Browse All Homes for Sale Along Chicago's North Shore, Over $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 |
381 Sheridan Road, Winnetka, IL - $10,299,900
Extremely Rare Opportunity To Own This Premier In-town "sheridan Road-to Shore" Dreamy Lakefront Showstopper On The Best Lakefront Block Nestled Between The Most Posh North Shore Estates! Trend Construction Hit It Out Of The Park With This New Phe...

930 East Rosemary Road, Lake Forest, IL - $14,975,000
Once In A Lifetime Opportunity To Own One Of The Most Coveted Estates In The Midwest With A Main House, Attached Coach House, Guest House, Pool, Pool House, Conservatory, And Awe-inspiring Gardens With 21 "garden Rooms" Spanning Almost 9 Acres, Ne...

443 Sheridan Road, Glencoe, IL - $12,000,000
Designed By William Pereira, This Stately Stone Mega Mansion Was Once The Home Of Pabst Brewing Company. The Iconic Property Was Built In 1936 And Is Situated On 2.39 Finely Manicured Acres Of Land On Chicago's North Shore. After A Three-year, Ful...

347 Bluffs Edge Drive, Lake Forest, IL - $10,900,000
Introducing A Newly Built Lakefront Estate, Rockland, A Rare Gem On The Shores Of Lake Michigan. This Property Boasts A Private White Sand Beach And A Fully Equipped Beach House. Access The Secluded Beach Via Steps Or A Funicular. Nestled In A Ser...

21 Lakewood Drive, Glencoe, IL - $10,900,000
Situated On Over 2.2 Acres Of Beautifully Landscaped Grounds, This Extraordinary Contemporary Lakefront Home Offers Unmatched Panoramic Views Of Lake Michigan. Designed To Embrace The Natural Surroundings, The Home Features Expansive Floor-to-ceil...

700 Crab Tree Farm Lane, Lake Bluff, IL - $15,900,000
This Lakeshore Legacy Property Is A Once-in-a-lifetime Opportunity To Establish Your Multi-generational Family Compound In The Idyllic Town Of Lake Bluff, Illinois. This 30-acre Property With Its Polo Fields And Equestrian Stables With 13 Stalls R...

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 27th, 2025 at 3:53pm CDT.