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 |
Set On A 100 X 175 Lot In The Heart Of Kenilworth, This Iconic Colonial Has Been Completely Reimagined Through A $1m+ Renovation, Seamlessly Blending Timeless Design With The Ease Of Modern Coastal Living. A Grand Front Porch Welcomes You With Arc...
Gracious Living In The Heart Of Kenilworth Set On Over Half An Acre Along Prestigious Sheridan Road, This Stately Kenilworth Residence Offers A Rare Combination Of Architectural Elegance, Spacious Design, And Beautifully Landscaped Surroundings...
Seize The Rare Opportunity To Custom Build Your Dream Home On One Of The Most Coveted And Private Streets In East Kenilworth-just Steps From Sears School And New Trier Hs, The Beach, And Town/train. Construction Is Already Underway, With Completio...
After A Sun-soaked Day At The Beach And A Quick Stroll Home, The Evening Unfolds Effortlessly-fire Up The Bbq, Let The Spa Heat Up, And Get Ready For A Magical Night Swim Under The Stars. This Is The Perfect Way To End The Perfect Day At This Incr...
CONTINGENT Rarely Available First Floor Living In Kenilworth! This 3+bed Ranch Boasts A Gorgeous Blue Stone Entryway Which Is Nestled Within Professionally Landscaped Beddings Creating The Perfect "welcome Home" Into This Beautiful Solid Stone And Brick Hom...
A Spectacular Seven Bedroom, Six Full Bathrooms And One-half Bath Property In Idyllic East Kenilworth Private Corner Location On 100 X 175 Lot. Every Detail Of This Home Has Been Meticulously Curated And Updated. Home Boasts A Decorator's Kitchen ...
Stately Elegance Meets Timeless Charm On One Of The Most Desirable Streets In Town...leicester Road! This Home Sits On Oversized Lot - Which Is A True Find Here. This Home Boasts Character, Charm, Vintage Details And Space! The Grand Entrance, Dr...
This Spectacular East Kenilworth Residence-crafted By The Esteemed Heritage Luxury Builders-is A Timeless Masterpiece With Over 6,600 Square Feet Of Finely Curated Living Space. From Its Stately Curb Appeal To Its Refined Interior Details, This Fi...
Transitional, Sun-filled Newer Construction Home On An Oversized Lot (110 X 175) In A Prime East Kenilworth Location! This Stunning Home Is On One Of The Best Blocks In Town, Boasting Over 6,000 Square Feet Of Living Space With Grandly Scaled Room...
Just In Time For Summer, Experience The Best Of The North Shore Lifestyle From This Spectacular Gut-renovated Home On A Half-acre Lot On The Corner Of Sheridan Road And Oxford In East Kenilworth. Note That Seller Is Willing To Give A Landscaping C...
CONTINGENT New Construction Home With Over 4,600 Square Feet Of Living Space And 2 Car Attached Garage In East Kenilworth On A Fantastic 200-foot-deep Lot. Delivery Fall 2025. This Brick Home Is Designed For Today's Lifestyle With A Large Open Floor Plan O...
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 July 17th, 2025 at 10:09am CDT.
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