5 Bedroom Homes in Chicago, IL

192 for sale · 407 homes listed · Updated September 27, 2026 · Page 6 of 9

• 544 north leamington avenue, Chicago 60644 Active Under Contract $379,900 · 5 bd · 3 ba · 1,716 sqft
• 5230 north mcvicker avenue, Chicago 60630 Active Under Contract $599,000 · 5 bd · 3 ba · 2,208 sqft
• 5633 west cornelia avenue, Chicago 60634 Active Under Contract $585,000 · 5 bd · 3 ba · 2,800 sqft
• 338 east 25th place, Chicago 60616 Active Under Contract $630,000 · 5 bd · 3 ba · 2,556 sqft
• 7638 south laflin street, Chicago 60620 Active Under Contract $324,400 · 5 bd · 3 ba · 2,600 sqft
• 4917 south karlov avenue, Chicago 60632 Active Under Contract $275,000 · 5 bd · 3 ba · 2,208 sqft
• 8839 south colfax avenue, Chicago 60617 Active Under Contract $349,900 · 5 bd · 3 ba · 2,000 sqft
• 1857 north burling street, Chicago 60614 Active Under Contract $3,999,000 · 5 bd · 5 ba · 5,500 sqft
• 10742 south prairie avenue, Chicago 60628 Active Under Contract $255,000 · 5 bd · 2 ba · 1,298 sqft
• 13151 south burley avenue, Chicago 60633 Active Under Contract $185,000 · 5 bd · 2 ba · 1,058 sqft
• 6730 west dakin street, Chicago 60634 Active Under Contract $699,900 · 5 bd · 4 ba · 3,603 sqft
• 4624 north winchester avenue, Chicago 60640 Active Under Contract $1,250,000 · 5 bd · 2 ba · 3,373 sqft
• 5830 north nagle avenue, Chicago 60646 Active Under Contract $525,000 · 5 bd · 3 ba · 1,500 sqft
• 2136 west waveland avenue, Chicago 60618 Active Under Contract $1,850,000 · 5 bd · 4 ba · 3,850 sqft
• 9010 south parnell avenue, Chicago 60620 Active Under Contract $275,999 · 5 bd · 2 ba · 2,400 sqft
• 4019 west wellington avenue, Chicago 60641 Active Under Contract $999,900 · 5 bd · 3 ba · 2,945 sqft
• 4940 north whipple street, Chicago 60625 Active Under Contract $775,000 · 5 bd · 2 ba · 2,835 sqft
• 5826 north navarre avenue, Chicago 60631 Active Under Contract $550,000 · 5 bd · 3 ba · 3,555 sqft
• 8200 south saginaw avenue, Chicago 60617 Active Under Contract $149,000 · 5 bd · 1 ba · 1,440 sqft
• 1260 north astor street 7, Chicago 60610 Active Under Contract $1,475,000 · 5 bd · 5 ba · 4,500 sqft
• 2326 west erie street, Chicago 60612 Active Under Contract $1,500,000 · 5 bd · 4 ba
• 7022 south constance avenue, Chicago 60649 Active Under Contract $300,000 · 5 bd · 5 ba · 2,544 sqft
• 5336 west leland avenue, Chicago 60630 Active Under Contract $959,000 · 5 bd · 4 ba · 2,071 sqft
• 9343 south throop street, Chicago 60620 Active Under Contract $115,000 · 5 bd · 1 ba · 1,317 sqft
• 10300 south central park avenue, Chicago 60655 Active Under Contract $439,900 · 5 bd · 3 ba · 2,079 sqft
• 42 north lockwood avenue, Chicago 60644 Active Under Contract $429,000 · 5 bd · 4 ba · 2,625 sqft
• 638 north lotus avenue, Chicago 60644 Active Under Contract $400,000 · 5 bd · 2 ba · 2,200 sqft
• 3511 west 58th place, Chicago 60629 Active Under Contract $338,000 · 5 bd · 3 ba · 1,158 sqft
• 6136 south richmond street, Chicago 60629 Active Under Contract $387,000 · 5 bd · 2 ba · 1,812 sqft
• 2050 west monroe street, Chicago 60612 Active Under Contract $725,000 · 5 bd · 2 ba · 3,416 sqft
• 5649 north moody avenue, Chicago 60646 Active Under Contract $465,000 · 5 bd · 2 ba
• 9236 south blackstone avenue, Chicago 60619 Active Under Contract $269,900 · 5 bd · 3 ba · 2,160 sqft
• 2657 west belden avenue, Chicago 60647 Active Under Contract $1,695,000 · 5 bd · 4 ba · 3,800 sqft
• 6224 north keystone avenue, Chicago 60646 Active Under Contract $1,275,000 · 5 bd · 4 ba · 3,950 sqft
• 8332 south kerfoot avenue, Chicago 60620 Active Under Contract $79,900 · 5 bd · 2 ba · 882 sqft
• 2452 north janssen avenue, Chicago 60614 Active Under Contract $1,995,000 · 5 bd · 4 ba · 4,000 sqft
• 4929 north fairfield avenue, Chicago 60625 Active Under Contract $1,749,000 · 5 bd · 4 ba · 5,000 sqft
• 5920 west berenice avenue, Chicago 60634 Active Under Contract $355,000 · 5 bd · 2 ba · 2,219 sqft
• 6213 west eddy street, Chicago 60634 Active Under Contract $469,900 · 5 bd · 3 ba · 2,265 sqft
• 2447 west moffat street, Chicago 60647 Active Under Contract $1,699,000 · 5 bd · 4 ba · 3,700 sqft
• 5424 west waveland avenue, Chicago 60641 Active Under Contract $560,000 · 5 bd · 3 ba · 2,213 sqft
• 5700 south maplewood avenue, Chicago 60629 Active Under Contract $150,000 · 5 bd · 3 ba · 1,578 sqft
• 3052 north major avenue, Chicago 60634 Active Under Contract $570,000 · 5 bd · 3 ba · 2,617 sqft
• 5705 west newport avenue, Chicago 60634 Active Under Contract $549,900 · 5 bd · 3 ba · 1,581 sqft
• 5604 south morgan street, Chicago 60621 Off market since Aug 2026 $110,000 · 5 bd · 2 ba · 1,489 sqft
• 11548 south state street, Chicago 60628 Off market since Sep 2026 $159,900 · 5 bd · 2 ba · 1,672 sqft
• 4953 south michigan avenue 7, Chicago 60615 Off market since Aug 2026 $395,000 · 5 bd · 3 ba · 3,000 sqft
• 7801 south eberhart avenue, Chicago 60619 Off market since Jul 2026 $425,000 · 5 bd · 4 ba · 4,082 sqft
• 4545 north lawndale avenue, Chicago 60625 Off market since Jul 2026 $715,000 · 5 bd · 4 ba · 3,900 sqft
• 559 east 50th street, Chicago 60615 Off market since Jul 2026 $994,000 · 5 bd · 4 ba · 3,570 sqft