Winnetka Homes for Sale and Rent
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
View All Winnetka Homes for Sale _ Updated Every 15 minutes
|$250,000 - $500,000
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|$1,000,000 - $2,000,000
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|$5,000,000 - $10,000,000
1134 Taylorsport Lane, Winnetka, IL - $7,500,000
910 Private Road, Winnetka, IL - $6,300,000
1215 Whitebridge Hill Road, Winnetka, IL - $5,995,000
140 Sheridan Road, Winnetka, IL - $5,450,000
745 Sheridan Road, Winnetka, IL - $4,890,000
1015 Starr Road, Winnetka, IL - $4,799,900
27 Indian Hill Road, Winnetka, IL - $4,799,000
885 Private Road, Winnetka, IL - $4,499,000
113 Woodley Road, Winnetka, IL - $4,299,900
738 Tower Road, Winnetka, IL - $3,999,999
150 Meadow Lane, Winnetka, IL - $3,999,900
731 Prospect Avenue, Winnetka, IL - $3,850,000
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.
Explore North Shore Homes by Community
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 June 24th, 2021 at 3:30am CDT.