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 |
You Will Find Charm Galore In This Bright And Sunny East Winnetka Nantucket Style Cedar Colonial Home. Vintage Plaster Construction Provides Quality And Quiet Surroundings For An Active Family. There Is A Great Floor Plan For All Ages, Including A...
This Magnificent Custom Home 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 By Incorporating Classic Finishe...
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...
Timeless, English Manor Estate Privately Set Off Desirable Indian Hill Road On Over 1 Acre Of Manicured Grounds With Pool. Beautifully Enhanced By Notable Architects Liederbach & Graham W/ The Finest Craftsmanship: Mahogany Flrs, Custom Millwork &...
Beautifull, Brick And Stone Newer Home In Prime Location With Stunning Updates And Hi-end Original Design Including Custom Quartz Kitchen W/top Of The Line Stainless Appliances Open To Fabulous Breakfast Room And Spacious Family Room With Fireplac...
A Sensational Lakefront Sets The Stage Beautifully For This Classic, Red Brick Colonial Accented With That Classic White Pillared Entrance! Once The Main Head Residence Of This Quaint Beachside Association, This Home Perfects A Winning Combination...
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...
Stunning 4 Br X 2.1 Ba Home In Hubbard Woods. Classic Rooms Blend Harmoniously With Current Trends Of White Eat In Kitchen Open To Fr And Natural Connection To The Great Outdoors. Abundant Sunlight Flows Through Every Room. Great Bones And Room Sc...
Extraordinary Classic Colonial Home Located On A Premier Idyllic Winnetka Street, Minutes From Town, Parks, Schools, Train, Shops And Restaurants, Sits On A Half-acre Plus Of Beautifully Landscaped Property. From The Circular Drive Enter A Large ...
Nestled At The End Of One Of Winnetka's Favorite Winding Lanes Outlined With A Mature Canopy Of Beautiful Trees, This Magnificent Custom Sole Owner Nantucket Radiates Happiness From The Inside Out! Off The Pages Of A Serena & Lilly Catalog, The Ex...
Superb Renovation Of This Classic English Manor Home Is Paired With Magnificent Grounds Featuring A Boilini Pool And Pergola. Welcoming Entry With Marble Flooring, And Leaded Glass Windows Opens To The Foyer With Elegant Staircase. Stunning Living...
This Beautiful And Stately Home Was One Of The First Homes Built In Hubbard Woods In 1903. It Has Seen Many Changes As Winnetka Grew And Has Stood The Test Of Time. Importantly, Some Of Its Distinct Architectural Features Provide A Glimpse Of Ea...
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.
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 October 1st, 2022 at 6:08pm CDT.
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