4 Bedroom Homes in Highland Park, IL

11 for sale · 42 homes listed · Updated September 27, 2026

• 2665 bentley road, Highland Park 60035 $4,399,900 · 4 bd · 8 ba · 9,437 sqft
• 2009 skyelar court, Highland Park 60035 $1,399,000 · 4 bd · 5 ba · 3,400 sqft
• 1538 oakwood avenue, Highland Park 60035 $857,500 · 4 bd · 2 ba · 2,622 sqft
• 1243 ridge road, Highland Park 60035 $499,900 · 4 bd · 2 ba · 1,279 sqft
• 1120 ridgewood drive, Highland Park 60035 $1,350,000 · 4 bd · 4 ba · 2,300 sqft
• 251 oakland drive, Highland Park 60035 $1,599,000 · 4 bd · 5 ba · 4,491 sqft
• 22 lakeview terrace, Highland Park 60035 $3,900,000 · 4 bd · 6 ba · 5,500 sqft
• 1324 fredrickson place, Highland Park 60035 $675,000 · 4 bd · 2 ba · 2,160 sqft
• 2383 shady lane, Highland Park 60035 $1,200,000 · 4 bd · 4 ba · 4,000 sqft
• 552 burton avenue, Highland Park 60035 $545,000 · 4 bd · 2 ba · 1,818 sqft
• 327 marshman avenue, Highland Park 60035 $1,450,000 · 4 bd · 4 ba · 4,254 sqft
• 415 bloom street, Highland Park 60035 Pending $569,000 · 4 bd · 2 ba · 1,878 sqft
• 830 deerfield road, Highland Park 60035 Active Under Contract $779,900 · 4 bd · 3 ba · 2,834 sqft
• 980 half day road, Highland Park 60035 Active Under Contract $850,000 · 4 bd · 4 ba · 3,000 sqft
• 146 towers keep, Highland Park 60035 Active Under Contract $975,000 · 4 bd · 5 ba · 4,772 sqft
• 983 harvard court, Highland Park 60035 Active Under Contract $895,000 · 4 bd · 2 ba · 2,652 sqft
• 1675 sherwood road, Highland Park 60035 Active Under Contract $775,000 · 4 bd · 3 ba · 2,451 sqft
• 1551 mill trail, Highland Park 60035 Active Under Contract $2,550,000 · 4 bd · 6 ba · 5,590 sqft
• 739 concorde drive, Highland Park 60035 Active Under Contract $475,000 · 4 bd · 3 ba · 2,528 sqft
• 2708 summit avenue, Highland Park 60035 Active Under Contract $575,000 · 4 bd · 3 ba · 3,500 sqft
• 1645 sherwood road, Highland Park 60035 Active Under Contract $750,000 · 4 bd · 3 ba · 3,861 sqft
• 1752 mccraren road, Highland Park 60035 Active Under Contract $775,000 · 4 bd · 3 ba · 2,750 sqft
• 815 barberry road, Highland Park 60035 Active Under Contract $679,000 · 4 bd · 3 ba · 2,647 sqft
• 890 dryden lane, Highland Park 60035 Active Under Contract $995,000 · 4 bd · 3 ba · 3,511 sqft
• 165 maple avenue, Highland Park 60035 Active Under Contract $2,200,000 · 4 bd · 4 ba · 4,322 sqft
• 2843 twin oaks drive, Highland Park 60035 Active Under Contract $775,000 · 4 bd · 4 ba · 2,971 sqft
• 872 virginia road, Highland Park 60035 Active Under Contract $649,000 · 4 bd · 3 ba · 2,200 sqft
• 2714 fort sheridan avenue, Highland Park 60035 Active Under Contract $749,000 · 4 bd · 3 ba · 1,960 sqft
• 1981 linden avenue, Highland Park 60035 Active Under Contract $639,000 · 4 bd · 2 ba · 2,304 sqft
• 931 fairview road, Highland Park 60035 Active Under Contract $1,000,000 · 4 bd · 4 ba
• 1530 oakwood avenue, Highland Park 60035 Active Under Contract $875,000 · 4 bd · 3 ba · 2,337 sqft
• 1726 elmwood avenue, Highland Park 60035 Active Under Contract $550,000 · 4 bd · 3 ba · 1,940 sqft
• 1551 mill trail, Highland Park 60035 Off market since Jul 2026 $2,550,000 · 4 bd · 6 ba · 5,590 sqft
• 22 lakeview terrace, Highland Park 60035 Off market since Jul 2026 $4,500,000 · 4 bd · 6 ba · 5,500 sqft
• 327 marshman street, Highland Park 60035 Off market since Aug 2026 $1,649,000 · 4 bd · 4 ba · 4,254 sqft
• 1370 forest avenue, Highland Park 60035 Off market since Jul 2026 $899,900 · 4 bd · 3 ba · 2,756 sqft
• 2390 woodpath lane, Highland Park 60035 Off market since Jul 2026 $1,995,000 · 4 bd · 5 ba · 4,489 sqft
• 552 burton avenue, Highland Park 60035 Off market since Jul 2026 $615,000 · 4 bd · 2 ba · 1,818 sqft
• 22 lakeview terrace, Highland Park 60035 Off market since Aug 2026 $4,400,000 · 4 bd · 6 ba · 5,500 sqft
• 552 burton avenue, Highland Park 60035 Off market since Aug 2026 $599,000 · 4 bd · 2 ba · 1,818 sqft
• 739 concorde drive, Highland Park 60035 Off market since Aug 2026 $525,000 · 4 bd · 3 ba · 2,528 sqft
• 22 lakeview terrace, Highland Park 60035 Off market since Sep 2026 $4,150,000 · 4 bd · 6 ba · 5,500 sqft