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 |
915 Sunset Road, Winnetka, IL - $16,900,000
A Home That Redefines Scale And Lifestyle. With Over 17,000 Square Feet Of Meticulously Designed Living Space-including 7,500 Square Feet Dedicated To Main-floor Living And Entertaining-this Residence Represents One Of The Most Comprehensive L...
1175 Edgewood Road, Lake Forest, IL - $2,550,000
First Time On The Market, This Unique And Stunning One-owner Mid-century Modern Home Embodies A Rare And Special Vibe, One That Celebrates Light And Space In Ways That Will Send Your Senses Soaring. With 5 Bedrooms, And 4 Full, And 1 Half Baths, E...
282 Linden Park Place, Highland Park, IL - $2,999,999
Stunning Custom Contemporary On Coveted Double Lot In Highland Park Designed, Built And Meticulously Maintained By The Current Owners. This One-of-a-kind Home Sits On Over An Acre On A Beautiful Ravine On One Of Highland Park's Most Sought After S...
697 Bluff Road, Lake Bluff, IL - $2,995,000
Nestled In East Lake Bluff On A Beautiful Ravine With Seasonal Lake Michigan Views, This Exceptional Home Offers The Rare Luxury Of A Private Beach. A Dramatic Two-story Foyer With A Curved Staircase Sets The Tone For Timeless Elegance. At The Fro...
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...
240 Shore Acres Circle, Lake Bluff, IL - $3,650,000
Introducing A Historic Modernist Ranch-style Residence On The Market For The Very First Time. Poised On Just Under Eight Private Wooded Acres Adjacent To The Prestigious Shoreacres Golf Course With Incredible Grounds And Flowering Gardens, This Me...
CONTINGENT 701 E Center Avenue, Lake Bluff, IL - $3,200,000
Absolute Perfection.....this Rare East Lake Bluff Treasure Offers A Singular Opportunity To Live One Block From Lake Michigan In A Spectacular, Fully Renovated Classic 1927 Home. Situated On Nearly Half An Acre Of Beautifully Landscaped Grounds, ...
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...
1499 Sheridan Road, Highland Park, IL - $1,900,000
Spectacular Historic Queen Anne Revival On Nearly 3/4 Acre In East Highland Park. A Rare Opportunity To Own A Magnificent Queen Anne Revival Residence, Beautifully Set On A Private Lot Just Under 3/4 Of An Acre In Sought-after East Highland Park....
527 Warwick Road, Kenilworth, IL - $2,660,000
Fully Renovated 6br 5.5ba Classic Home In Unbeatable East Kenilworth Location. This Elegant Home Sits On A Large Lot On One Of Kenilworth's Most Serene Streets. First Floor: Elegant Lr W/ Thibault Grasscloth Wallpaper & Custom Solid Wood Built Ins...
501 Sheridan Road, Kenilworth, IL - $16,750,000
New Lakefront Magnificent Transitional Home With Approximately 17,000 Square Feet Finished Space. This House Has Oversized Windows With Nonrestricted Lake Vews And A Future Private Beach.exterior Is Constructed Of Stone And Limestone With Slate Ro...
32 Woodley Road, Winnetka, IL - $4,950,000
Nestled Down A Winding, Private Road On 1.9 Meticulous Park-like Acres, This Grand, Almost 10,000 Square Foot Residence Exudes Luxury And Timeless Elegance. The Front Entrance Is Set Apart From The Road By A Sweeping Circular Drive Bordered By Pri...
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 11th, 2026 at 2:44am CDT.
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