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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 #12185159

429 Warwick Road, Kenilworth, IL - $1,520,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 3,175 SQFT
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Welcome To 429 Warwick Road! Set On A Serene, Wooded Lot In The Heart Of East Kenilworth, This Lovely Brick Home Blends Classic Elegance With Today's Desire For A First Floor Primary Suite. Graceful Antique Wrought Iron Balustrades Highlight The ...

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205 Abingdon Avenue, Kenilworth, IL - $2,495,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 5,000 SQFT
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Where Stately And Elegant Traditional Design Meets Modern Luxury. This Masterfully Renovated Classic East Kenilworth Solid Red Brick Home Has Been Totally Reimagined With The Very Best High End Luxury Finishes Chosen. Beautiful Vestibule Leads To...

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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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111 Oxford Road, Kenilworth, IL - $4,875,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
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Perfection Awaits At 111 Oxford, Located In Sought-after East Kenilworth. This Exquisite 6-bedroom, 4.2-bathroom English-style Home Has Undergone A Complete Renovation In 2024, Transforming It From Top To Bottom. Every Inch Of This Residence Has B...

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123 Melrose Avenue, Kenilworth, IL - $4,599,999

Residential, Detached Single
  • 6 Beds
  • 9 Baths
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Just Steps From Lake Michigan...indulge In Luxury In This Private East Kenilworth Estate On Over Half An Acre, Masterfully Expanded And Renovated By Chip Hackley In 2017 With A 2024 Kitchen Refresh And Reimagined Floor Plan. Renowned For His Abili...

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Photo of Listing #12134235

85 Robsart Road, Kenilworth, IL - $2,485,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 6,500 SQFT
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Welcome To One Of Kenilworth's Most Elegant And Refined Homes. At The End Of A Quiet Street, This Reconstructed Historic Brick Masterpiece Is The Fine Combination Of Rarified Quality And Modern Comfort. Luxury And Thoughtful Design Abound In This ...

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515 Roslyn Road, Kenilworth, IL - $5,275,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 8,300 SQFT
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Exciting Opportunity To Custom Build Your Dream Home On One Of The Most Desirable Streets In East Kenilworth, Within Steps To Sears & New Trier Schools, Beach, Train And Town. This Transitional Home Is Planned To Have A Timeless Brick And Stucco E...

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Photo of Listing #11995154

338 Woodstock Avenue, Kenilworth, IL - $3,099,000

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 #11937871

501 Sheridan Road, Kenilworth, IL - $7,695,750

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 11k SQFT
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Bring Your Buyers With Their Architects & Designers To This Excellent Lakefront Property! Privacy Is The New Luxury... 1.587 Acres Of Premier Lakefront Property With An 11,000 Sf Home (5bd/6.3ba) On A Deep Double Lot (550 X 125) Only 15 Miles From...

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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 October 12th, 2024 at 1:08pm CDT.