182 Properties Available
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$1,675,000
Single Family Home
8 Heritage Drive, Highland Park, IL 60035
Construction is already underway on this spectacular, brand new ranch home in an established, maintenance-free subdivisi...
Listed by Michael Hagenson of New Era Chicago, LLC
$1,350,000
Single Family Home
1424 Glencoe Avenue, Highland Park, IL 60035
A Timeless Masterpiece in East Highland Park, nestled on one of the area's most coveted double lots, this opulent reside...
Listed by Maria Etling of Berkshire Hathaway HomeServices Chicago
$829,800
Single Family Home
137 Hiawatha Trail, Highland Park, IL 60035
Experience the perfect blend of comfort, style, and convenience in this impeccably renovated and thoughtfully expanded 4...
Listed by Melissa Newman of @properties Christie's International Real Estate
$3,000
Single Family Home
1309 Ridgewood Drive, Highland Park, IL 60035
This beautifully updated 2-bedroom, 2.5-bath home in the desirable north suburb of Chicago features an open and airy lay...
Listed by Carmen Paraison of RE/MAX Premier
$1,700,000
Single Family Home
3464 Old Mill Road, Highland Park, IL 60035
WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OV...
Listed by Kelly Ipjian of Exit Strategy Realty
$599,000
Single Family Home
1314 Saint Johns Avenue, Highland Park, IL 60035
Super charming Ravinia Colonial! So much new - see long list of improvements! Entering through the front door you are ...
Listed by Cory Albiani of @properties Christie's International Real Estate
$325,000
Condo
2086 St Johns Avenue #207, Highland Park, IL 60035
Grate looking condo in heart of Highland Park. Kitchen with granite counters, stainless steel appliances and beautiful c...
Listed by Alexander Salganik of Barr Agency, Inc
$448,000
Condo
1534 McDaniels Avenue #4B, Highland Park, IL 60035
Don't miss this rare opportunity to own a beautifully updated penthouse in desirable McDaniels Square. This light-filled...
Listed by Debbie Glickman of @properties Christie's International Real Estate
$4,500
Single Family Home
1644 McGovern Avenue, Highland Park, IL 60035
Rarely available 3 bedroom 3 bathroom home for rent 1 block to downtown Highland Park. Updated with open floor plan and...
Listed by Claire Pekin of Compass
$1,399,999
Single Family Home
1672 Huntington Lane, Highland Park, IL 60035
New Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living in this beautifully crafted s...
Listed by Ryan Cherney of Circle One Realty
$750,000
Single Family Home
1682 Cavell Avenue, Highland Park, IL 60035
Meticulously maintained Sherwood Forest Home! Stunning new updated white kitchen and floors. Sunny family room, adjace...
Listed by Lisa Schulkin of @properties Christie's International Real Estate
$3,095
Single Family Home
1850 Green Bay Road #333, Highland Park, IL 60035
One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experien...
Listed by Danielle Sittloh of eXp Realty, LLC
$1,900
Single Family Home
550 Vine Avenue #205, Highland Park, IL 60035
ADORABLE 2BDRM, 2 BATH UNIT NEAR TOWN. QUIET, SECURE BUILDING. CONVENIENT TO TRAIN, HIGHWAY, SCHOOLS AND SHOPPING. IN UN...
Listed by Ornit Mandell of Ornit Mandell
$1,098,000
Single Family Home
794 Dean Avenue, Highland Park, IL 60035
Welcome to this beautifully updated storybook home offering 6 bedrooms, 4.5 baths, and a prime location directly across ...
Listed by Debbie Glickman of @properties Christie's International Real Estate
$799,000
Single Family Home
3085 Centennial Lane, Highland Park, IL 60035
Welcome to your dream home! This stunning residence boasts nearly 4,000 sq ft above ground living space and sits on a be...
Listed by Elise Dayan of @properties Christie's International Real Estate
$569,700
Single Family Home
1850 Garland Avenue, Highland Park, IL 60035
Nestled in the sought-after Sherwood Forest neighborhood, this beloved home awaits its next chapter. Perfect for those l...
Listed by Neil Gates of Chase Real Estate LLC
$465,000
Single Family Home
1552 Mccraren Road, Highland Park, IL 60035
Come make this home your own before it's too late. Welcome home to this sunny, bright, and totally renovated Cape Cod in...
Listed by Joe Tyler Gerber of Compass
$299,000
Condo
2020 St Johns Avenue #507, Highland Park, IL 60035
This 2-bedroom, 2-bath penthouse in downtown Highland Park offers a light-filled, west-facing 5th-floor view with floor-...
Listed by Catherine Riddle of Compass
$229,000
Condo
391 Park Avenue #102, Highland Park, IL 60035
LOCATION! LOCATION! LOCATION! SPACIOUS 1ST FLOOR 2 BEDROOMS CONDO IN PRIME DOWNTOWN HIGHLAND PARK LOCATION. SHORT WALKIN...
Listed by Oksana Melnychyn of Cambridge Realty LLC
$1,145,000
Single Family Home
780 Highland Place, Highland Park, IL 60035
This Spacious 2-Story Home with a Great Mid Century Vibe, is in a Highly Desirable Ravinia Neighborhood with Sidewalks, ...
Listed by Janet Borden of Compass
$465,000
Single Family Home
1703 Beverly Place, Highland Park, IL 60035
Welcome to 1703 Beverly Pl, a charming move in ready brick ranch located in the highly desired Sunset Park area and just...
Listed by Benjamin Lissner of Baird & Warner
$412,500
Single Family Home
661 Homewood Avenue, Highland Park, IL 60035
This charming bungalow sits on a huge lot in a fabulous location & lives larger than it appears! Step through a new door...
Listed by Alicja Skibicki of Baird & Warner
$399,000
Single Family Home
3107 Dato Avenue, Highland Park, IL 60035
PRIME RENOVATION OPPORTUNITY IN SOUGHT-AFTER LOCATION Exceptional opportunity for builders and investors to acquire a s...
Listed by Mark Nesci of Baird & Warner
$695,000
Condo
950 Augusta Way #209, Highland Park, IL 60035
Experience the perfect blend of luxury, space, and serenity in this spectacular 3-bedroom, 2.5-bath condo offering over ...
Listed by Lisa Rome of Jameson Sotheby's International Realty