Homes for Sale in Highland Park IL

Find your dream home in Highland Park, IL with the help of highly rated luxury real estate professional Jena Radnay.

Highland Park, IL offers a sophisticated and vibrant living experience in one of the most desirable suburbs on Chicago's North Shore. Nestled along the shores of Lake Michigan, Highland Park is renowned for its stunning lakefront properties, picturesque parks, and a thriving arts and cultural scene. The community exudes an upscale and welcoming atmosphere, with beautifully manicured neighborhoods and tree-lined streets. Residents of Highland Park enjoy access to pristine beaches, scenic trails, and an array of recreational activities. The city also boasts a dynamic downtown area filled with boutique shops, gourmet restaurants, and a vibrant arts district. With its top-rated schools, excellent healthcare facilities, and proximity to Chicago, Highland Park provides an exceptional quality of life for individuals and families seeking a blend of suburban charm and urban convenience.

Search Highland Park Homes for Sale

Price

Living Area

$5,650,000

55 Prospect Avenue, Highland Park, IL 60035

5 Beds 8 Baths 9,000 Sq.Ft.

$5,250,000

55 Prospect Avenue, Highland Park, IL 60035

5 Beds 8 Baths 9,000 Sq.Ft.

$999,000

1251 Hilary Lane, Highland Park, IL 60035

4 Beds 5 Baths 3,975 Sq.Ft.

MLS #: 09814087

$14,855,000

2700 Point Lane, Highland Park, IL 60035

9 Beds 19 Baths 32,683 Sq.Ft.

MLS #: 11945740

$4,999,999

180 Central Avenue, Highland Park, IL 60035

5 Beds 9 Baths 6,973 Sq.Ft.

MLS #: 11982403

$3,850,000

86 Prospect Avenue, Highland Park, IL 60035

7 Beds 12 Baths 10,025 Sq.Ft.

MLS #: 12051686

$3,820,000

1950 Sheridan Road Unit: 404, Highland Park, IL 60035

3 Beds 5 Baths 4,464 Sq.Ft.

MLS #: 12022553

$3,600,000

41 S Deere Park Drive, Highland Park, IL 60035

8 Beds 8 Baths 10,000 Sq.Ft.

MLS #: 11934536

$3,500,000

493 Hazel Avenue, Highland Park, IL 60035

6 Beds 7 Baths 7,640 Sq.Ft.

MLS #: 12032315

$2,850,000

460 Beech Street, Highland Park, IL 60035

4 Beds 6 Baths 5,102 Sq.Ft.

MLS #: 11921389

$2,800,000

22 Lakeview Terrace, Highland Park, IL 60035

4 Beds 4 Baths 3,267 Sq.Ft.

MLS #: 11971960

$2,650,000

824 Moseley Road, Highland Park, IL 60035

4 Beds 7 Baths 9,321 Sq.Ft.

MLS #: 12003164

$2,500,000

240 Whistler Road Unit: 1E, Highland Park, IL 60035

5 Beds 6 Baths 6,989 Sq.Ft.

MLS #: 12019948

$2,499,000

111 Cary Avenue, Highland Park, IL 60035

6 Beds 6 Baths 7,900 Sq.Ft.

MLS #: 12029844

$2,350,000

96 Ronan Road, Highwood, IL 60040

3 Beds 4 Baths 6,000 Sq.Ft.

MLS #: 12031590

$2,325,000

124 LAKEWOOD Place, Highland Park, IL 60035

5 Beds 6 Baths 7,200 Sq.Ft.

MLS #: 11926077

$2,300,000

2126 1st Street, Highland Park, IL 60035

MLS #: 11976010

$2,295,000

368 N Deere Park Drive E, Highland Park, IL 60035

6 Beds 7 Baths 6,449 Sq.Ft.

MLS #: 11984987

$1,999,000

375 Vine Avenue, Highland Park, IL 60035

5 Beds 7 Baths 4,195 Sq.Ft.

MLS #: 11979162

$1,899,000

100 Lakewood Place, Highland Park, IL 60035

5 Beds 5 Baths 5,000 Sq.Ft.

MLS #: 12054573

$1,800,000

871 Dryden Lane, Highland Park, IL 60035

