168 Properties Available
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$1,850,000
Single Family Home
890 Windsor Road, Highland Park, IL 60035
Nestled on nearly an acre at the end of a quiet cul-de-sac, this secluded and romantic mini-estate offers luxurious one-...
Listed by Carol DeGrazia Santi of Coldwell Banker Realty
$1,590,000
Single Family Home
2005 Keats Lane, Highland Park, IL 60035
Welcome to 2005 Keats Lane! Tucked away on a serene, quiet lane lined with towering trees and dappled sunlight, this exp...
Listed by Daniel Cartalucca of Coldwell Banker Realty
$660,000
Single Family Home
602 Old Elm Road, Highland Park, IL 60035
Nestled in the heart of a serene neighborhood in Highland Park on phenomenal property, this 3 bedroom, 3 bathroom ranch ...
Listed by Margie Brooks of Baird & Warner
$1,450,000
Single Family Home
514 Hill Street, Highland Park, IL 60035
Welcome to this beautifully designed custom built home with over 5,000 square feet of expansive living space in pristine...
Listed by Janice Rizzo of Berkshire Hathaway HomeServices Chicago
$349,000
Condo
1220 Park W Avenue #123, Highland Park, IL 60035
Rarely available recently renovated 3 bedroom 2 bathroom condo located on the second floor in Brookes Estates. This upda...
Listed by Claire Pekin of Compass
$250,000
Condo
2086 Saint Johns Avenue #306, Highland Park, IL 60035
Over 1,500 square feet with 2 bedrooms and 2 full baths. Great open living space with fireplace and balcony. Ensuite pri...
Listed by Ted Pickus of @properties Christie's International Real Estate
$190,000
Condo
1950 Sheridan Road #105, Highland Park, IL 60035
NO CALLS. All buyers must attend the required July 8th virtual info session before beginning the pre-qualification proce...
Listed by Shari Saratovsky of Diplomat Realty, Inc.
$725,000
Single Family Home, Townhouse
572 Vine Avenue, Highland Park, IL 60035
Incredible townhouse close to downtown Highland Park. Built in 2006, this home offers four bedrooms and three and one ha...
Listed by Carly Jones of Engel & Voelkers Chicago North Shore
$449,000
Single Family Home
1247 Cavell Avenue, Highland Park, IL 60035
Charming Mid Century Bi-level home on 1/4 acre in sought after Sherwood Forest area. This well maintained home has orig...
Listed by Angelina Morrone of @properties Christie's International Real Estate
$2,275
Single Family Home
1230 Park Avenue #211, Highland Park, IL 60035
Stunning and fully remodeled 1 Bed, 1 Bath main floor unit in the pristine Brooke Estates of Highland Park.This complex ...
Listed by Christopher Hoelz of RE/MAX Plaza
$1,795,000
Single Family Home
2291 Hybernia Drive, Highland Park, IL 60035
Walk into this fabulous turnkey extraordinary home set in a private sanctuary in desirable Hybernia. This fully renovate...
Listed by Marla Fox of Compass
$1,149,000
Single Family Home
1670 Jasmine Court, Highland Park, IL 60035
Enjoy maintenance-free living in this expansive 3,300 square-foot ranch nestled among serene woods and a picturesque pon...
Listed by Pete Mangione of Coldwell Banker Realty
$1,095,000
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
$479,000
Single Family Home
1012 Windsor Road, Highland Park, IL 60035
We challenge you to find a better value for the money in the Highland Park, Deerfield market! Over 2500 sq Ft with a stu...
Listed by Honore Frumentino of @properties Christie's International Real Estate
$765,000
Single Family Home
1239 Cambridge Court, Highland Park, IL 60035
Welcome to this light filled 4 / 2.1 Mid-Century Modern Multi-Level home in the Highlands. The open Foyer greets you wit...
Listed by Becky Dolin of @properties Christie's International Real Estate
$719,000
Single Family Home
847 Marion Avenue, Highland Park, IL 60035
Lovely and completely updated home nestled in the highly sought-after Braeside community and located on one of Highland ...
Listed by Sharon Kay Rizzo of Compass
$699,000
Single Family Home
32 Valley Road, Highland Park, IL 60035
Charming Highland Park Home in the Sought-After Braeside School District! Welcome to this beautifully updated 3-bedroom...
Listed by Courtney Cook of @properties Christie's International Real Estate
$1,050,000
Townhouse
861 Laurel Avenue, Highland Park, IL 60035
Rarely available sophisticated and elegant updated luxury townhome with 3 bedrooms plus loft, 2 full and 2 half bathroom...
Listed by Claire Pekin of Compass
$498,000
Single Family Home
864 Sumac Road, Highland Park, IL 60035
Listed way below Average Estimation, this 4 bedroom, 2.5 bathroom brick ranch home has an open floor plan, high vaulted ...
Listed by Leonid Shumyatskiy of Barr Agency, Inc
$1,749,000
Single Family Home
1816 Rosemary Road, Highland Park, IL 60035
Move right in to this immaculate 5 bedroom, 4.5-bath new construction home that blends luxury, comfort, and functionalit...
Listed by Scott Ottenheimer of Baird & Warner
$1,499,999
Single Family Home
3507 Bradley Court, Highland Park, IL 60035
Where generations come together - and memories are made. Discover the perfect blend of space, comfort and connection in ...
Listed by Suzie Hempstead of Berkshire Hathaway HomeServices Chicago
$4,850
Single Family Home
1475 Deerfield Place, Highland Park, IL 60035
Beautifully updated home on a corner lot in amazing Highland Park location. Walk in to a light filled and spacious floor...
Listed by Kaylin Goldstein of @properties Christie's International Real Estate
$3,871
Single Family Home
1850 Green Bay Road #213, 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
$659,000
Single Family Home
611 Hillside Drive, Highland Park, IL 60035
This custom-designed, one-owner Mid-century modern home is situated on a beautiful, quiet street. The living room and fa...
Listed by Maxine Goldberg of Engel & Voelkers Chicago North Shore