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 |
1163 Asbury Avenue, Winnetka, IL - $975,000
Welcome To 1163 Asbury Avenue, A Classic 4-bedroom Home On A Picture-perfect Street In The Heart Of Hubbard Woods. Just Blocks From Town, The Train, Schools, Parks, And Neighborhood Amenities, This Is A Wonderful Opportunity For A Buyer Ready To B...
1027 Cherokee Road, Wilmette, IL - $1,595,000
Gorgeous Colonial With Oversized Rooms And Exceptional Living Space Throughout! A Welcoming Formal Living Room Greets You Upon Entry, Featuring An Oversized Bay Window That Fills The Home With Natural Light. The Dining Room Flows Seamlessly From T...
252 Myrtle Street, Winnetka, IL - $2,699,900
A Picture-perfect Classic North Shore Custom Home Filled With Elegance & Coastal New England Charm By Notable Architect Paul Konstant. Graceful Arched Windows And A Welcoming Columned Entrance Create A Storybook Exterior Reminiscent Of A Nantucket...
86 Prospect Avenue, Highland Park, IL - $5,750,000
Stop Dreaming, Start Living. Rarely Does A Residence Of This Magnitude And Pedigree Become Available. Nestled Just Steps From The Whispering Shores Of Lake Michigan, 86 Prospect Avenue Is More Than A Home-it Is A Masterpiece Of Architectural Signi...
780 Prairie Road, Glencoe, IL - $2,650,000
Blending Comfortable Living Across Five Levels With Everyday Convenience, This Custom-built "new Traditional" Residence Is Situated Across From The 15th Hole Of Skokie Country Club's Golf Course. Set Upon Nearly Half An Acre, The Home Combines Qua...
2677 Orrington Avenue, Evanston, IL - $1,375,000
Welcome To This Classic 1923 British Georgian, Ideally Located Just Two Blocks From Lighthouse Beach And An Adjoining Park. This Gracious Home Combines Timeless Architectural Character And Beautiful Craftsmanship With Thoughtful Updates And Modern...
211 Blackhawk Road, Highland Park, IL - $675,000
Welcome To 211 Blackhawk Rd, A Beautifully Appointed 3 Bedroom, 3 Full Bath Home In East Highland Park's Highly Desirable Braeside Neighborhood, Ideally Located Just Steps From Ravinia And Minutes From The Chicago Botanic Garden, Lake Michigan, Gr...
327 Marshman Avenue, Highland Park, IL - $1,450,000
Stunning 1934 English Country Home In A Prime East Highland Park Location Near Lake Michigan, The Train, And Highly Sought-after Ravinia Elementary School. Quality Built, Pristine, And Exceptionally Spacious, This Special Home Is Set On A Spectacu...
1060 Griffith Road, Lake Forest, IL - $799,000
Charming Farmhouse On Quaint Griffith Road - Just Listed! Showings Begin Tuesday September 29th @ 12:00pm Welcome Home To This Beautifully Designed 3-bedroom, 2.5-bathroom Farmhouse-style Home Blending Classic Charm With An Exceptional Layout. O...
247 Highwood Avenue, Highwood, IL - $550,000
Totally Updated In 2025 And Move-in Ready, This Charming Ranch Blends Single-level Living With A Fully Finished Basement - And Serious Income Potential. The Main Level Features An Open Kitchen With Breakfast/office Space, A Comfortable Living Room...
363 Newman Court, Lake Bluff, IL - $1,299,000
Set On A Generous Sized Lot (62'x125') In A Prime East Lake Bluff Location, This Spacious Four-bedroom Colonial Offers Over 3,300 Square Feet Of Finished Living Space And An Impressive List Of Recent Improvements. The Charming Exterior With Paver ...
325 Grove Avenue, Highwood, IL - $600,000
Welcome To This Exceptional Multi-generational Home On A Huge Lot Fenced On Three Sides, Offering The Ultimate In Privacy And Outdoor Space In One Of The Area's Most Desirable Locations. Set Just Blocks From Downtown Highwood And The Metra Station...
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 October 7th, 2026 at 3:40pm CDT.
