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

This absolutely stunning and sensational Masterpiece sits on 1.38 acres! 7893 sq ft of pure perfection! 5 Bedrooms and 6.5 baths. The grand entry foyer will put you in awe! Every inch of this home is quality! The kitchen is incredibly updated with glorious counter tops and brilliant fixtures. Dream Grand master suite with luxury bath, fireplace, tall ceilings and private deck. The delightfully

Maureen O'Grady-Tuohy Berkshire Hathaway HomeServices Chicago

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 streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

Linda Levin Jameson Sotheby's Intl Realty

Rare opportunity to own this beautiful lakefront home on almost 4 acres w/ 300' of Lake Michigan shoreline on coveted Mayflower Road. Located down a tree-lined driveway at the end of a private lane, this stately brick home was built in 1914 and features 7 bedrooms, 6.1 bathrooms, 6 fireplaces, original millwork, high ceilings, a gourmet kitchen, an elevator, a newer slate roof, and wonderful

Ann Lyon @properties Christie's International Real Estate

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

This sprawling Tudor style estate is nestled on nearly 10 enchanting acres. Fully fenced, this amazing property borders a public prairie reserve that has been restored to and beyond the historic Jens Jensen design. The grounds are the design pallet that has created award winning gardens across the entire North-Shore and Wisconsin. Featuring a butterfly garden, an organic potager garden, orchard,

Donna Mancuso Jameson Sotheby's International Realty

First time on the market with only one owner having lived here, you'll find a 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

Kim Kelley Baird & Warner

Set on a pristine 3 acre parcel in the prestigious enclave of Lake Forest, this magnificent 10,300 square foot estate epitomizes luxury living at its finest. This home has been designed with timeless elegance and modern sophistication, this architectural masterpiece offers unparalleled craftsmanship. Step though the double doors into the breathtaking two-story foyer that sets the tone for this

Joe Biewer Baird & Warner

Welcome to 2005 Keats Lane! Tucked away on a serene, quiet lane lined with towering trees and dappled sunlight, this expansive home sits on nearly a full acre of land. Located in sought-after Highland Park, within the award winning Wayne Thomas and Deerfield school districts, this home offers the perfect balance of original and new. Lovingly maintained and impeccably remodeled from top to bottom,

Daniel Cartalucca Coldwell Banker Realty

Masterfully reenvisioned by Eugene Martin ,AIA, this magnificent property is now available.Comprising 5600 sq ft, this five bedroom,six bath residence holds a commanding location overlooking natural woods, ravine and stream on sought after Mayflower Rd. This home features high ceilings,grand room sizes, and bespoke finishes throughout. New kitcen, baths,electric., plumbing and roof during the

Scott Lackie Compass

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

The value is in the land! This exceptional 1.82-acre parcel offers an unparalleled opportunity to build your dream home in coveted East Lake Forest. Located on a picturesque street surrounded by impressive estates, this lot is the perfect setting for new construction. Currently, a 4-bedroom, 2.1-bathroom split-level home sits on the property, but the real value lies in the land itself. Fabulous

Lisa Trace @properties Christie's International Real Estate

Introducing a newly built lakefront estate, Rockland, a rare gem on the shores of Lake Michigan. This property boasts a private white sand beach and a fully equipped beach house. Access the secluded beach via steps or a funicular. Nestled in a serene setting this gated Estate offers a smart home.Built in 2020, the home epitomizes comfort and elegance across three levels of living space. Enjoy

Houda Chedid Compass

List price is lower than the assessed value so the taxes should go down for the new owner. Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 7600 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts

Janet Borden Compass