Homes under $500K in Chicago, IL
2,535 for sale · 7,054 homes listed · Updated September 27, 2026 · Page 12 of 142
- 1400 south michigan avenue 1501, Chicago 60605 $299,999 · 1 bd · 1 ba · 751 sqft
- 5215 west 63rd place, Chicago 60638 $314,900 · 3 bd · 2 ba · 1,446 sqft
- 1910 south michigan avenue 307, Chicago 60616 $299,000 · 1 bd · 1 ba · 800 sqft
- 4317 south maplewood avenue, Chicago 60632 $489,000 · 3 bd · 3 ba · 2,000 sqft
- 12207 south elizabeth street, Chicago 60643 $169,000 · 3 bd · 2 ba · 966 sqft
- 7431 south paxton avenue 3a, Chicago 60649 $215,000 · 2 bd · 2 ba · 1,200 sqft
- 706 west 81st street, Chicago 60620 $224,900 · 4 bd · 2 ba · 1,800 sqft
- 6516 south union avenue, Chicago 60621 $279,999 · 4 bd · 3 ba · 3,125 sqft
- 333 west hubbard street 1010, Chicago 60654 $465,000 · 2 bd · 2 ba · 1,200 sqft
- 201 east chestnut street 8b, Chicago 60611 $399,000 · 2 bd · 2 ba · 1,600 sqft
- 222 north columbus drive 3805, Chicago 60601 $262,900 · 1 bd · 1 ba
- 1500 west monroe street 623, Chicago 60607 $399,999 · 2 bd · 2 ba · 1,300 sqft
- 6938 south dorchester avenue 2, Chicago 60637 $159,900 · 2 bd · 2 ba · 1,350 sqft
- 645 north kingsbury street 2205, Chicago 60610 $300,000 · 1 bd · 2 ba
- 12541 south wentworth avenue, Chicago 60628 $129,000 · 2 bd · 1 ba · 640 sqft
- 1424 west 72nd street, Chicago 60636 $147,500 · 5 bd · 2 ba
- 4770 north manor avenue 304, Chicago 60625 $424,800 · 2 bd · 2 ba · 1,319 sqft
- 1200 west monroe street 607, Chicago 60607 $492,500 · 2 bd · 2 ba · 1,279 sqft
- 641 east pershing avenue 301, Chicago 60653 $289,000 · 2 bd · 2 ba · 1,250 sqft
- 4731 south ingleside avenue d1, Chicago 60615 $299,900 · 2 bd · 3 ba · 1,800 sqft
- 149 north pine avenue, Chicago 60644 $259,995 · 4 bd · 3 ba · 1,892 sqft
- 11028 south sawyer avenue, Chicago 60655 $375,000 · 3 bd · 2 ba · 1,478 sqft
- 5151 south natchez avenue, Chicago 60638 $469,000 · 3 bd · 3 ba · 1,310 sqft
- 803 east 41st street 1b, Chicago 60653 $199,900 · 1 bd · 1 ba · 908 sqft
- 5855 north sheridan road 11j, Chicago 60660 $399,000 · 2 bd · 2 ba · 1,600 sqft
- 520 south state street 804, Chicago 60605 $319,999 · 1 bd · 1 ba · 1,080 sqft
- 10724 south langley avenue, Chicago 60628 $69,900 · 2 bd · 2 ba · 1,118 sqft
- 10732 south langley avenue, Chicago 60628 $69,900 · 3 bd · 1 ba · 1,118 sqft
- 11420 south hamlin avenue, Chicago 60655 $274,900 · 3 bd · 2 ba · 1,170 sqft
- 123 west 104th place, Chicago 60628 $279,900 · 2 bd · 2 ba · 1,782 sqft
- 7528 south merrill avenue, Chicago 60649 $169,900 · 3 bd · 3 ba · 1,500 sqft
- 3458 west 72nd place, Chicago 60629 $382,000 · 3 bd · 2 ba · 2,400 sqft
- 2113 west gladys avenue 2s, Chicago 60612 $230,000 · 1 bd · 1 ba
- 5218 west galewood avenue a, Chicago 60639 $365,000 · 4 bd · 3 ba · 1,400 sqft
- 9941 south aberdeen street, Chicago 60643 $339,900 · 4 bd · 4 ba · 1,700 sqft
- 660 east 51st street 2w, Chicago 60615 $339,900 · 3 bd · 2 ba · 1,600 sqft
- 3550 north lake shore drive 1117, Chicago 60657 $289,000 · 2 bd · 1 ba · 834 sqft
- 5757 north sheridan road 19d, Chicago 60660 $155,000 · 1 bd · 1 ba · 850 sqft
- 5423 west iowa street, Chicago 60651 $201,900 · 3 bd · 2 ba · 1,730 sqft
- 2917 west leland avenue g, Chicago 60625 $200,000 · 1 bd · 1 ba · 600 sqft
- 700 north larrabee street 1002, Chicago 60654 $415,000 · 2 bd · 2 ba
- 7740 south lowe avenue, Chicago 60620 $189,900 · 3 bd · 2 ba · 1,810 sqft
- 3921 west huron street 3, Chicago 60624 $109,900 · 2 bd · 1 ba · 750 sqft
- 12704 south muskegon avenue, Chicago 60633 $324,000 · 4 bd · 3 ba · 2,220 sqft
- 33 west ontario street 56f, Chicago 60654 $445,000 · 2 bd · 2 ba · 1,300 sqft
- 8335 south constance avenue, Chicago 60617 $274,900 · 3 bd · 3 ba · 1,600 sqft
- 4550 west 57th street 3e1, Chicago 60629 $149,900 · 2 bd · 1 ba · 800 sqft
- 6104 north winchester avenue gc, Chicago 60660 $115,000 · 1 ba · 421 sqft
- 1200 west monroe street 502, Chicago 60607 $484,900 · 2 bd · 2 ba · 1,300 sqft
- 235 west van buren street 2519, Chicago 60607 $349,900 · 2 bd · 2 ba · 1,048 sqft