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
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| $5,000,000 - $10,000,000 | Over $10,000,000 |
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...
Experience The Perfect Blend Of Modern Luxury And Timeless Elegance In This Fully Renovated Beauty, In The Most Perfect Location In The Heart Of East Winnetka. The Stunning Redesign Has Transformed This Home From Ordinary To Extraordinary Offerin...
With A Beautiful Presence Perched Up High On The Premier Corner Of Sheridan Road & Elm Street, This Coastal Colonial Captures The Essence Of East Winnetka Living With The Lake Only A Stone's Throw Away With Access To 2 Beaches, A 3 Min Walk To Vil...
Sophisticated Newer Construction (2023) This Contemporary Farm-house Offers A Timeless Design With An Open Floor Plan And An Abundance Of Natural Light. Wide Plank Floors Throughout, Oversized European Windows, Heated Porcelain Tile Floor In The L...
Completely Refreshed To A Newly Elevated Level Of Elegance In 2024, This Classic Brick Cape Cod Colonial Ranch Stands The Test Of Time Beautifully Situated On Over An Acre Of Mature Grounds Nested Off Woodley Road. New Stunning Wide Plank Sawn Whi...
Stunning New Construction In Hubbard Woods. This 5300+ Square Foot Hardie Shingled Cape Cod Home Offers 5 Bed/6.1 Bath With The Finest Appointments Throughout. The Considered Floor Plan Offers The Best In Modern Living With A Massive Kitchen/fami...
Introducing The Latest Addition Of The North Shore Signature Collection In The Highly Regarded Neighborhood Of Northfield. 340 Thackeray Is A New Construction Home Featuring 5 Beds, 5.1 Baths And Boasting Wide-plank Oak Wood Flooring, High Ceiling...
Reimagined Luxury - Immerse Yourself In The Exquisite Transformation Of An English Manor Estate Nestled On A Private Lane Within One Mile Of Winnetka's Town Center. 35 Indian Hill Has Over One & One Half Million Dollars In Improvements Both Interi...
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...
Simply Beautiful! The Contemporary Home Is Ready For You To Move In Now! A Corner Lot Is Across From A Park With A Playground, Only A Few Blocks Away From Lake Michigan. The Exterior Finish Is A Combination Of Stucco And Limestone. Open Concept Fi...
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...
Enjoy A Completely Custom Home In The Heart Of Winnetka. Conveniently Located Only Blocks From Crow Island Elementary And Walking Distance To Local Favorite Boutiques And Restaurants Including Pomeroy, 501 Local, La Taquiza And Tocco. Built By Fou...
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 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.
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.
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:
Crow Island Woods Park: This park offers natural beauty with walking trails and a natural woodland area.
Dwyer Park: A popular spot with a playground, seating areas, and open space.
Elder Lane Park: This park is located near the beach and offers a beach house and picnic area.
Hubbard Woods Park: This park features a playground, picnic area, and tennis courts.
Maple Street Park: A family-friendly park with playing fields, a playground, and tennis courts.
Tower Road Beach: Not a traditional park, but a great place for swimming and enjoying the lake.
Village Green Park: Located in the heart of Winnetka, this park offers a gazebo and is a popular spot for community events.
Skokie Playfield: This large park complex includes fields for various sports, tennis courts, a track, and even a golf course.
Lloyd Park: A beautiful place to enjoy Lake Michigan with a beach, playground, and boating opportunities.
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 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.
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.
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.
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
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 4th, 2024 at 5:38am CST.
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