East Highland Park Homes for Sale

Exquisite Custom-Built Georgian home in East Highland Park - Nestled on 2+ picturesque acres above the shores of Lake Michigan, this home is a timeless masterpiece. Julius Rosenwald commissioned Arthur Heun to design this residence on the bluffs overlooking Lake Michigan. Set down a private drive on Sheridan Road on over an acre of table land, one of the original Rosenwald Estate homes offers

Jacquie Lewis Compass

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

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

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

Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just steps from the pristine shores of Lake Michigan. This unique property, once called the Cornelius Field House, features a beautifully restored main house, a charming gardener's cottage, and a spacious coach house (160 Park Ave), each exuding timeless elegance and character. The main

Lisa Rome 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

Bright and spacious 2-bedroom, 2-bathroom southwest corner unit in a prime downtown Highland Park location. Situated in a well-maintained elevator building with an outdoor pool and indoor garage parking, this freshly painted condo features brand-new flooring throughout and a thoughtfully designed layout. The light-filled living room opens to a large private balcony, perfect for relaxing or

Susan Brown Burklin @properties Christie's International Real Estate

Modern 3-Bedroom Townhouse with Private Elevator and Walk-to-Town Location. This beautiful 3-bedroom, 3.1-bathroom townhouse offers the perfect blend of contemporary design and everyday convenience-all within walking distance to town. With hardwood floors throughout, abundant natural light, and sleek finishes, this home is designed for modern living. The ground level features a private guest

Carol Gooze @properties Christie's International Real Estate

Move right in and expand your wings in this almost 5,000 square foot home plus over 2,000 additional square feet in the basement. Most of this home has been tastefully updated, including, kitchen and baths. Lots of fabulous architectural detail in this home: barrel ceilings, built-ins, stoned wall, lots of windows and 10 foot ceilings on the 1st floor. Magnificent kitchen with island,

Ted Pickus @properties Christie's International Real Estate

Welcome to this bright, open, spacious condo in the heart of downtown Highland Park. This 62+ building offers comfortable common areas and great neighbors, plus easy access to adjacent Sunset Woods Park, plus the shops & transportation in downtown. This is a very well-maintained condo with 2 good sized bedrooms and 2 full baths. Primary bed features an en-suite bathroom. Primary bath has a

Carolyn Cerf @properties Christie's International Real Estate

Great unit. Great Location. Great building... Just steps away from shops, restaurants, trains and all the best Highland Park has to offer. In unit washer and dryer. New Appliances . All mechanicals regularly serviced & replaced when necessary for 30years. Two (2) Exterior parking spaces included! Strong association. New roof. Special assessment paid by Seller. Conventional loans approved in

Bill Bommarito Norshore Realty, LLC.

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

Rarely available sophisticated and elegant updated luxury townhome with 3 bedrooms plus loft, 2 full and 2 half bathrooms, and a custom wood paneled elevator if you don't want to walk the stairs, in coveted Laurel Court Association. Maintenance free living at it's finest...feels like a house! Premium front entry location and spectacular view of the beautifully landscaped common area courtyard.

Claire Pekin Compass

Location, Location, Location... East Highland Park, Ravinia. Rare Opportunity - This listing is the first time this coveted .43 acre property has been available in almost 70 years. This attractive property boasts a charming 4 bedroom Spanish style home with clay tile roof and also, uniquely, has a super rare, large 2 story, 5-6 car garage / Coach house located in the rear of the property - just

Teresa Licari Teresa Licari, Broker

Stunning Howard Van Doren Shaw English Arts and Crafts home on over an acre of magnificently landscaped property, one and a half blocks from Lake Michigan. Fine architectural detailing throughout, including the 2017 renovated kitchen completed with a butler's pantry and a coffee bar. Wonderful coach house with 4 garage bays, a full 2-bedroom in-law suite, or a fully functioning office,

Maxine Goldberg Engel & Voelkers Chicago North Shore

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

Exquisite North Shore Penthouse: The Ultimate Luxury Retreat for the Discerning Executive and Empty Nester! Experience the pinnacle of sophisticated living in this stunning penthouse, one of the most exceptional residences on the North Shore. Designed for those who appreciate quality and detail, this remarkable home features custom high-end finishes that truly must be seen to be fully

Brad Blumenthal Compass

NO CALLS. Read all information below for qualifying criteria. There is a very specific income range required to be eligible for this unit. All buyers must attend the required virtual info session on August 5 before beginning the pre-qualification process. This condo is part of an affordable housing program and is not sold through a traditional process. Buyer must qualify through Community

Shari Saratovsky Diplomat Realty, Inc.

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THIS 1ST FLOOR MASTER, ASTORIA, FEATURES LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN

John Barry Mc Naughton Realty Group

Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of

Shari Saratovsky Diplomat Realty, Inc.