Homes under $500K in Chicago, IL
2,535 for sale · 7,054 homes listed · Updated September 27, 2026 · Page 24 of 142
- 3615 north pacific avenue, Chicago 60634 $399,000 · 3 bd · 2 ba · 1,558 sqft
- 12742 south parnell avenue, Chicago 60628 $275,000 · 3 bd · 2 ba · 1,052 sqft
- 4731 south ingleside avenue a3, Chicago 60615 $229,999 · 2 bd · 2 ba · 1,000 sqft
- 5321 south woodlawn avenue 3s, Chicago 60615 $409,500 · 3 bd · 2 ba · 1,700 sqft
- 600 north fairbanks court 2704, Chicago 60611 $433,000 · 1 bd · 1 ba · 873 sqft
- 2545 west catalpa avenue 5c, Chicago 60625 $355,000 · 2 bd · 2 ba · 1,100 sqft
- 801 south plymouth court 1006, Chicago 60605 $300,000 · 2 bd · 2 ba · 1,200 sqft
- 7363 south south shore drive 209, Chicago 60649 $67,999 · 1 bd · 1 ba · 800 sqft
- 175 east delaware place 4507, Chicago 60611 $249,000 · 1 ba · 667 sqft
- 4850 south lake park avenue 709, Chicago 60615 $40,000 · 2 bd · 1 ba · 894 sqft
- 5455 north sheridan road 3103, Chicago 60640 $197,700 · 1 bd · 1 ba · 850 sqft
- 1130 west morse avenue 2e, Chicago 60626 $410,000 · 2 bd · 1 ba · 1,242 sqft
- 5947 north odell avenue 6, Chicago 60631 $169,000 · 1 bd · 1 ba · 900 sqft
- 913 west van buren street 5e, Chicago 60607 $315,000 · 1 bd · 1 ba
- 4607 south wallace street, Chicago 60609 $328,000 · 4 bd · 3 ba · 1,376 sqft
- 6240 south newland avenue 1n, Chicago 60638 $225,000 · 2 bd · 2 ba · 1,200 sqft
- 2202 north clybourn avenue 3, Chicago 60614 $425,000 · 2 bd · 2 ba · 1,100 sqft
- 7538 south eggleston avenue, Chicago 60620 $240,000 · 3 bd · 3 ba · 2,124 sqft
- 545 north dearborn street 1703, Chicago 60654 $300,000 · 1 bd · 1 ba · 850 sqft
- 1531 west sherwin avenue 1s, Chicago 60626 $268,000 · 2 bd · 2 ba · 1,200 sqft
- 405 north wabash avenue 1111, Chicago 60611 $450,000 · 2 bd · 1 ba · 950 sqft
- 7948 south colfax avenue, Chicago 60617 $379,000 · 5 bd · 3 ba · 2,016 sqft
- 633 south plymouth court 1207, Chicago 60605 $255,000 · 1 bd · 1 ba
- 1500 west monroe street 411, Chicago 60607 $270,000 · 1 bd · 1 ba
- 6207 south california avenue, Chicago 60629 $390,000 · 6 bd · 3 ba · 1,820 sqft
- 8418 south essex avenue, Chicago 60617 $300,000 · 5 bd · 2 ba · 2,200 sqft
- 1720 south michigan avenue 1812, Chicago 60616 $340,000 · 2 bd · 2 ba · 978 sqft
- 1430 north maplewood avenue 402, Chicago 60622 $365,000 · 2 bd · 2 ba · 750 sqft
- 106 north aberdeen street 4f, Chicago 60607 $375,000 · 1 bd · 2 ba
- 1250 south michigan avenue 2205, Chicago 60605 $335,000 · 1 bd · 1 ba
- 5901 north sheridan road 13f, Chicago 60660 $244,900 · 1 bd · 1 ba
- 235 west van buren street 1807, Chicago 60607 $344,900 · 2 bd · 2 ba · 1,066 sqft
- 5647 south keeler avenue, Chicago 60629 $359,000 · 4 bd · 3 ba · 1,242 sqft
- 330 west grand avenue 1707, Chicago 60654 $425,000 · 2 bd · 2 ba · 1,236 sqft
- 7208 south east end avenue b, Chicago 60649 $184,999 · 2 bd · 2 ba · 984 sqft
- 3600 north lake shore drive 2209, Chicago 60613 $165,000 · 1 ba · 600 sqft
- 4250 north marine drive 2210, Chicago 60613 $280,000 · 1 bd · 1 ba · 900 sqft
- 3645 west 116th street, Chicago 60803 $274,900 · 4 bd · 2 ba · 1,075 sqft
- 5555 north sheridan road 515, Chicago 60640 $425,000 · 2 bd · 3 ba · 1,800 sqft
- 440 north wabash avenue 3204, Chicago 60611 $237,500 · 1 bd · 1 ba · 849 sqft
- 5455 north sheridan road 2003, Chicago 60640 $189,900 · 1 bd · 1 ba · 850 sqft
- 330 west diversey parkway 706, Chicago 60657 $350,000 · 2 bd · 2 ba · 1,140 sqft
- 6237 south tripp avenue, Chicago 60629 $444,900 · 4 bd · 3 ba · 1,274 sqft
- 4637 west mclean avenue, Chicago 60639 $439,000 · 3 bd · 3 ba · 1,438 sqft
- 512 north mcclurg court 3803, Chicago 60611 $225,000 · 1 ba · 651 sqft
- 8001 south kostner avenue, Chicago 60652 $379,900 · 3 bd · 2 ba · 1,541 sqft
- 1508 west 72nd street, Chicago 60636 $154,900 · 3 bd · 2 ba · 1,079 sqft
- 1845 south michigan avenue 904, Chicago 60616 $350,000 · 2 bd · 1 ba · 910 sqft
- 811 south lytle street 110, Chicago 60607 $319,900 · 2 bd · 2 ba · 1,100 sqft
- 4902 west gladys avenue, Chicago 60644 $260,000 · 3 bd · 2 ba