| $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 |
Surrounded By The Peaceful, Natural Beauty Of The Hybernia Preserve, This Luxurious Home Offers Water Views And Privacy Seldom Experienced. ***new Roof, Gutters, And Patio - 2020***new Exterior Paint - 2023***kitchen Renovation - 2018***new Dishwa...
A Truly Terrific Opportunity Has Returned As This Home Is Officially Back On The Market! Discover A Masterpiece Of Mid-century Modern Design, Reimagined For Today's Lifestyle, Nestled In The Heart Of East Highland Park. This Striking Ranch Home, S...
CONTINGENT Nestled In The Heart Of East Highland Park, 251 Central Avenue Offers The Perfect Blend Of Coastal Atmosphere And Downtown Convenience. Situated On A Lushly Landscaped Corner Lot Between Vibrant Downtown Highland Park And The Shores Of Lake Michig...
Tucked Away In One Of Highland Park's Most Coveted East-of-sheridan Enclaves, Just Moments From The Lakefront And Jaw-dropping Rosewood Beach, This Sprawling Residence Blends Timeless Architecture With Refined Amenities And Over 10,000 Square Feet...
Perched On One Of The Prettiest Streets In East Highland Park, This Beautiful All Brick And Stucco Home Is Set On A Gorgeous, Nearly Half-acre Property With Stunning Fully-fenced And Professionally Landscaped Backyard. Start Your Day With A Mornin...
The "serenity At Heritage" Maintenance-free Hoa Community, Situated Directly Across From The Chicago Botanic Garden, Is Without Parallel In The Current North Shore Market. Experience The Pinnacle Of Sophisticated Living In This Stunning New Constr...
Welcome To 723 De Tamble Avenue, A Classic All-brick Colonial Set On An Expansive, Professionally Landscaped Lot In Desirable East Highland Park. Extensively Renovated In 2024, This Sun-filled Home Seamlessly Blends Timeless Character With Modern ...
CONTINGENT This Exceptional Highland Park Residence Offers Nearly 5,300 Square Feet Of Impeccably Designed Living Space, Including A Beautifully Finished Lower Level, On An Expansive Lot Just Shy Of An Acre. Featuring 6 Bedrooms And 4.5 Baths Across Three Fi...
CONTINGENT This Prime East Highland Park Location Being Only 4 Lots From The Lake Is Most Magical Divine Landscaped Setting On 0.72 Of An Acre. Complete With Breathtaking Ravine Views, This Mid Century Modern Property Is Ready To Be Reimagined Or Even Reinve...
Nestled On A Private Property This Residence Stands As A Testament To Sophisticated Design And Timeless Elegance. This Custom-built Residence Is Poised On A Lush, Wooded Lot, Offering A Serene Backdrop That Feels Worlds Away While Remaining Moment...
CONTINGENT Enjoy Effortless Living In This Beautiful 4br/4.1ba Home Offering A Sought-after First-floor Primary Suite And Spectacular Ravine Views. Thoughtfully Designed With Spacious Living Areas And Abundant Natural Light, This Home Combines Timeless Elega...
CONTINGENT Nestled On A Picturesque Tree-lined Street In Sought-after East Highland Park, This Beautifully Updated 4-bedroom, 2.1-bath Home Seamlessly Blends Timeless Character With Today's Modern Conveniences. The Heart Of The Home Is A Stunning Chef's Kitc...
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...
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 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...
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 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...
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...
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 13th, 2026 at 1:16pm CDT.
