| $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 |
Experience Unparalleled Luxury On The Lakefront. This 5,500 Sf New Construction Home Tucked Away At The End Of A Quiet Cul-de-sac Has Been Meticulously Curated For Modern Living With Impeccable Design. The Expansive Floor Plan Features Four Genero...
Welcome To Effortless Luxurious Living In Highland Park. This Stunning Custom Contemporary 6-year-young Home Offers 5 Spacious Bedrooms, 4 Half Baths, And An Open Floor Plan Bathed In Natural Sunlight From Every Angle. The Flexible Floor Plan Bl...
CONTINGENT Perfectly Nestled On A Serene Wooded Cul De Sac In West Highland Park, This Well Maintained Residence Sits On A .30 Acre Property With A Spacious Backyard. The Property Offers Over 3300 Sq Ft Of Flexible Living Space Featuring 4 Bedrooms And 3.5 B...
Nestled On A Quiet, Tree-lined Street In Highland Park's Coveted Braeside Neighborhood, This Spacious 4-bedroom, 3.1-bath Residence Presents A Rare Opportunity To Create Your Dream Home In One Of The North Shore's Most Desirable Communities. Fresh...
CONTINGENT Nestled In The Highly Sought-after Braeside Neighborhood, This Sun-drenched 4-bedroom, 2.5-bath Split-level Home Offers The Perfect Combination Of Comfort, Style, And An Unbeatable Location. Just Steps From Ravinia Festival, The Vibrant Ravinia Bu...
CONTINGENT Sip Lemonade On Your Veranda And Enjoy The Classic Georgian Charm Of This Stunning Residence, Nestled On Nearly An Acre In The Heart Of East Highland Park. This Beautiful And Gracious Home Spans Three Stories Plus A Huge Finished Basement, Offerin...
CONTINGENT Very Cool & Spacious Ravinia Custom 2nd Owner Mid Century Home! Great Floor Plan With Very Thoughtful And Interesting Natural Lighting Throughout. The First Floor Features Stunning 3 Story Staircase Flanked By An Inviting Living Room With Wood B...
This Beautiful Home On Over An Acre In The Heart Of Highland Park Boasts Soaring Barrel Ceilings Over 20' High And 5 Fireplaces. Amazing Home For Entertaining With A Magnificent Great Room, A Banquet-sized Dining Room With A Butlers Pantry, A Wond...
CONTINGENT A Fort Sheridan Gem! This Beautifully Updated Home, Just Steps From Lake Michigan, Seamlessly Blends Timeless Character With Today's Modern Amenities. Sun-filled Interiors And Generous Living Spaces Make This Home Ideal For Both Everyday Living An...
Move-in Ready And Expanded Center Entry Colonial 6 Bedroom, 5 Full Bath And 1 Half Bath Home That Backs To Centennial Park! First Level Features Hardwood Floors Throughout, An Inviting Entry, Large Dining Room Perfect For Entertaining, Formal Livi...
CONTINGENT Stunning Contemporary Home With Almost 3,000 Sq. Ft. Plus A Full Finished Basement In A Beautiful Highland Park Setting! Home Is On An Inlet Road--not Directly On Half Day Rd. This Spacious 4 Bedroom, 3.1 Bath Property Features An Open And Invitin...
CONTINGENT This Beautiful English Tudor-style House Is Situated In Highland Park, Il, An Area Renowned For Its Striking, Intricate Network Of Ravines, Beaches, And Bluffs. This Is A Rare Opportunity To Own A Beautiful House In Most Desirable Eastern Ravine P...
CONTINGENT Elegant And Sophisticated Custom Built 6 Bedroom, 7 Full And 4 Half Bath Home Located On 1 Acre That Is Reminiscent Of A Luxury Hotel Complete With Patio, Pool And Spa. This Limestone Clad Home Boasts Unsurpassed Quality Construction And Is Accomp...
Just Steps From Downtown Highland Park's Shops, Restaurants, Library, Train, And Close To The Lake - This Home Has Location At It's Core. Thornycote A 1901 English Arts And Crafts Design By Howard Van Doren Shaw, Is A Home Where Craftsmanship, Ha...
Historic Lakefront Queen Anne Mansion On Lake Michigan! Set On A Private 3/4 Acre, Surrounded On Three Sides By Park, Ravine, And Lake, Adding "borrowed Landscape". Premier Location Within The "fort Sheridan" Neighborhood Of Highland Park, With Pa...
Sophisticated New Custom Built 5 Bedroom, 6 Full Bath & 2 Half Bath Home With Guest House, Patio, Pool & Spa Located On Over 3 Acres. This Limestone & Stucco Clad Home W/composite Terra Cotta Spanish Roof Tiles Boasts Unsurpassed Quality Construct...
CONTINGENT Some Homes Just Feel Right The Moment You Walk In - And 881 Marion Is One Of Them. Tucked On A Beautiful Stretch Of Marion Avenue In Highland Park's Beloved Braeside Neighborhood, This 4-bedroom, 2.5-bathroom Home Has Been Thoughtfully Transformed...
Expanded And Renovated In 2008, This Two-story Prairie-style Executive Home Offers Over 9,000 Square Feet Of Finished Living Area Across Three Levels, All Easily Accessible By A Centrally Located Elevator Or Stairs, And Is Situated On Over An Acre...
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 August 11th, 2026 at 2:59am CDT.
