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 |
408 Beverly Drive, Wilmette, IL - $2,495,000
Exceptional New Construction In Prime Wilmette Location.introducing A Beautifully Crafted 8-bedroom, 6-bathroom Home In One Of Wilmette's Most Sought-after Neighborhoods. This Elegant New Construction Offers A Bright, Airy Layout With Soaring 10-f...
CONTINGENT 223 Sylvan Road, Lake Bluff, IL - $939,000
Welcome To 223 Sylvan Road, A Vliet-distinguished Property Situated Across The Street From A Ravine And Near The Shores Of Lake Michigan. Steeped In History, The Original Structure Was A Barn Housing Horses That Plowed The Streets Of Lake Bluff. T...
1061 Green Bay Road, Lake Bluff, IL - $749,000
Discover The Perfect Blend Of Comfort, Style, And Convenience In This Beautifully Designed New Construction Homer! Ideally Located Just Minutes From Public Transportation And A Scenic Local Park, This Home Offers An Ideal Setting For Modern Living...
321 Newman Court, Lake Bluff, IL - $699,000
Exciting 5 Bedroom, 3 Bath Home Awaits You In This Highly Prized, East Lake Bluff Location, Which Is Walking Distance To Schools And Only A Few Blocks From Downtown-with Multiple Restaurants, Coffee Shops, Local Businesses, Train Station, Parks An...
1241 Maple Avenue, Wilmette, IL - $1,695,000
Stunning Vintage Victorian In Wilmette - Modern Comfort Meets Classic Charm Located On The Cobblestone Streets Of Maple Ave, This Beautifully Updated 3-story Victorian Offers 5 Beds, 4.1 Baths, And Timeless Character Throughout. Featuring 10-ft Ce...
CONTINGENT 900 Sheridan Road, Wilmette, IL - $995,000
Charming 3 Bedroom/2.5 Bath Classic Brick Cape Cod Home In East Wilmette. The First Floor Features A Spacious Formal Living Room With Large South Facing Bay Window For Abundant Natural Light, And A Fireplace With Handsome Mantle. Galley Kitchen W...
2047 Wilmette Avenue, Wilmette, IL - $1,150,000
Charming Home In The Heart Of Wilmette - 2047 Wilmette Ave Discover The Perfect Blend Of Timeless Wilmette Charm And Contemporary Luxury In This Stunning, Like-new Home. Built With Today's Family In Mind, This Beautiful 3-bedroom, 2.5-bath Resi...
CONTINGENT 681 Walden Road, Winnetka, IL - $1,899,000
Sophisticated Colonial On An Extra Wide Lot (72 Ft. Wide) On Coveted Walden Road In One Of Winnetka's Most Desirable Neighborhoods: Close To Both Downtowns, Schools, Parks, The Grand, Both Winnetka And Hubbard Woods Trains. This 5 Bedroom 4.1 Bath...
2145 Kenilworth Avenue, Wilmette, IL - $1,425,000
Classic Curb Appeal, Sun-filled Rooms, And A Great Layout Come Together In This 4-bedroom, 3.1-bath Center-entry Georgian In The Heart Of Kenilworth Gardens. A Gracious Foyer With Arched Openings And Beautiful Parquet Floors Sets The Tone. To One ...
CONTINGENT 1142 Oakwood Avenue, Wilmette, IL - $769,000
Just Listed! This Move-in Ready 3 Bedroom, 2 Full Bath Home Is The Perfect Holiday Gift! You Will Love Living Right Near Our Vibrant Downtown Wilmette, Metra Station And Right Across From Wheeler Park! You Are Greeted By A Charming White Picket Fe...
CONTINGENT 3520 Forest Avenue, Wilmette, IL - $740,000
**multiple Offers. Highest And Best Due By Monday At 4pm.** Thoughtfully Expanded And Updated, This 3 Bedroom, 2 And One Half Bath Home Is Move In Ready. The Main Level Flows Nicely With An Inviting Living Room, An Updated Kitchen With Adjacent...
CONTINGENT 2663 Lawndale Avenue, Evanston, IL - $800,000
Multiple Offers Received. Please Submit Best And Final Offers By 6pm On Monday 12/8/25, Sorry, No Escalation Clauses. Pristine Colonial Situated On One Of Northwest Evanston's Most Desired Streets. Architect Owned, This Impeccably Maintained And...
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 December 16th, 2025 at 9:53pm CST.
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