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 |
464 Oakwood Avenue, Lake Forest, IL - $2,495,000
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...
440 Sunset Drive, Wilmette, IL - $2,399,000
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 ...
1192 Chatfield Road, Winnetka, IL - $2,499,000
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...
1106 Astor Place, Glencoe, IL - $2,225,000
Step In To Your Private Oasis In Glencoe! This Incredible Home Is Situated On A Quiet Cul-de-sac And Offers Everything You Have Been Looking For. The Grand 3 Story Foyer Invites You In To This Home That Has The Perfect Flow For Entertaining. The F...
567 Oak Street, Winnetka, IL - $2,950,000
The Quintessential White-painted Colonial Always Makes A Timeless Statement-but Set On One Of East Winnetka's Most Spectacular Blocks, Just Steps From Town, Train, Beach And Village Green, It Becomes Truly Exceptional. Welcoming In All The Most Be...
CONTINGENT 675 E Woodland Road, Lake Forest, IL - $2,849,000
Perfectly Positioned In One Of East Lake Forest's Most Coveted Locations Just Moments From The Shores Of Lake Michigan, This Exceptional Estate Spans Over An Acre And Offers A Lifestyle Defined By Beauty, Space, And Effortless Elegance. Thoughtful...
1140 Oakley Avenue, Winnetka, IL - $2,695,000
A Rare, Fully Renovated And Updated Home Offering Move-in-ready Luxury And Thoughtful Craftsmanship Throughout. The Primary Bath Was Renovated Down To The Studs, And Now Offers A Generous Shower, Private Water Closet, And All-new Fixtures, Plum...
224 Sheridan Road, Kenilworth, IL - $2,750,000
Perfectly Located On Soughtafter Sheridan Road In The Heart Of Kenilworth, This Stately Redbrick Colonial Sits Quietly Behind A Circular Drive And Landscaped Gardens, Offering Wonderful Privacy On Nearly A Halfacre. Originally Built In 1918, The H...
CONTINGENT 246 Beach Road, Glencoe, IL - $2,499,000
City Sophistication With A North Shore Vibe, Adjacent And Focused On A Huge, Bucolic Park. An Elevator With Almost 1/2 Ton Capacity Services All 3 Floors! Welcome Home To 246 Beach Road, A Stunning 4-bedroom, 4-full And 3 Half-bathroom Retreat Ne...
CONTINGENT 266 Greenwood Avenue, Glencoe, IL - $2,099,000
Timeless Elegance Meets Modern Luxury In This Fully Renovated Glencoe Gem. Step Inside To A Heated, Marble Tiled Foyer And Graceful Staircase That Set The Tone From The Moment You Arrive. The Sun-filled Living Room With Custom Stone Wood Burning F...
701 Lincoln Avenue W, Highland Park, IL - $2,500,000
Introducing The Lincoln Collection - An Exclusive Offering Of Nine New Construction Residences On The Former Lincoln School Site. Currently Under Construction And Available September 1, 2026. Perfectly Positioned On A Professionally Landscaped .31...
437 Jefferson Avenue, Glencoe, IL - $2,849,000
Introducing Exquisite New Construction In Glencoe's Highly Coveted Tree-lined President Streets. An Exceptional Opportunity To Personalize Your Dream Home, This Meticulously Curated Residence Offers Approximately 4,800 Square Feet Of Sophisticated...
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 7:44am CDT.
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