Browse All Homes for Sale Along Chicago's North Shore, $5,000,000 - $10,000,000
| $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 |
794 Greenwood Avenue, Glencoe, IL - $5,549,000
New Magnificent Transitional Home With Approximately 9,000 Square Feet Finished Space. Exterior Is Constructed Of Brick And Limestone With Slate Roof Which Represents Timeless Construction On One Of The Most Picturesque Streets In Glencoe. Close T...
677 Sheridan Road, Glencoe, IL - $6,950,000
One Of The North Shore's Most Prestigious Addresses, 677 Sheridan Road, Is A Magnificent Estate That Seamlessly Blends Timeless Architectural Elegance With Modern Luxury Living. Situated Just Two Blocks From Lake Michigan, Glencoe Beach, Downtown ...
395 Greenleaf Avenue, Glencoe, IL - $5,599,900
What's Behind The Timeless Classic Brick Facade Of This East Glencoe Home Lies An Unexpected World Of Glamorous High-end Design With A Beautiful Preservation To The Architectural Heritage Of This 1912 Estate. Majestically Perched Above High On A R...
455 Sheridan Road, Kenilworth, IL - $5,975,000
New Magnificent Transitional Home With Approximately 11,000 Square Feet Finished Space. Exterior Is Constructed Of Brick And Limestone With Slate Roof Which Represents Timeless Construction. Close To Plaza Del Lago With Its Numerous Shops And Rest...
919 Hill Road, Winnetka, IL - $7,999,900
An Extraordinary "boutique Hotel" Living Experience, Impeccably Situated In The Heart Of Winnetka. Beyond A Stately Solid-iron Gate Adorned With Gold Medallion Accents Lies A Private Sanctuary Just 18 Miles From Chicago And Less Than Half A Mile F...
1490 Lake Road, Lake Forest, IL - $5,850,000
This Historic Normandy Manor On Coveted Lake Road Combines Timeless Elegance With An Array Of Magnificent Modern Updates. A Grand Two Story Entry Hall Welcomes You Into The Massive Estate, Immediately Establishing An Ambiance Of Sophisticated Luxu...
1650 Green Bay Road, Lake Bluff, IL - $6,250,000
On The Market For The First Time In Nearly 50 Years, The Historic Phelps Kelley House Is One Of Lake Bluff's Most Significant Estate Properties. Designed In 1927 By Noted Chicago Architect Ambrose Cramer, A Protege Of David Adler, This Tudor Reviv...
117 Belle Avenue, Highland Park, IL - $6,750,000
Located In The Coveted Belle Avenue Historic District, This Extraordinary Estate Sits On 2.3 Acres Of Manicured Grounds With Sweeping Lake Views. Fully Renovated And Expanded, The Residence Blends Timeless Elegance With Modern Luxury For A Truly O...
CONTINGENT 111 Mayflower Road, Lake Forest, IL - $6,250,000
Rare Opportunity To Own This Beautiful Lakefront Home On Almost 4 Acres W/ 300' Of Lake Michigan Shoreline On Coveted Mayflower Road. Located Down A Tree-lined Driveway At The End Of A Private Lane, This Stately Brick Home Was Built In 1914 And Fe...
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 8:14am CDT.
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