Searching for your perfect single-family home in Highland Park? You’ve come to the right place. Our advanced search directly connects to the MRED (Midwest Real Estate Data), bringing you the most up-to-date listings of detached houses throughout this desirable North Shore community.
Explore our listings to find details on lot size, architectural style, and specific neighborhood amenities to guide your search.
Listings are subject to the Fair Housing Act and MRED rules.
$5,995,000
5 Beds 7 Baths 9,000 SqFt
55 Prospect AVE, Highland Park, IL 60035
Listed by Carrie McCormick of @properties Christie's International Real Estate
$449,900
3 Beds 2 Baths 1,850 SqFt
1039 Deerfield PL #1039, Highland Park, IL 60035
Listed by Sohail Salahuddin of eXp Realty
$585,900
3 Beds 3 Baths 0.38 Acres Lot
602 Old Elm RD, Highland Park, IL 60035
Listed by Margie Brooks of Baird & Warner
$975,000
4 Beds 3.5 Baths 5,283 SqFt
1194 Oxford CT, Highland Park, IL 60035
Listed by Alan Meyerowitz of @properties Christie's International Real Estate
$625,000
4 Beds 3 Baths 2,807 SqFt
1667 Sunnyside AVE, Highland Park, IL 60035
Listed by Stephanie Hofman of @properties Christie's International Real Estate
$485,000
2 Beds 1.5 Baths 1,022 SqFt
500 Lincoln AVE, Highland Park, IL 60035
Listed by Izabela Dianovsky of Jameson Sotheby's International Realty
$642,000
5 Beds 2 Baths 2,220 SqFt
2936 Warbler PL, Highland Park, IL 60035
Listed by Marta Lazic of Redfin Corporation
$835,000
4 Beds 2.5 Baths 2,477 SqFt
1812 Sherwood RD, Highland Park, IL 60035
Listed by Patricia Denenberg of @properties Christie's International Real Estate
$875,000
4 Beds 3.5 Baths 3,936 SqFt
49 Red Oak LN, Highland Park, IL 60035
Listed by Lyn Wise of @properties Christie's International Real Estate
$8,750,000
5 Beds 7.5 Baths 9,749 SqFt
55 S Deere Park DR, Highland Park, IL 60035
Listed by Erin Smith of @properties Christie's International Real Estate
$799,000
3 Beds 2.5 Baths 2,517 SqFt
653 Blackstone PL, Highland Park, IL 60035
Listed by Cory Albiani of @properties Christie's International Real Estate
$649,999
3 Beds 2 Baths 2,286 SqFt
1429 Ferndale AVE, Highland Park, IL 60035
Listed by Margie Brooks of Baird & Warner
$1,850,000
4 Beds 4 Baths 4,249 SqFt
890 Windsor RD, Highland Park, IL 60035
Listed by Carol DeGrazia Santi of Coldwell Banker Realty
$1,450,000
5 Beds 4.5 Baths 5,122 SqFt
514 Hill ST, Highland Park, IL 60035
Listed by Janice Rizzo of Berkshire Hathaway HomeServices Chicago
$725,000
4 Beds 3.5 Baths 3,675 SqFt
572 Vine AVE, Highland Park, IL 60035
Listed by Carly Jones of Engel & Voelkers Chicago North Shore
$449,000
3 Beds 2 Baths 1,623 SqFt
1247 Cavell AVE, Highland Park, IL 60035
Listed by Angelina Morrone of @properties Christie's International Real Estate
$1,795,000
6 Beds 5.5 Baths 4,731 SqFt
2291 Hybernia DR, Highland Park, IL 60035
Listed by Marla Fox of Compass
$1,149,000
2 Beds 2.5 Baths 3,305 SqFt
1670 Jasmine CT, Highland Park, IL 60035
Listed by Pete Mangione of Coldwell Banker Realty
$1,095,000
5 Beds 3.5 Baths 4,201 SqFt
780 Highland PL, Highland Park, IL 60035
Listed by Janet Borden of Compass
$499,000
4 Beds 2.5 Baths 1,981 SqFt
626 Barberry RD, Highland Park, IL 60035
Listed by Sonia Munwes Cohen of Coldwell Banker Realty
$479,000
4 Beds 3 Baths 2,895 SqFt
1012 Windsor RD, Highland Park, IL 60035
Listed by Honore Frumentino of @properties Christie's International Real Estate
$1,590,000
6 Beds 5.5 Baths 5,900 SqFt
2005 Keats LN, Highland Park, IL 60035
Listed by Daniel Cartalucca of Coldwell Banker Realty
$765,000
4 Beds 2.5 Baths 2,522 SqFt
1239 Cambridge CT, Highland Park, IL 60035
Listed by Becky Dolin of @properties Christie's International Real Estate
$699,500
4 Beds 1.5 Baths 2,350 SqFt
847 Marion AVE, Highland Park, IL 60035
Listed by Sharon Kay Rizzo of Compass
Interested in buying a home in Chicago but need professional help to find the best deals in the market? We can help!
A single-family home here in Highland Park gives you two prized assets: elbow room and privacy.
Generous North Shore lots add space for gardens, sports nets, or summer parties, while mature trees keep street noise down.
Inside, you control every upgrade—finish the basement, bump out the kitchen, or add a screened porch without a condo board vote. Architectural variety is another draw: classic Tudors, brick Colonials, Prairie influences in Ravinia, and glass-walled contemporaries closer to Lake Michigan all sit side by side.
Many come with attached garages and long driveways and all keep you close to parks, trail access, and downtown dining.
The market for single-family homes in Highland Park during 2025 is characterized by significant price growth and homes selling at a steady pace. This indicates robust buyer demand for properties in the area. While there has been a slight uptick in new listings within the broader Lake County, overall inventory in desirable communities like Highland Park remains competitive, meaning well-priced and attractive homes are likely to sell quickly.
Lake County’s levy is on the high side for Illinois. Your bill is tied to the assessor’s value and each local taxing body’s rate, so request the latest tax record before finalizing a budget.
Think sand and concerts—public Lake Michigan beaches, summer nights at Ravinia, a downtown you can stroll, miles of forest-preserve bike paths, plus festivals and parades that fill the local calendar.
Well-priced homes east of Green Bay Road or in top school zones often spark two or more bids the first weekend. Arrive with pre-approval in hand and flexibility on closing or minor repairs to stay in the running.
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