5 Bedroom Homes in Highland Park, IL
10 for sale · 31 homes listed · Updated September 27, 2026
- 117 belle avenue, Highland Park 60035 $6,750,000 · 5 bd · 9 ba · 8,186 sqft
- 2925 parkside drive, Highland Park 60035 $1,095,000 · 5 bd · 6 ba · 3,396 sqft
- 966 wade street, Highland Park 60035 $4,399,000 · 5 bd · 6 ba
- 701 lincoln avenue west, Highland Park 60035 $2,500,000 · 5 bd · 7 ba · 5,072 sqft
- 89 cary avenue, Highland Park 60035 $2,500,000 · 5 bd · 4 ba · 5,443 sqft
- 1745 sundrop circle, Highland Park 60035 $1,675,000 · 5 bd · 9 ba · 5,339 sqft
- 1008 bob o link road, Highland Park 60035 $3,350,000 · 5 bd · 7 ba
- 822 timber hill road, Highland Park 60035 $850,000 · 5 bd · 3 ba · 2,624 sqft
- 201 aspen lane, Highland Park 60035 $994,000 · 5 bd · 6 ba · 4,065 sqft
- 767 whiteoaks lane, Highland Park 60035 $1,650,000 · 5 bd · 6 ba · 4,748 sqft
- 1418 waverly road, Highland Park 60035 Pending $2,500,000 · 5 bd · 7 ba · 5,467 sqft
- 3464 old mill road, Highland Park 60035 Active Under Contract $1,495,000 · 5 bd · 6 ba · 5,819 sqft
- 2617 summit avenue, Highland Park 60035 Active Under Contract $479,000 · 5 bd · 3 ba · 2,344 sqft
- 2214 churchill lane, Highland Park 60035 Active Under Contract $3,850,000 · 5 bd · 11 ba · 10,000 sqft
- 390 hazel avenue, Highland Park 60035 Active Under Contract $1,499,000 · 5 bd · 7 ba · 5,026 sqft
- 35 barnard lane, Highland Park 60035 Active Under Contract $1,099,000 · 5 bd · 4 ba · 4,876 sqft
- 395 cedar avenue, Highland Park 60035 Active Under Contract $1,695,000 · 5 bd · 7 ba · 5,074 sqft
- 1860 eastwood avenue, Highland Park 60035 Active Under Contract $799,000 · 5 bd · 3 ba · 2,787 sqft
- 1770 sunnyside avenue, Highland Park 60035 Active Under Contract $3,299,000 · 5 bd · 8 ba · 9,385 sqft
- 1620 ravine terrace, Highland Park 60035 Active Under Contract $1,699,000 · 5 bd · 4 ba · 3,884 sqft
- 1557 cavell avenue, Highland Park 60035 Active Under Contract $1,045,000 · 5 bd · 4 ba · 4,092 sqft
- 315 north deere park drive, Highland Park 60035 Active Under Contract $1,450,000 · 5 bd · 6 ba · 5,118 sqft
- 650 green bay road, Highland Park 60035 Active Under Contract $899,000 · 5 bd · 4 ba · 2,496 sqft
- 358 hastings avenue, Highland Park 60035 Active Under Contract $899,000 · 5 bd · 3 ba · 3,079 sqft
- 1745 sundrop circle, Highland Park 60035 Off market since Jul 2026 $1,850,000 · 5 bd · 9 ba · 9,400 sqft
- 1448 sheridan road, Highland Park 60035 Off market since Jul 2026 $1,850,000 · 5 bd · 6 ba · 6,562 sqft
- 1745 sundrop circle, Highland Park 60035 Off market since Jul 2026 $1,850,000 · 5 bd · 9 ba · 9,400 sqft
- 1745 sundrop circle, Highland Park 60035 Off market since Aug 2026 $1,795,000 · 5 bd · 9 ba · 5,339 sqft
- 1557 cavell avenue, Highland Park 60035 Off market since Aug 2026 $1,199,000 · 5 bd · 4 ba · 4,092 sqft
- 1620 ravine terrace, Highland Park 60035 Off market since Aug 2026 $1,900,000 · 5 bd · 4 ba · 3,884 sqft
- 1008 bob o link road, Highland Park 60035 Off market since Sep 2026 $3,450,000 · 5 bd · 7 ba