| $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 |
No Showings Until Saturday September 19th, 2026. Rare Opportunity On Coveted Waverly Road In East Highland Park, Directly Across From Lake Michigan. Set On Approximately 1.3 Acres, This Stately 1933 Brick And Limestone Estate Combines An Except...
Privately Set Behind A Gated Entrance On Over 1.3 Professionally Landscaped Acres, This Exceptional Highland Park Stone And Brick Estate Offers Approximately 9,600 Square Feet Of Beautifully Appointed Living Space, An Attached Four-car Heated Gara...
Completely Rebuilt And Reimagined In 2021, This Stunning 5-bedroom, 4-bath Home Offers An Exceptional Open-concept Floor Plan With High-end Finishes Throughout. Every Major Component Including The Roof, Windows, Plumbing, Mechanicals, Flooring, Ca...
CONTINGENT Dramatic Architecture In A Prime East Location! This Stunning Contemporary With A Main Floor Primary Suite Sits On A Gorgeous, Professionally Landscaped Parcel Of Close To An Acre With Sweeping Ravine Views. Set Far Back From The Street, Offering ...
CONTINGENT Impressive Price Improvement!!!the Epitome Of Luxurious One-level Living. Set On A Magnificent 3+ Acre Parcel In An Exclusive Private Enclave, This Extraordinary Property Is Surrounded On Three Sides By The Heller Nature Preserve, Offering 97 Acr...
Introducing The Lincoln Collection - An Exclusive Offering Of Nine New Construction Residences On The Former Lincoln School Site. Currently Under Construction And Available September 1, 2026. Perfectly Positioned On A Professionally Landscaped .31...
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...
Stunning Custom Contemporary On Coveted Double Lot In Highland Park Designed, Built And Meticulously Maintained By The Current Owners. This One-of-a-kind Home Sits On Over An Acre On A Beautiful Ravine On One Of Highland Park's Most Sought After S...
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 September 14th, 2026 at 9:45pm CDT.
