Browse All Homes for Sale Along Chicago's North Shore, $2,000,000 - $3,000,000
$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 |
666 Maple Avenue, Lake Bluff, IL - $2,125,000
This Enchanting, Historic East Lake Bluff Gem Is Tucked Away On A Rarely Found Half-acre Lot, Just 2 Blocks From Lake Michigan. Idyllic Wrap-around Porches And Balcony Enjoy Seasonally Changing Ravine Views. Story Book Perennial Gardens Border The...

260 Woodlawn Avenue, Winnetka, IL - $2,650,000
Simply Beautiful! The Contemporary Home Is Ready For You To Move In Now! A Corner Lot Is Across From A Park With A Playground, Only A Few Blocks Away From Lake Michigan. The Exterior Finish Is A Combination Of Stucco And Limestone. Open Concept Fi...

971 Ashley Road, Lake Forest, IL - $2,125,000
This Stunning Contemporary Home Blends Expansive, Open Living Spaces With Intimate Retreats, Offering Breathtaking Views Of A Surrounding Ravine. Abundant Windows Invite Natural Light And Frame The Serene Landscape. The Chef's Kitchen Features Cus...

732 Bronson Lane, Highland Park, IL - $2,800,000
A Nagle Hartray-designed Architectural Showstopper, This Unique And Meticulously Upgraded Residence Sits On A Lushly Landscaped Acre Near Rosewood Beach And Ravinia. Newly Enhanced With Bespoke Updates That Blend Timeless Design With Modern Refine...

1234 Westmoor Road, Winnetka, IL - $2,995,000
Welcome To Your Dream Home On Idyllic Westmoor Road! This Exceptional Custom Residence Blends Sophistication With California Flair, Offering An Incredibly Livable Space Designed For Easy First-floor Living And Gracious Entertaining. Step Into The...

474 Sheridan Road, Winnetka, IL - $2,750,000
Welcome To Sophisticated Living On Sheridan Road, Where Elegance Meets Comfort In The Heart Of East Winnetka. This Exquisite 6-bedroom, 4.1-bathroom Home Is A True Oasis, Offering A Sanctuary From The Hustle And Bustle Of Everyday Life. Step In...

822 Bryant Avenue, Winnetka, IL - $2,699,000
One Of Winnetka's Most Extraordinary Retreats In The Most Desired Walk To Location Reminiscent Of The Iconic Homes Of The Era With A Stylized Full House Renovation And Addition In 2004. This "better Than New" Meticulous Lovingly Restored Historica...

899 East Ringwood Road S, Lake Forest, IL - $2,995,000
Nestled On A Picturesque And Private 1.84-acre Lot, This Stunning Brick Georgian Estate Embodies Timeless Elegance And Meticulous Craftsmanship. Thoughtfully Maintained, The Home Boasts A Newer Davinci Roof, Gutters, And Hardie Board Siding, Ensur...

521 Jackson Avenue, Glencoe, IL - $2,400,000
This Gracious And Beautifully Updated 5 Bedroom, 5.1 Bathroom Brick Colonial Home Offers A Perfect Blend Of Vintage Charm And Modern Luxury. Situated On A Premier Street, The Home Boasts A Wide 61' Lot, An Attached 2-car Garage, And Professionally...

1065 Fisher Lane, Winnetka, IL - $2,450,000
Architecturally Stunning Custom Contemporary On A Lush 1/2 Acre Private Lane With Lake Breezes. Designed To Maximize Natural Light And Indoor-outdoor Living, The Home Features Expansive Windows, Skylights, And Three Rooftop Decks. The Open Floor P...

1540 North Sheridan Road, Lake Forest, IL - $2,550,000
Prepare To Be Wowed By This Rare, Newer Construction Custom Brick Home In One Of East Lake Forest's Most Desirable Neighborhoods. With A Total Of 7,300 Square Feet Of Exquisitely Finished Living Space-including A 3,000 Square Foot Finished Basemen...

829 Linden Avenue, Wilmette, IL - $2,895,000
This Amazing Home In East Wilmette Is A 5 Bedroom, 5.1 Bath Stunning Newer Build (2020). Built By A Well-known Local Builder Featuring An Amazing Floorplan With Only The Finest Materials And Design Elements Perfect For Today's Most Discerning Buye...

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 March 28th, 2025 at 10:23am CDT.