Highland Park, IL Homes for Sale with Acreage

Prepare to be IMPRESSED by this stunning, fully updated home ( MANY SINCE LAST LISTED: windows, driveway, landscaping, fence) in highly sought-after High Ridge. This spacious residence offers exceptional style, comfort, and functionality-perfect for both everyday living and entertaining. The main level features a brand-new kitchen, an oversized great room, a generous dining room, and a bright

Ted Pickus @properties Christie's International Real Estate

Welcome to 55 Prospect Avenue-where every day feels like a seaside escape. Perfectly sited on 1.5 acres with an extraordinary 175 feet of private Lake Michigan beachfront, this coastal-inspired estate offers a rare blend of architectural elegance, resort-style living, and timeless design. Evoking the relaxed sophistication of the Hamptons, this is Highland Park's crown jewel. Designed and built

Carrie McCormick @properties Christie's International Real Estate

1144 Green Bay Road is a unique and unparalleled French Country estate originally built in 1937 by prominent architect, William Mann and meticulously restored in 1996 to resemble a French chateau. The exterior of the home was built with limestone and concrete base, and the interior was designed with steel supports and steel girder throughout, with most interior walls of plaster. Situated on 1.37

Melissa Lipschultz Baird & Warner

This extraordinary lakefront residence is the ultimate blend of luxury, comfort, breathtaking views and private beach. This sophisticated contemporary home boasts 9,749 square feet above-grade and an additional 4,434 square feet of finished lower-level space, all of which has been thoughtfully redesigned during a comprehensive renovation from 2006 to 2008. Every aspect of this dream property was

Erin Smith @properties Christie's International Real Estate

WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OVER AN ACRE OF A SERENE, PRIVATE, TREE-FILLED LANDSCAPE IN COVETED HIGHLAND PARK. WITH OVER 9,000 SQUARE FEET OF LIVABLE SPACE, THIS RESIDENCE OFFERS A ONE-OF-A-KIND LIVING EXPERIENCE WHERE MODERN FUNCTIONALITY MEETS TIMELESS ARCHITECTURAL BEAUTY. FROM THE MOMENT YOU ENTER,

Kelly Ipjian Exit Strategy Realty

Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

Patrick Milhaupt Jameson Sotheby's International Realty

Magnificent stone and brick masterpiece that rests on just under a spectacularly landscaped 1.5 acres. This elegant home lives like a ranch and was designed for entertaining from the inside out. First floor Master suite complete with sitting room, fireplace, wet bar, large WIC, spacious bath with double sinks, steam shower, granite counters and gorgeous views of the prairie. The newly remodeled

Kim Kelley Baird & Warner