Waterfront Homes for Sale in Highland Park, IL

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 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

Enjoy maintenance-free living in this expansive 3,300 square-foot ranch nestled among serene woods and a picturesque pond. Stunning views greet you from every window. The home features a luxurious primary suite with two oversized walk-in closets, two separate toilet rooms, and a glamorous en-suite bath complete with dual vanities, and walk-in shower. The inviting great room boasts a cozy

Pete Mangione Coldwell Banker Realty

New and improved price! Welcome to Legacy Club - Highland Park's premier maintenance-free community. Built in 2001, this impeccably maintained brick home delivers 3,684 sq. ft. of thoughtfully designed living space. There is a bright, open-concept family room with fireplace, perfect for entertaining (or not) looking over the serene deck with meadow and wooded views. Main-floor primary bedroom

Michael Hope Coldwell Banker 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

This remarkable home is set on a private lane with 1 1/2 acres of land and private beach. This is a one-of-a-kind property! The sprawling lawn with lovely pool leads to a bluff overlooking the lake and the glorious lakefront. The private beach is spectacular. This home is designed to take advantage of stunning views in every direction. Large gracious rooms throughout home, with almost all rooms

Sally Mabadi Compass

Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

Ted Pickus @properties Christie's International Real Estate