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 |
490 College Road, Lake Forest, IL - $2,100,000
Welcome To 490 College Rd, Lake Forest, Il, Spanning 4,206 Square Feet, This Home Is The Epitome Of Spacious Living, Offering An Abundance Of Room For Every Aspect Of Your Lifestyle, Accompanied By Excellent Outdoor Space And An Easy Walk To Town ...

2751 Lawndale Avenue, Evanston, IL - $885,000
Welcome To 2751 Lawndale Avenue, A Charming 4-bedroom Home Nestled In The Heart Of Northwest Evanston. Step Inside From The Inviting Enclosed Front Porch To Discover A Warm, Spacious Layout Designed For Both Everyday Living And Entertaining. The M...

440 Westley Road, Glencoe, IL - $1,590,000
Went Under Contract In Pln.stunning All Brick 4500 Sq Ft Home In Prestigous Glencoe Nestled In Wooded Serenity Nearing Half An Acre Of Land.beautifully Maintained This Delightful Colonial Blending Traditional Elegance With Modern Appointments.the ...

577 Ash Street, Winnetka, IL - $2,195,000
Award Winning Home, Professionally Manicured Corner Lot, On One Of The Most Desirable Blocks In Winnetka (ash Street). Recipient Of The Prestigious Winnetka Preservation Award, Due To The Thoughtful Gut-renovation With Kip & Keeler Which Honored T...

867 Lincoln Avenue, Winnetka, IL - $950,000
Ideally Located Between Downtown Hubbard Woods And Tower Road Beach, This Beautifully Maintained Colonial Blends Timeless Charm With Thoughtful Modern Updates. Step Inside To Find Warm Hardwood Floors And Sun-filled Rooms That Create An Inviting, ...

139 Sheridan Road, Winnetka, IL - $9,499,900
Summer Is Right Around The Corner, And 139 Sheridan Is The Ultimate Lakefront Escape. Built Into The Bluff And Just Steps To The Water, This Turnkey Morgante Wilson Custom Home Is Designed For Effortless Lake Living. One Of The Last New Constructi...

96 Harbor Street, Glencoe, IL - $3,250,000
Serene & Tranquil Living Awaits At This East Glencoe Tony Grunsfeld Transitional Ranch-like Beauty Set On A Gorgeous Half-acre Lot. Steps To The Lake With An Outdoor Pool & Hot Tub, This Is The Ultimate Oasis For Summer Entertainment. Beautifully ...

3507 Bradley Court, Highland Park, IL - $1,599,999
Where Generations Come Together - And Memories Are Made. Discover The Perfect Blend Of Space, Comfort And Connection In This Stunning Multi-generational Home In Fort Sheridan Of Highland Park Illinois. 3507 Bradley Court Sits High Overlooking The ...

251 Scott Avenue, Winnetka, IL - $1,599,000
Charming Red Brick Georgian Nestled In Highly Coveted East Winnetka Area Of Hubbard Woods, Just Steps To Schools, Shops, Restaurants, Train And Green Bay Trail. This Inviting Home On An Oversized Lot (62'x 297') Offers 5+ Bedrooms And 3.1 Bathroom...

644 Oak Street, Winnetka, IL - $2,995,000
Stunning Architectural Gem In East Winnetka, Where History Meets Modern Sophistication. This Magnificent 5+ Bedroom, 3.2-bath Classic, Set On An Expansive .4-acre Lot, Offers A Unique Blend Of Timeless Charm And Contemporary Luxury Overlooking The...

265 Walden Drive, Glencoe, IL - $1,499,000
Nestled Adjacent To One Of East Glencoe's Most Desirable Parks, This Charming Dutch Colonial Blends Architectural Detail With Modern Comfort. Thoughtfully Renovated In 2005, The Home Showcases Abundant Natural Light And Sweeping Park Views Through...

885 Vernon Avenue, Glencoe, IL - $950,000
This Beautifully Maintained 4-bedroom, 2.5-bathroom Home Offers A Rare Combination Of Charm, Space, And Modern Updates-perfectly Nestled On An Expansive Lot With Lush Landscaping For Privacy And Multiple Outdoor Retreats In A Prime Walk To Everyth...

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 April 23rd, 2025 at 6:53am CDT.