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Kenilworth Homes

North Shore Chicago Luxury Homes

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

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Kenilworth Homes for Sale

$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
$5,000,000 - $10,000,000
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Photo of Listing #12086567

615 Essex Road, Kenilworth, IL - $2,995,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,863 SQFT
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Beautifully Upgraded And Completely Renovated By Morgante Wilson Architectural Firm, This 6 Bedroom, 5.1 Bath Home Boasts Chef's Designer Kitchen, 2 Garages For 4 Cars Total, Original Architectural Details And Four Levels Of Living! You Have To Se...

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536 Sterling Road, Kenilworth, IL - $1,349,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 3,827 SQFT
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Just Listed In The Heart Of Kenilworth! This Stunning Stone Home, Built In 2002, Is Absolutely Pristine Throughout. Enjoy Expansive, Light-filled Rooms With Tall Ceilings And Gleaming Hardwood Flooring. This 4-bedroom, 4.1-bath Home Features A Fle...

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120 Abingdon Avenue, Kenilworth, IL - $2,250,000

Residential, Detached Single
  • 6 Beds
  • 4 Baths
  • 6,357 SQFT
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Classic Brick Georgian In East Kenilworth Extraordinary Curb Appeal Along With An Exceptional Layout, This 6-bedroom East Kenilworth Home Checks All The Boxes. Open Kitchen/family Room, First Floor Office, 2 Car Attached Garage, Oversized Yard,...

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511 Brier Street, Kenilworth, IL - $1,500,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
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Experience The Charm And Luxury Of This Updated And Expanded Colonial Home In Kenilworth. Inviting Curb Appeal Welcomes You Into Modern Luxury Seamlessly Blended With Classic Charm. The Interior Boasts Traditional Architectural Details And Contem...

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Photo of Listing #12087947

220 Melrose Avenue, Kenilworth, IL - $2,299,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 6,689 SQFT
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Fabulous Opportunity On One Of Kenilworth's Most Desirable Streets, This Stunning Victorian Home Is The One You Have Been Looking For. Magnificent Hardwoods And Incredible Mill Work And Moldings Throughout. Leaded Stained Glass Windows And High C...

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240 Raleigh Road, Kenilworth, IL - $4,295,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
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Extremely Hard To Find, Custom (by Owners) Newly Built Home In Desirable East Kenilworth - Just One Block From The Lake! This Modern Tudor Home Has A Harmonious Interior And Exterior Design With The Highest Level Of Luxury Throughout! This Transit...

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611 Abbotsford Road, Kenilworth, IL - $3,995,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
  • 7,500 SQFT
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Be The First To Live In A Newly Rebuilt Custom Home By Highgate Builders In East Kenilworth On A Double Lot. Completely New Rebuild Of An Iconic Single-family East Kenilworth Home. Complete New Floor Plan With 7,500 Sqft On A .56-acre Double Lot &...

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724 Cummings Avenue, Kenilworth, IL - $1,249,724

Residential, Detached Single
  • 4 Beds
  • 3 Baths
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Rarely Available Cotswold Cottage English Style Home, 4-bedroom, 2 1/2 Baths Located In The Sought-after Sears Elementary And New Trier High School Districts. Upon Entering, You'll Be Greeted By A Bright And Spacious Home With Hardwood Flooring Th...

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Photo of Listing #11989921

85 Robsart Road, Kenilworth, IL - $3,925,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 6,500 SQFT
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Property Currently Leased Until 8/24. Sale Subject To Lease Terms. Welcome To One Of Kenilworth's Most Elegant And Refined Homes. At The End Of A Quiet Street, Set On Two East Kenilworth Lots, This Reconstructed Historic Brick Masterpiece Is The F...

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123 Melrose Avenue, Kenilworth, IL - $5,250,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
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One Of Kenilworth's Most Admired Architectural Gems, This Magnificent English Manor Home Was Designed By Noted Architect C. Whitney Stevens. Set On More Than Half An Acre On A Coveted Block Steps Away From Lake Michigan, This Beautiful Home Was Th...

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Photo of Listing #11995154

338 Woodstock Avenue, Kenilworth, IL - $3,249,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,500 SQFT
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You Will Not See Anything Like This Anywhere Else. The Jewel Box Of The North Shore. George Maher's "sutton Home," Meticulously Restored. Fireplaces From London, Fixtures From Paris, Stained Glass Windows By Giannini & Hilgart, And A Supremely Rar...

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Photo of Listing #11968487

633 Warwick Road, Kenilworth, IL - $2,015,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Sophisticated Home With 1st Floor Primary Suite And Swimming Pool! Stylish Design And Convenient Flow Make This House A Must See. Walk To Schools, Trains, Lake, Shopping. Spacious Yard With Large Swimming Pool. Thoughtful Architectural Details Thr...

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Kenilworth is served by two public school districts:

  1. 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.

  2. 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.

    Kenilworth has one private school:

    1. The Joseph Sears School: While The Joseph Sears School is a public school within Kenilworth School District 38, it also offers a private kindergarten program called "Sears Kindergarten." This program provides an alternative to the public kindergarten program and is fee-based.

Discover North Shore Homes by Community

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

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Midwest Real Estate Data LLC Logo 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 19th, 2024 at 6:38am CDT.