Homes under $500K in Highland Park, IL
12 for sale · 33 homes listed · Updated September 27, 2026
- 1795 lake cook road 301, Highland Park 60035 $339,000 · 2 bd · 2 ba · 1,410 sqft
- 706 broadview avenue, Highland Park 60035 $350,000 · 3 bd · 2 ba · 1,140 sqft
- 1243 ridge road, Highland Park 60035 $499,900 · 4 bd · 2 ba · 1,279 sqft
- 1250 park avenue 430, Highland Park 60035 $325,000 · 2 bd · 2 ba · 1,204 sqft
- 1795 lake cook road 110, Highland Park 60035 $369,000 · 2 bd · 2 ba · 1,410 sqft
- 1119 deerfield place, Highland Park 60035 $399,900 · 2 bd · 3 ba
- 1230 park avenue 210, Highland Park 60035 $349,000 · 2 bd · 2 ba · 1,204 sqft
- 1178 wade street, Highland Park 60035 $495,000 · 3 bd · 2 ba · 1,203 sqft
- 2046 saint johns avenue 3h, Highland Park 60035 $269,000 · 2 bd · 2 ba · 1,123 sqft
- 1458 linden avenue, Highland Park 60035 $393,000 · 3 bd · 1 ba · 1,247 sqft
- 1119 deerfield place, Highland Park 60035 $399,900 · 2 bd · 3 ba · 0 sqft
- 1534 mcdaniels avenue 3e, Highland Park 60035 $429,000 · 3 bd · 2 ba · 2,049 sqft
- 2617 summit avenue, Highland Park 60035 Active Under Contract $479,000 · 5 bd · 3 ba · 2,344 sqft
- 1470 saint tropez court, Highland Park 60035 Active Under Contract $469,000 · 3 bd · 3 ba · 2,528 sqft
- 1795 lake cook road 107, Highland Park 60035 Active Under Contract $339,000 · 2 bd · 2 ba · 1,418 sqft
- 2046 saint johns avenue 3e, Highland Park 60035 Active Under Contract $285,000 · 2 bd · 2 ba · 1,123 sqft
- 713 orleans drive, Highland Park 60035 Active Under Contract $450,000 · 3 bd · 3 ba · 2,262 sqft
- 1026 half day road, Highland Park 60035 Active Under Contract $410,000 · 3 bd · 1 ba · 1,228 sqft
- 154 leonard wood south 213, Highland Park 60035 Active Under Contract $475,000 · 1 bd · 1 ba · 1,430 sqft
- 891 central avenue 336, Highland Park 60035 Active Under Contract $169,000 · 2 bd · 2 ba · 1,089 sqft
- 1000 deerfield road 303, Highland Park 60035 Active Under Contract $489,000 · 2 bd · 2 ba · 1,926 sqft
- 1220 park avenue west 132, Highland Park 60035 Active Under Contract $310,000 · 2 bd · 2 ba · 1,100 sqft
- 739 concorde drive, Highland Park 60035 Active Under Contract $475,000 · 4 bd · 3 ba · 2,528 sqft
- 2020 st johns avenue 207, Highland Park 60035 Active Under Contract $225,000 · 1 bd · 1 ba · 747 sqft
- 642 gray avenue, Highland Park 60035 Active Under Contract $449,000 · 2 bd · 1 ba · 1,273 sqft
- 1704 park avenue west, Highland Park 60035 Active Under Contract $499,000 · 3 bd · 1 ba · 1,217 sqft
- 1071 deerfield place, Highland Park 60035 Active Under Contract $368,000 · 2 bd · 3 ba · 1,548 sqft
- 891 central avenue 219, Highland Park 60035 Active Under Contract $170,000 · 2 bd · 2 ba · 1,030 sqft
- 1795 lake cook road 110, Highland Park 60035 Off market since Aug 2026 $369,900 · 2 bd · 2 ba · 1,407 sqft
- 1000 deerfield road 303, Highland Park 60035 Off market since Jul 2026 $495,000 · 2 bd · 2 ba · 1,926 sqft
- 1071 deerfield place, Highland Park 60035 Off market since Aug 2026 $369,900 · 2 bd · 3 ba · 1,548 sqft
- 1458 linden avenue, Highland Park 60035 Off market since Sep 2026 $393,000 · 2 bd · 1 ba · 1,247 sqft
- 739 concorde drive, Highland Park 60035 Off market since Sep 2026 $475,000 · 3 bd · 4 ba · 2,538 sqft