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 |
526 8th Street, Wilmette, IL - $1,295,000
Beautiful Home In East Wilmette! Perfectly Located Within Walking Distance To Downtown, Metra, Schools, Parks, And The Beach. This Sun-filled Home Features A Welcoming Front Porch, A Circular Flow, And Character Galore. Highlights Include A Spacio...
331 East Witchwood Lane, Lake Bluff, IL - $2,095,000
Set On A Quiet, Tree-lined Street In East Lake Bluff, This Landmark Home Is Recognized And Admired For Its Classic Tudor Charm. Built In 1929, The Brick-and-slate Residence Offers Nearly 6,000 Square Feet Of Living Space Across Three Finished Leve...
1004 Elm Street, Winnetka, IL - $1,450,000
A Large 5br Home With A 4 Car Garage, A Corner Lot, And An Amazing Location! This Home Welcomes You With Great Curb Appeal, Starting With The Front Porch Overlooking Elm. The Main Level Has A Separate Dining And Living Room, And A Large Family Ro...
309 Driftwood Lane, Wilmette, IL - $850,000
Incredible Location And Opportunity To Build New Or Renovate & Add-on!!! Rarely Available Property In One Of East Wilmette's Most Desirable Neighborhoods Set On A Quiet, Private Street Overlooking The 5th Tee Of The Canal Shores Golf Course (for...
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...
524 Forest Hill Road, Lake Forest, IL - $1,100,000
Offering Over 3000 Sq Ft Of Finished And Remodeled Home. Nestled In The Sought-after Whispering Oaks Neighborhood Of East Lake Forest Is This Beautifully Renovated 5 Bedroom, 2.5 Bath Home. The Main Level Features A Seamless Flow Anchored By A B...
1159 Chatfield Road, Winnetka, IL - $2,295,000
Blending Timeless Elegance With Modern Sophistication, This Stunning 2016 Winnetka Home Feels Better Than New. Designed For Light, Flow, And Effortless Living, It Features 10-foot Ceilings, White Oak Floors, And Expansive Windows That Fill Each Ro...
219 Woodland Road, Highland Park, IL - $650,000
Architectural Significance Meets Timeless Craftsmanship In This Distinguished Residence Designed By Renowned Architect Roscoe Harold Zook, One Of The Midwest's Most Influential Designers Of The Early 20th Century. Located On A Picturesque Setting ...
567 Hill Terrace, Winnetka, IL - $1,695,000
Timeless Winnetka Colonial On Private Hill Terrace. Set On Coveted Hill Terrace, A Charming Private Street Just Moments From The Indian Hill Metra Station, This Beautifully Maintained Winnetka Colonial Offers An Exceptional Combination Of Classic ...
1423 Asbury Avenue, Winnetka, IL - $2,399,000
Better Than New! This Artfully Restored & Renovated Home Has The Incredible Combination Of A Classic Center Entry Colonial Home With Sophisticated Formal Rooms And All The Current Amenities For Today's Modern Lifestyle. This Four-level Home Feat...
875 Gordon Terrace, Winnetka, IL - $2,450,000
Set On A Beautifully Landscaped .33 Acre Property In One Of Winnetka's Most Convenient Locations, 875 Gordon Terrace Is A Significant Historic Home Thoughtfully Reimagined Through A Recent Comprehensive Renovation And Expansion. An Elegant Wrough...
2836 Blackhawk Road, Wilmette, IL - $2,550,000
Just Listed! Welcome To 2836 Blackhawk Rd, A Beautiful And Elegant 6-bedroom, 5.1-bath Home In Highly Desirable Indian Hill Estates On An Oversized 80' X 182' Lot, Offering Exceptional Living Space Across Every Level! An Expansive Foyer Greets You...
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 8th, 2026 at 1:53am CST.
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