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 Luxury Homes for Sale on Chicago's North Shore

Browse homes in each North Shore Community

Discover the epitome of luxury living on Chicago's North Shore, where stunning homes grace the picturesque communities along the shores of Lake Michigan. This coveted area spans approximately 20 miles, including Evanston, home to Northwestern University, as well as Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest, and Lake Bluff—the latter offering a serene, park-filled environment.

  Consult our North Shore luxury advisor – meet Nancy

Browse All Homes for Sale Along Chicago's North Shore

$500,000 - $750,000 $750,000 - $1,000,000 $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
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Photo of Listing #12732318

901 Cherokee Road, Wilmette, IL - $759,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 1,940 SQFT
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Welcome To This Beautifully Updated 4-bedroom, 3-bath Ranch In The Highly Sought-after Harper School District. With A Spacious Open Floor Plan, Hardwood Floors, Thoughtful Updates, And A Flexible Layout, This Home Is Truly Move-in Ready. The Home...

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Photo of Listing #12730437

770 Northmoor Road, Lake Forest, IL - $899,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,317 SQFT
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Exciting Opportunity To Move Into The Coveted Northmoor Neighborhood, Just Two Blocks To South Park! Filled With Character And Natural Light, This New England Farmhouse Offers 3-bedrooms, 2.1-baths, Soaring Ceilings, Hardwood Floors, A Wall Of Bu...

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Photo of Listing #12733232

464 Oakwood Avenue, Lake Forest, IL - $2,495,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 3,701 SQFT
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Located In The Heart Of Lake Forest's Historic District, 464 Oakwood Avenue Seamlessly Blends Timeless Architectural Character With Today's Modern Comforts. Known As The Historic John J. Mcintyre House, This Beautifully Updated Residence Offers Ap...

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Photo of Listing #12733085

215 Prospect Avenue, Highland Park, IL - $1,599,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 5,000 SQFT
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Just Steps From Downtown Highland Park's Shops, Restaurants, Library, Train, And Close To Lake Michigan, Thornycote Is A Home Where Location And History Come Together Beautifully. Designed In 1901 By Renowned Architect Howard Van Doren Shaw, Th...

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Photo of Listing #12720808

2117 Parkview Court, Wilmette, IL - $615,000

Residential, Detached Single
  • 3 Beds
  • 3 Baths
  • 1,339 SQFT
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Exceptional Opportunity In Sought-after Wilmette! Located In A Family-friendly Neighborhood, This 4 Bedroom, 3 Bath Ranch Home With Full Basement And 2 Car Garage, Is Ideally Situated On A Cul-de-sac, In The Highly Acclaimed New Trier High School ...

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Photo of Listing #12728560

1926 Greenwood Avenue, Wilmette, IL - $1,495,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,496 SQFT
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4 Bed 2.2 Bath Kenilworth Gardens - Total Gem! Move Right Into This Stunning Home Where All The Details Have Been Thoughtfully Updated. The Gorgeous Designer Kitchen Features High-end Appliances And Opens Seamlessly To The Spacious Family Room, H...

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Photo of Listing #12732836

415 Bloom Street, Highland Park, IL - $569,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 1,878 SQFT
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Charming, Updated Home In The Heart Of Highland Park Welcome To This Beautifully Updated 4-bedroom, 2-bath Home In The East Highland Park Area. Located Just A Short Walk To The Vibrant Downtown Highwood Shops And Restaurants, As Well As To High...

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Photo of Listing #12731713

440 Sunset Drive, Wilmette, IL - $2,399,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,056 SQFT
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You Will Love This Meticulous Custom Home On A South Facing Lot With Beautiful Finishes On A Sought After Cul De Sac. The First Floor Offers A Perfect Office Or Living Room Space With Built-ins And French Doors. The Gourmet White Kitchen Features ...

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Photo of Listing #12732225

2019 Beechwood Avenue, Wilmette, IL - $1,395,000

Residential, Detached Single
  • 4 Beds
  • Baths
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Welcome To 2019 Beechwood-where Timeless Charm Meets Modern Updates In One Of Wilmette's Most Desirable Neighborhoods...kenilworth Gardens! Beautifully Renovated Throughout, This Inviting Home Features An Updated Kitchen, Stylishly Remodeled Baths...

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Photo of Listing #12732091

1192 Chatfield Road, Winnetka, IL - $2,499,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 3,610 SQFT
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This Is The Opportunity Buyers Wait For. An Architecturally Significant Hubbard Woods Georgian That Could Never Be Duplicated Today For Anywhere Near This Cost. Perfectly Positioned On One Of The Neighborhood's Most Coveted Cul-de-sac Streets, Thi...

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Photo of Listing #12732042

26 E Woodland Road, Lake Bluff, IL - $679,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,658 SQFT
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Live Just Moments From Lake Michigan In This Beautifully Renovated East Lake Bluff Ranch. Enjoy Modern Finishes, An Open Layout, And The Convenience Of Walking To Downtown Lake Bluff, The Metra, Parks, Restaurants, And The Beach. Move-in Ready Wit...

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Photo of Listing #12721014

322 Greenwood Avenue, Lake Forest, IL - $1,025,000

Residential, Detached Single
  • 3 Beds
  • Baths
  • 2,352 SQFT
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Prepare To Be Impressed By This Beautifully Renovated Classic Brick Home In The Desirable Campbells Neighborhood. Meticulously Updated By The Current Owners, This 3 Bedroom/2.1 Bath Home Blends Timeless Charm With Today's Sought-after Amenities. ...

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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 August 15th, 2026 at 7:29am CDT.