East Highland Park Homes for Sale

A Nagle Hartray-designed architectural showstopper, this unique and meticulously upgraded residence sits on a lushly landscaped acre near Rosewood Beach and Ravinia. Newly enhanced with bespoke updates that blend timeless design with modern refinement, this home is a study in elegance, comfort, and effortless luxury. At its heart, the soaring two-story living room, crowned by a barrel ceiling and

Janice Corley RE/MAX Premier

Discover this enchanting 6-bedroom, 4.5-bathroom retreat nestled on a wooded lot in southeast Highland Park, backing up to a forested ravine. Just seven houses from a private Lake Michigan beach, residents enjoy exclusive shoreline access. The home's location is unbeatable - steps from the iconic Ravinia Festival and minutes from downtown Ravinia, Steep Ravine Brewing Co., the Chicago Botanic

William Platt 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

Incredible townhouse close to downtown Highland Park. Built in 2006, this home offers four bedrooms and three and one half bathrooms with a first floor primary suite. The living room boasts 15 feet cathedral ceilings and a fireplace with gas logs. The dining room is combined with the living room and flows into the kitchen. The spacious kitchen offers maple cabinets, granite counter, stainless

Carly Jones Engel & Voelkers Chicago North Shore

Two Homes for the price of One in East Highland Park. An incredible opportunity awaits in East Highland Park. Two charming homes on one property. Perfectly located near top-rated schools, the lake, downtown, and the train. Main home: Classic 2 story farmhouse(1896)with timeless character. 3 bedrooms on 2nd floor plus 1st floor bedroom/library. 3 full bathrooms. Spacious dining room with

Joe Giampa Coldwell Banker Realty

Ready now!! Luxury Fulton Development condo residence. Magnificent high-end finishes in this 3 bedroom, 2 1/2 bath condo in a convenient in-town location. Discover unparalleled living in this newer boutique condo in the heart of downtown Highland Park, boasting high-end appliances and high-end finishes. This residence epitomizes modern elegance, comfort, and easy living. Unit 205 is an end

Maxine Goldberg Engel & Voelkers Chicago North Shore

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 stunning remodeled townhouse in downtown Highland Park is full of upgrades and style. Hardwood floors and wooden plantation shutters run throughout, creating a warm, inviting atmosphere. The expanded eat-in kitchen features upscale stainless steel appliances, under-counter lighting, warming drawer, refrigerator drawer, and a spacious island, perfect for cooking and entertaining. The bright,

Margie Brooks Baird & Warner

This enchanting 1923 Home seamlessly blends vintage charm with modern convenience. The inviting front porch leads to a warm and welcoming interior. The Living Room is anchored by a classic gas starter/log fireplace, custom wood-paneled walls and built-in bookcases offering both character and functionality. The bright, white Kitchen, quartz countertops, remodeled in 2024, boasts stainless steel

Pam Devendorf Coldwell Banker Realty

WELCOME TO YOUR DREAM HOME IN DESIRABLE EAST HIGHLAND PARK! Nothing to do but to move in and enjoy! Meticulously rehabbed in 2024, this beautiful modern home offers an open floor plan, new white oak hardwood floors throughout, new windows, doors, all bathrooms. The kitchen features a new island with Quartz countertops, new cabinets & stainless-steel appliances. Upstairs: the primary bedroom, two

Galina Iklov RE/MAX United

Expanded & unique east Highland Park ranch exuding elegance, charm and amazing living space in an exceptional location near Ravinia, Chicago's Botanic Gardens & Lake Michigan. The welcoming foyer is graciously sized and acts as the heart of the home providing access to all the extraordinary open & flowing living spaces contained within. The sun-drenched & ample atrium addition impresses all with

Patricia Denenberg @properties Christie's International Real Estate

RARELY AVAILABLE SPACIOUS 1ST FLOOR 2 BEDROOM CONDO NEAR LAKE MICHIGAN, DOWNTOWN HIGHLAND PARK, TRAIN STATION, EXPRESSWAYS, SHOPPING AND RESTAURANTS!! NEWER KITCHEN CABINETS, UPDATED BATHROOM, REFINISHED HARDWOOD FLOOR , FRESHLY PAINTED THRUGHOUT, BRAND NEW STAINLESS STEEL APPLIANCES AND MORE!!! ONE LEVEL GROUND FLOOR LOCATION MAKE LIVING HERE COMFORTABLE AND ENJOYABLE. OFFERED FOR SALE IN

Igor Gerenrot Barr Agency, Inc

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

Proud to introduce an opportunity to develop a 36,438 SF mixed-use development site. Currently consisting of 4 parcels, the site has not been offered for sale in generations. This is a prime opportunity to develop an iconic property next to downtown Highwood IL. Currently in Highland Park, the property borders Highwood. 2 parcels on Temple Ave consisting of 21,902 SF, have favorable zoning in the

Brandon Kurdziel United Real Estate-Chicago

EAST HIGHLAND PARK BUILDABLE LOT 52 X 183 (9,583 sf).MAX F.A.R=35.83; BONUS F.A.R.=38.83; MAX FLOOR AREA (SF) =3,433; MAX W/BONUS F.AR. = 3,721. CLOSE TO SHOPS, RESTAURANTS, SCHOOLS, METRA AND WONDERFUL LAKE MICHIGAN.

Carol Santi Coldwell Banker Realty

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.