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 |
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...
704 Roger Avenue, Kenilworth, IL - $1,875,000
Better Than New! This Extraordinary Kenilworth Home...seamlessly Blends Timeless Architectural Character With A Comprehensive, Down-to-the-studs Renovation And A Significant Rear Addition Completed In 2025. Expanded And Reimagined For Today's Life...
1161 Valley Road, Lake Forest, IL - $650,000
Well Loved Home Is Situated On A Beautiful Treed Lot On Almost A Half Acre. All On One Easy Level You'll Find 4 Bedrooms And 3 Full Baths. The Large Kitchen With Breakfast Eating Area Opens To The Great Room Which Shares A Dual Sided Fireplace Wit...
1438 N Sheridan Road, Lake Forest, IL - $695,000
This 3 Bedroom, 1 Bath Ranch Offers A Fantastic Opportunity For Renovation, Rehab, Or A Full Re-creation. Set On A Generous .735-acre Lot, This 1,342 Square Foot Home Above Grade Also Features An Unfinished Basement Located In A Wonderful Setting...
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...
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...
251 High Street, Highwood, IL - $1,495,000
New Construction With First Floor Primary Crafted With Impeccable Attention To Detail, 251 High Street Offers Modern Luxury Across Three Levels Of Beautifully Finished Living Space. The Open-concept Main Level Boasts Soaring Ceilings, Wide-plank F...
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...
552 Burton Avenue, Highland Park, IL - $575,000
Imagine Spending Summer Evenings Walking To Ravinia Festival Concerts, Grabbing Coffee Or Dinner Just Around The Corner, Playing Tennis Or Pickleball Across The Street At Brown Park, And Hopping On The Metra For An Easy Commute To Downtown Chicago...
1762 Linden Avenue, Highland Park, IL - $1,245,000
A Truly Terrific Opportunity Has Returned As This Home Is Officially Back On The Market! Discover A Masterpiece Of Mid-century Modern Design, Reimagined For Today's Lifestyle, Nestled In The Heart Of East Highland Park. This Striking Ranch Home, S...
400 Washington Road, Lake Forest, IL - $3,995,000
Timeless Architecture, Extraordinary Scale, And An Exceptional East Lake Forest Lifestyle Come Together At 400 Washington Road. Set On A Beautifully Landscaped Acre Just Blocks From Lake Michigan, Lake Forest Beach, Historic Market Square, And Met...
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...
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 8:29am CDT.
