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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

$500,000 - $750,000 $1,000,000 - $2,000,000 $2,000,000 - $3,000,000
$3,000,000 - $5,000,000
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530 Essex Road, Kenilworth, IL - $3,495,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,118 SQFT
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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...

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159 Abingdon Avenue, Kenilworth, IL - $3,450,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 6,600 SQFT
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Conveniently Located Within Walking Distance To Plaza Del Lago, This Stunning Home In East Kenilworth Built By Heritage Luxury Builders Has Excellent Curb Appeal. With 5 Bedrooms, 5.1 Baths, And 6600 Sqt, This Is The Perfect Home. The Sellers Have...

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Photo of Listing #12331177 CONTINGENT

139 Abingdon Avenue, Kenilworth, IL - $2,595,000

Residential, Detached Single
  • 4 Beds
  • 5 Baths
  • 4,338 SQFT
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This Stunning Brick Georgian Home In East Kenilworth Is A True Gem, Seamlessly Blending Timeless Charm With Modern Updates. With 4 Bedrooms + Office And An Ideal Layout For Today's Living, This Home Offers Both Elegance And Practicality. Renovate...

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Photo of Listing #12307667 CONTINGENT

306 Oxford Road, Kenilworth, IL - $1,650,000

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 4,906 SQFT
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Nestled In The Heart Of East Kenilworth, This Welcoming Home Offers A Perfect Blend Of Classic Charm With Modern Updates. Situated On A Picturesque Winding Road On An Extra-wide Lot (75'), The Home Exudes Timeless Curb Appeal In A Serene, Natural ...

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Photo of Listing #12308290 CONTINGENT

631 Exmoor Road, Kenilworth, IL - $725,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,709 SQFT
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Charming Home With Amazing Kenilworth Location - Nestled In The Heart Of Kenilworth, 631 Exmoor Exudes Charm And Character While Offering An Unbeatable Location Just A Short Walk To Tala Coffee And The Renowned New Trier High School. Situated In A...

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Photo of Listing #12293314

111 Oxford Road, Kenilworth, IL - $3,890,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
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Welcome To 111 Oxford, Located On The Corner Of Sheridan And Oxford In The Highly Desired East Kenilworth Neighborhood. Custom Detail And High-quality Finishes Greet You At Every Turn In This Stunning 6-bed, 4.2 Bath Masterpiece. Renovated Down To...

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329 Raleigh Road, Kenilworth, IL - $4,100,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
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A Decorator's Dream English Manor Home On A Beautiful Tree-lined Street 2 Blocks To Lake Michigan With A Private 100 X 175 Professionally Landscaped Property. The Lovely Brick Entry Invites You Into This Spectacular Home That Has Been Completely R...

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Photo of Listing #12211835

338 Woodstock Avenue, Kenilworth, IL - $2,975,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,500 SQFT
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This 6br/6.5 Ba In Prime East Kenilworth Is A Rare Gem For The Discerning Buyer. This Home Is Restored And Upgraded With The Highest Quality Systems And Fixtures. Enormous Lower Level With Heated Floors, Theater Room, Full Bathroom, Open Rec Room,...

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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 April 29th, 2025 at 12:23pm CDT.