Offers A Wonderful Neighborhood Experience Just Blocks Off Town, Train, Restaurants, Shops, Parks And Schools. Refreshed And Move In...

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152 Bertling Lane, Winnetka, IL - $1,150,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Offers Due By Monday, 5/20, At Noon. Welcome To This Charming Three-story Winnetka Home Filled With Natural Light And A Totally Redone Backyard That Opens Directly To Indian Hill Park Via A Backyard Gate. Renderings Of The Backyard Are For The Cur...

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717 Rosewood Avenue, Winnetka, IL - $2,225,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,973 SQFT
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Perfectly Situated In The Heart Of Winnetka, This Enchanting 5-bedroom, 3.1 Bath Residence Exudes Elegance And Easy Living With Elevated Architectural Details And Thoughtful Renovations. The Captivating Curb Appeal Welcomes You To A Meticulously L...

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720 Pine Street, Winnetka, IL - $1,175,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
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Step Into Luxury Living With This Beautifully Renovated East Winnetka Residence, Conveniently Located Mere Steps From Downtown, The Train Station, Restaurants, And Shops. Perched Atop A Hill, Enjoy Unparalleled Privacy And Stunning Views. This 3 B...

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650 Sheridan Road, Winnetka, IL - $2,550,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 6,100 SQFT
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Drop Everything Because This Home Is A Must See With Convenient East Location Only A Few Blocks To Beach, Parks, Metra Train, And Downtown Winnetka Shops & Restaurants. You'll Be Delighted That The Real Thing Is Even Better Than The Pictures! Comb...

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609 Cedar Street, Winnetka, IL - $1,729,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Sought After East Winnetka Location On A Lushly Landscaped Wide Lot (75x100). Walk To Maple Swimming Beach, Lloyd Sailing Beach, Downtown Winnetka, The Metra And The Village Green. Bike To Greeley Elementary & New Trier Main Campus. The Location...

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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.

 

Explore North Shore Homes by Community

  Browse Winnetka Homes to Rent

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 May 22nd, 2024 at 9:23pm CDT.