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
|$1,000,000 - $2,000,000
||$2,000,000 - $3,000,000
||$3,000,000 - $5,000,000
|$5,000,000 - $10,000,000
114 De Windt Road, Winnetka, IL - $3,299,900
1087 Cherry Street, Winnetka, IL - $2,300,000
142 Church Road, Winnetka, IL - $4,899,900
747 Walden Road, Winnetka, IL - $2,875,153
1234 Westmoor Road, Winnetka, IL - $3,499,000
950 Westmoor Road, Winnetka, IL - $2,489,000
62 Woodley Road, Winnetka, IL - $2,649,000
925 Willow Road, Winnetka, IL - $1,599,000
1070 Cherry Street, Winnetka, IL - $1,199,000
931 Sunset Road, Winnetka, IL - $5,999,000
844 Prospect Avenue, Winnetka, IL - $4,695,000
260 Woodlawn Avenue, Winnetka, IL - $3,400,000
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.
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:
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.
Private schools in Winnetka:
- North Shore Country Day School: A coeducational independent school offering education from junior kindergarten through grade 12.
- Sacred Heart School: A Catholic school providing education from preschool through grade 8.
- Faith, Hope & Charity School: A Catholic school offering education from preschool through grade 8.
- The Hadley School for the Blind: A distance education school that provides educational programs for individuals who are blind or visually impaired.
- Winnetka Community Nursery School: A cooperative preschool serving children ages 2 to 5 years.
- Montessori School of Winnetka: A Montessori school offering education from toddler through kindergarten.
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 December 8th, 2023 at 12:23pm CST.