Luxury Homes on Chicago's North Shore
Affluent Lakefront Communities
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The Luxury Homes On Chicago's North Shore
The luxury homes for sale on Chicago's North Shore are found in communities bordering the shores of Lake Michigan for approximately 20 miles: Evanston, home to Northwestern University, Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest and Lake Bluff, the most countrified setting as half of Lake Bluff is devoted to parks. Along picturesque Sheridan Road are stately and private estates and manor homes, with expansive lake views and some with riparian rights. But you don't need your own private beach to enjoy the benefits of a North Shore lifestyle. All communities have private and public beaches and with a resident pass to your local beach, you will have many choices. In addition to swimming and boating, you will find acres of park land adjacent to Lake Michigan offering miles of hiking and jogging paths,numerous private and public golf courses, tennis facilities, equestrian centers, and even a private curling club in Wilmette.
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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 |
419 Provident Avenue, Winnetka, IL - $999,000
Winnetka "tree Streets" Gem! This Fully Updated Home Blends Classic Exterior Charm With A Modern, Open Layout! Featuring Three Bedrooms, Two And A Half Baths, A Gorgeous Kitchen And A Beautiful Backyard. Huge Living Room Anchored By Pretty Firepla...
455 Rockefeller Road, Lake Forest, IL - $2,190,000
Situated In The Highly Desirable Villa Turicum Neighborhood Of East Lake Forest, This Well-maintained Home Offers Generous Living Spaces, Tasteful Updates, And A Wonderful Setting For Everyday Living And Entertaining. Set On A Picturesque .96-acr...
110 Kenilworth Avenue, Kenilworth, IL - $3,295,000
This Extraordinary 6-bedroom, 7.2 Bath Stone French Normandy Manor Is Set On An Expansive, Exquisitely Landscaped Estate And Has Been Masterfully Restored, Expanded, And Renovated. This Wonderful Estate Seamlessly Blends Timeless European Architec...
444 Oakdale Avenue, Glencoe, IL - $875,000
Classic Brick Home Filled With Timeless Character, Generous Living Spaces And Thoughtful Updates On One Of Glencoe's Desirable Tree-lined Streets. A Welcoming Arched Foyer Opens To A Gracious Living Room Highlighted By Refinished Hardwood Floors, ...
120 W Blackthorn Lane, Lake Forest, IL - $1,495,000
Impeccably Maintained By Its Original Owners And Ideally Located In The Highly Sought-after Onwentsia Gardens Neighborhood, This Exceptional Arthur Greene Residence Was Built In 1986. With Major Capital Improvements Already Completed Including A N...
2441 Woodbridge Lane, Highland Park, IL - $4,995,000
Situated On A Prestigious Private Lane In East Highland Park, This Rare Lakefront Offering Is A Mid-century Modern Masterpiece. Designed In 1957 By Renowned Architect Henry L. Newhouse Ii For Irving B. Harris, Chicago Philanthropist, This 10,000-s...
224 Sheridan Road, Kenilworth, IL - $2,995,000
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...
257 Latrobe Avenue, Northfield, IL - $625,000
Appealing Cape Cod Home Situated On A Popular Northfield Street With A Park Around The Corner. Sun-filled Living Room Opens To A Office Area/ Dining Area With A Garden Window. Exceptional Addition With Volume Ceiling Features A Dining Area, Firepl...
420 Brier Street, Kenilworth, IL - $1,395,000
Located In The Heart Of Kenilworth, This Residence Combines Classic Architectural Character With Effortless Modern Updates. The Journey Begins In A Stunning Living Room Anchored By A Crackling Wood-burning Fireplace And A Picturesque Bay Window. T...
270 Lagoon Drive, Northfield, IL - $599,000
270 Lagoon Is A Beautifully Updated Home In The Award-winning New Trier School District, Offering Comfortable Living In A Quiet, Convenient Neighborhood. The Welcoming Living And Dining Area Is Centered Around A Wood-burning Fireplace, Creating A ...
2734 Lawndale Avenue, Evanston, IL - $775,000
Situated On Just Shy Of A Quarter Acre With A Park-like Back Yard, This Charming Home Has Been Lovingly Cared For And Boasts 3 Bedrooms, One And A Half Baths With Hardwood Floors Throughout, Pretty Moldings And Vintage Features! Coveted First Floo...
CONTINGENT 711 Elder Court, Glencoe, IL - $1,250,000
Home Sweet Home Tucked Away On A Quiet Street In Glencoe. This Beautiful 4 Bed/2.1 Bath Split-level Home Has Been Thoughtfully Updated And Meticulously Maintained Over The Years Both Inside And Out. Walking Into The Home You Are Greeted By Gorgeou...
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 July 21st, 2026 at 8:44pm CDT.
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