Homes over $1M in Highland Park, IL

26 for sale · 64 homes listed · Updated September 27, 2026 · Page 1 of 2

• 1499 sheridan road, Highland Park 60035 $1,780,000 · 6 bd · 6 ba · 6,908 sqft
• 117 belle avenue, Highland Park 60035 $6,750,000 · 5 bd · 9 ba · 8,186 sqft
• 282 linden park place, Highland Park 60035 $2,699,900 · 6 bd · 7 ba · 6,325 sqft
• 2665 bentley road, Highland Park 60035 $4,399,900 · 4 bd · 8 ba · 9,437 sqft
• 2925 parkside drive, Highland Park 60035 $1,095,000 · 5 bd · 6 ba · 3,396 sqft
• 493 hazel avenue, Highland Park 60035 $2,599,000 · 6 bd · 7 ba · 8,256 sqft
• 2009 skyelar court, Highland Park 60035 $1,399,000 · 4 bd · 5 ba · 3,400 sqft
• 966 wade street, Highland Park 60035 $4,399,000 · 5 bd · 6 ba
• 2441 woodbridge lane, Highland Park 60035 $4,995,000 · 9 bd · 14 ba · 10,777 sqft
• 215 prospect avenue, Highland Park 60035 $1,599,000 · 6 bd · 7 ba · 5,000 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
• 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
• 22 lakeview terrace, Highland Park 60035 $3,900,000 · 4 bd · 6 ba · 5,500 sqft
• 723 detamble avenue, Highland Park 60035 $1,195,000 · 3 bd · 3 ba · 2,951 sqft
• 1630 ridge road, Highland Park 60035 $2,799,000 · 6 bd · 9 ba · 9,886 sqft
• 2383 shady lane, Highland Park 60035 $1,200,000 · 4 bd · 4 ba · 4,000 sqft
• 767 whiteoaks lane, Highland Park 60035 $1,650,000 · 5 bd · 6 ba · 4,748 sqft
• 1848 balsam road, Highland Park 60035 $1,750,000 · 6 bd · 5 ba · 5,300 sqft
• 723 de tamble avenue, Highland Park 60035 $1,099,000 · 3 bd · 3 ba · 2,951 sqft
• 327 marshman avenue, Highland Park 60035 $1,450,000 · 4 bd · 4 ba · 4,254 sqft
• 701 lincoln avenue west, Highland Park 60035 $2,500,000 · 5 bd · 7 ba · 5,072 sqft
• 23 heritage drive, Highland Park 60035 $1,395,000 · 2 bd · 4 ba · 2,330 sqft
• 86 prospect avenue, Highland Park 60035 $5,750,000 · 8 bd · 12 ba · 14,088 sqft
• 1008 bob o link road, Highland Park 60035 $3,350,000 · 5 bd · 7 ba · 0 sqft
• 260 beech street, Highland Park 60035 Pending $1,995,000 · 6 bd · 8 ba · 10,795 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
• 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
• 235 moraine road, Highland Park 60035 Active Under Contract $1,249,000 · 2 bd · 3 ba
• 1551 mill trail, Highland Park 60035 Active Under Contract $2,550,000 · 4 bd · 6 ba · 5,590 sqft
• 251 central avenue, Highland Park 60035 Active Under Contract $1,095,000 · 3 bd · 3 ba · 2,301 sqft
• 1770 sunnyside avenue, Highland Park 60035 Active Under Contract $3,299,000 · 5 bd · 8 ba · 9,385 sqft
• 1762 linden avenue, Highland Park 60035 Active Under Contract $1,245,000 · 3 bd · 3 ba · 3,526 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
• 165 maple avenue, Highland Park 60035 Active Under Contract $2,200,000 · 4 bd · 4 ba · 4,322 sqft
• 931 fairview road, Highland Park 60035 Active Under Contract $1,000,000 · 4 bd · 4 ba
• 1551 mill trail, Highland Park 60035 Off market since Jul 2026 $2,550,000 · 4 bd · 6 ba · 5,590 sqft
• 1630 ridge road, Highland Park 60035 Off market since Jul 2026 $2,900,000 · 6 bd · 9 ba · 9,886 sqft
• 22 lakeview terrace, Highland Park 60035 Off market since Jul 2026 $4,500,000 · 4 bd · 6 ba · 5,500 sqft
• 1745 sundrop circle, Highland Park 60035 Off market since Jul 2026 $1,850,000 · 5 bd · 9 ba · 9,400 sqft
• 34 logan loop, Highland Park 60035 Off market since Sep 2026 $3,800,000 · 7 bd · 7 ba · 7,891 sqft
• 215 prospect avenue, Highland Park 60035 Off market since Aug 2026 $1,690,000 · 6 bd · 7 ba · 5,000 sqft
• 327 marshman street, Highland Park 60035 Off market since Aug 2026 $1,649,000 · 4 bd · 4 ba · 4,254 sqft