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Highland Park, IL Luxury Homes For Sale

Begin your search for a luxury home in Highland Park by exploring the listings featured below. For comprehensive information on a specific property, including additional photos and detailed specifications, please click on the listing. These properties are updated directly from the MLS throughout the day to ensure you have access to the most current information available. Should any luxury home capture your interest, we invite you to contact us to schedule a private viewing. We also recommend creating a free account to save your preferred listings and receive email notifications when new properties that meet your criteria become available on the market.

Search Highland Park Luxury Homes For Sale September 18, 2026
42
Listed
67
Avg. DOM
$396.73
Avg. $ / Sq.Ft.
$1,687,000
Med. List Price
Refine Results
42 Properties
Page 1 of 4
Open 9/19
931 Fairview Rd Highland Park, IL 60035
$1,000,000
39
931 Fairview Rd
Highland Park, IL 60035
 
4
Beds
4
Baths
0.33
Acres
MLS #: 12761179
Pending
1418 Waverly Rd Highland Park, IL 60035
$2,500,000
78
1418 Waverly Rd
Highland Park, IL 60035
 
5
Beds
4F31/2
Baths
5,467
Sq.Ft.
MLS #: 12757737
1008 Bob O Link Rd Highland Park, IL 60035
$3,350,000
58
1008 Bob O Link Rd
Highland Park, IL 60035
 
5
Beds
6F11/2
Baths
0.48
Acres
MLS #: 12756483
1630 Ridge Rd Highland Park, IL 60035
$2,799,000
46
1630 Ridge Rd
Highland Park, IL 60035
 
6
Beds
7F21/2
Baths
9,886
Sq.Ft.
MLS #: 12754915
723 Detamble Ave Highland Park, IL 60035
$1,195,000
32
723 Detamble Ave
Highland Park, IL 60035
 
3
Beds
2F11/2
Baths
2,951
Sq.Ft.
MLS #: 12751434
22 Lakeview Terrace Highland Park, IL 60035
$3,900,000
22 Lakeview Terrace
Highland Park, IL 60035
 
4
Beds
5F11/2
Baths
5,500
Sq.Ft.
MLS #: 12750752
Open 9/20
1745 Sundrop Circle Highland Park, IL 60035
$1,675,000
57
1745 Sundrop Circle
Highland Park, IL 60035
 
5
Beds
6F31/2
Baths
5,339
Sq.Ft.
MLS #: 12746465
89 Cary Ave Highland Park, IL 60035
$2,500,000
36
89 Cary Ave
Highland Park, IL 60035
 
5
Beds
4
Baths
5,443
Sq.Ft.
MLS #: 12737545
Under Contract
165 Maple Ave Highland Park, IL 60035
$2,200,000
48
165 Maple Ave
Highland Park, IL 60035
 
4
Beds
3F11/2
Baths
4,322
Sq.Ft.
MLS #: 12735433
251 Oakland Dr Highland Park, IL 60035
$1,599,000
43
251 Oakland Dr
Highland Park, IL 60035
 
4
Beds
4F11/2
Baths
4,491
Sq.Ft.
MLS #: 12735318
1120 Ridgewood Dr Highland Park, IL 60035
$1,350,000
40
1120 Ridgewood Dr
Highland Park, IL 60035
 
4
Beds
3F11/2
Baths
2,300
Sq.Ft.
MLS #: 12730887
Pending
315 N Deere Park Dr Highland Park, IL 60035
$1,450,000
31
315 N Deere Park Dr
Highland Park, IL 60035
 
5
Beds
4F21/2
Baths
5,118
Sq.Ft.
MLS #: 12740788

Thinking about selling your home before you buy a luxury home in Highland Park, IL? We'll give you a free market analysis so you know what your place is worth, based on current market data. No strings attached.

Highland Park Real Estate Agents & Luxury Home Specialists

Ready to find the perfect luxury home in Highland Park? We're local real estate pros who live and breathe the Highland Park market, and we're excited to help you find your way. We've got the inside scoop on the best neighborhoods and can get you in for a showing. Shoot us a text or give us a call—let's get you into your dream home.

Keep Searching for a Luxury Home in the Chicago Suburbs

Can't find the right luxury home in Highland Park? Your search doesn't have to end here. Check out our directory below to explore more of Chicago's amazing suburbs and find the perfect luxury home for you.

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