4 Beds 5 Baths 4,040 Sq.Ft.

MLS #: 12013376

$1,700,000

155 S Deere Park Drive, Highland Park, IL 60035

3 Beds 4 Baths 3,500 Sq.Ft.

MLS #: 11405854

$1,600,000

417-429 Temple Avenue, Highland Park, IL 60035

MLS #: 11406140

$1,600,000

417-429 Temple Avenue, Highland Park, IL 60035

MLS #: 12044398

$1,595,000

1512 Sheridan Road, Highland Park, IL 60035

6 Beds 7 Baths 5,599 Sq.Ft.

MLS #: 12042368

$1,550,000

144 Sheridan Road, Highland Park, IL 60035

4 Beds 4 Baths 4,258 Sq.Ft.

MLS #: 11975573

$1,500,000

621 Lincoln Ave W, Highland Park, IL 60035

4 Beds 6 Baths 5,000 Sq.Ft.

MLS #: 12029965

$1,450,000

2340 Woodpath Lane, Highland Park, IL 60035

6 Beds 6 Baths 6,038 Sq.Ft.

MLS #: 11820851

$1,424,900

1064 LIVINGSTON (LOT 3) Avenue, Highland Park, IL 60035

4 Beds 4 Baths 2,900 Sq.Ft.

MLS #: 11861992

$1,395,000

734 Central Avenue, Highland Park, IL 60035

MLS #: 12007767

$1,299,000

1920 Waterford Court, Highland Park, IL 60035

4 Beds 5 Baths 6,518 Sq.Ft.

MLS #: 11820875

$1,294,900

1062 LIVINGSTON (LOT 4) Avenue, Highland Park, IL 60035

4 Beds 4 Baths 2,900 Sq.Ft.

MLS #: 11820909

$1,269,900

1060 LIVINGSTON (LOT 5) Avenue, Highland Park, IL 60035

3 Beds 3 Baths 2,600 Sq.Ft.

MLS #: 11820355

$1,199,900

2522 Hidden Oak (LOT 7) Circle, Highland Park, IL 60035

2 Beds 3 Baths 2,100 Sq.Ft.

MLS #: 11993478

$1,175,000

1065 County Line Road, Highland Park, IL 60035

6 Beds 6 Baths 5,044 Sq.Ft.

MLS #: 12025198

$1,050,000

1340 Hiawatha Court, Highland Park, IL 60035

4 Beds 5 Baths 4,256 Sq.Ft.

MLS #: 12046385

$999,000

1146 Marion Avenue, Highland Park, IL 60035

3 Beds 4 Baths 3,534 Sq.Ft.

MLS #: 12023456

$998,000

1600 Green Bay Road Unit: 103, Highland Park, IL 60035

3 Beds 3 Baths 2,755 Sq.Ft.

MLS #: 12059058

$975,000

423 Sumac Road, Highland Park, IL 60035

4 Beds 4 Baths 3,246 Sq.Ft.

View More Homes for Sale

Map of Highland Park Listings & Sales

For Sale

Sold

Pending

Under Contract

Active Under Contract

Inactive

Unknown

Coming Soon

Pocket Listing

Neighborhood Guide

Browse things to do, places to see, and landmarks to explore in Highland Park, IL.

an aerial view of grey luxury beach front house with three carport

Highland Park

View All Neighborhood Guides

Read Related Blogs

Get the latest Highland Park real estate news and info from our local experts.

Things to Do in Highland Park

Jena Radnay | January 30, 2024

Exploring the top attractions of this North Shore gem.

Selling a Home in Highland Park

Jena Radnay | September 25, 2023

Your Ultimate Guide to Making Your Highland Park Home Irresistible to Buyers.

Everything You Need to Know About Moving to Highland Park

Jena Radnay | May 31, 2023

From its breathtaking views to its beautiful homes, here’s everything you need to know about Highland Park.

Work With Jena

Jena Radnay, and the focus of her real estate business, is all about people. Radnay’s love for real estate, houses, marketing, and people have allowed her business to grow organically, albeit explosively, in large part from referrals from her extensive network of contacts and connections.

Follow Me On Instagram