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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

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114 De Windt Road, Winnetka, IL - $3,299,900

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 7,000 SQFT
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Holiday "magic" Has Just Happened With A Sensational New Interior Revamp Married With The Undeniable Eye-catching Curb Appeal Making 114 De Windt Simply One Of The Most Beautiful Homes In Winnetka. East Coast Inspired, Architecturally Divine With ...

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1087 Cherry Street, Winnetka, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 3,700 SQFT
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Spectacular New Construction In The Heart Of Winnetka's Picturesque "tree Streets" & Minutes To Winnetka's Vibrant Downtown & Award-winning Schools. Exceptional Opportunity To Customize Your Dream Home With Unparalleled Design & Craftsmanship Feat...

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142 Church Road, Winnetka, IL - $4,899,900

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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142 Church Is An Expertly Crafted And Meticulously Built New Construction Residence In Chicago's Distinguished North Shore Neighborhood Of Winnetka. Nestled Behind .81 Acres Of Matured Landscaped Private Grounds, This Exceptionally Built "ahead Of...

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747 Walden Road, Winnetka, IL - $2,875,153

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 4,970 SQFT
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Step Into This Bright And Airy Modern Farmhouse New Construction In Coveted Hubbard Woods, And Call It Home. Situated Between Hubbard Woods And Winnetka Metra Stations, This Charming Light-filled 7 Bed 6.5 Bath Home Is Situated On Walden Road, A S...

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1234 Westmoor Road, Winnetka, IL - $3,499,000

Residential, Detached Single
  • 4 Beds
  • 8 Baths
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Welcome To Your Dream Home On Idyllic Westmoor Road! This Exceptional Custom Residence Blends Sophistication With California Flair, Offering An Incredibly Livable Space Designed For Easy First-floor Living And Gracious Entertaining. Step Into The...

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950 Westmoor Road, Winnetka, IL - $2,489,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,260 SQFT
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Stunning New Construction Home By Local Builder With Over 30 Years Of Custom Home Building! First Floor Includes An Open Floor Plan Including A Chef's Kitchen With High End Appliances, Custom Cabinetry & Massive Island. Kitchen Flows Into The Fa...

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62 Woodley Road, Winnetka, IL - $2,649,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 7,000 SQFT
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Opening That Classic Black Lacquered Screen Door Trimmed With A Chippendale Accented Detail, You Know You Have Instantly Arrived To This Southern Charm Classic With Timeless Black & White Marble Checkered Floor Leading Your Eyes Up A Beautiful Swe...

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925 Willow Road, Winnetka, IL - $1,599,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 2,413 SQFT
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Your Dream Ranch Awaits: Pre-demolition Opportunity In The Heart Of Winnetka! Welcome To The Perfect Ranch-style Home You've Been Patiently Waiting For. This 3-bedroom, 2.5-bathroom Residence Is Thoughtfully Designed For The Ease Of Single-floor ...

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1070 Cherry Street, Winnetka, IL - $1,199,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
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Newly Renovated And Expanded Single Family Home Situated On A Stunning 177' Deep Lot, Presenting An Enchanting Backyard Oasis. This Open-concept Floor Plan Caters To Modern Living, With 4 Bedrooms And 3.1 Baths. The Kitchen Is A Masterpiece, Boast...

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931 Sunset Road, Winnetka, IL - $5,999,000

Residential, Detached Single
  • 6 Beds
  • 9 Baths
  • 13.4k SQFT
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A Remarkable Opportunity Awaits To Acquire One Of Winnetka's Most Sought-after Properties. This Extraordinary 5+bd/6.3ba Nantucket-inspired Residence Seamlessly Combines Coastal Charm And Comfortable Luxurious Living On A Lush 1.3 Acre Landscape R...

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844 Prospect Avenue, Winnetka, IL - $4,695,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 7,700 SQFT
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Welcome To The #1 Prospect In East Winnetka! This New Construction Gem Will Be Beautifully Situated On A Wide Property (100x150) Just 3 Blocks To The Beach, And 4 Blocks To The Finest Restaurants In Winnetka. The Proposed Plans Feature A Board And...

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260 Woodlawn Avenue, Winnetka, IL - $3,400,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 4,192 SQFT
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New Construction! Contemporary Home With 6 Br/6.1 Ba, Fully Finished Basement On The Corner Lot In Winnetka . The Exterior Is A Combination Of Stucco And Limestone. Open Concept First Floor: Kitchen, Dining Area, Family Room With Access To The Dec...

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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, located along Green Bay Road. 

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 December 8th, 2023 at 12:23pm CST.