Kenilworth is a meticulously designed community with less than 1,000 homes occupying a scenic .6-mile radius. Coveted for its graciousness and natural beauty, your choices will range from architecturally significant lakefront mansions to contemporary Prairie-style homes, all within a close proximity to the finest schools, including top-rated Joseph Sears and New Trier High School, cozy parks, public beaches, restaurants, and the Kenilworth Metra Station, for a quick ride to downtown Chicago. New construction is also an option but designs must meet strict architectural standards to maintain Kenilworth’s tradition of elegance. LEARN MORE
| $1,000,000 - $2,000,000 | $2,000,000 - $3,000,000 | $3,000,000 - $5,000,000 |
| $5,000,000 - $10,000,000 | Over $10,000,000 |
Set On One Of Kenilworth's Most Coveted, Tree-lined Streets, This Enchanting Five-bedroom Home Blends Storybook Charm With The Space And Functionality Today's Buyers Crave. From The Moment You Arrive, The Timeless Facade Hints At The Thoughtful De...
Stunning French Manor House On One Of East Kenilworth's Most Beautiful Streets. Stylish And Sophisticated, This Unique Home Is Perfectly Situated Near The Lake, Train, Sears School, And New Trier High School. Luxurious Landscaping Envelopes The P...
New Lakefront Magnificent Transitional Home With Approximately 17,000 Square Feet Finished Space. This House Has Oversized Windows With Nonrestricted Lake Vews And A Future Private Beach.exterior Is Constructed Of Stone And Limestone With Slate Ro...
New Magnificent Transitional Home With Approximately 11,000 Square Feet Finished Space. Exterior Is Constructed Of Brick And Limestone With Slate Roof Which Represents Timeless Construction. Close To Plaza Del Lago With Its Numerous Shops And Rest...
Fully Renovated 6br 5.5ba Classic Home In Unbeatable East Kenilworth Location. This Elegant Home Sits On A Large Lot On One Of Kenilworth's Most Serene Streets. First Floor: Elegant Lr W/ Thibault Grasscloth Wallpaper & Custom Solid Wood Built Ins...
Kenilworth School District 38: This district operates The Joseph Sears School, which is a public elementary school serving grades pre-kindergarten through 8. It is the only school within the district.
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 Kenilworth, Winnetka, Glencoe, Northfield, and parts of Wilmette and Glenview.
The North Shore Chicago listings on this page include Kenilworth IL homes for sale. The property listings are updated as soon as they hit the market with new Kenilworth homes for sale and rent. Start your home search and schedule showings online or to learn more about Kenilworth 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 February 6th, 2026 at 10:09pm CST.
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