Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 69 of 92

6049 north talman avenue gd-a, Chicago 60659 Off market since Aug 2026 $104,999 · 1 bd · 1 ba · 500 sqft
13326 south burley avenue, Chicago 60633 Off market since Aug 2026 $255,000 · 2 bd · 3 ba · 2,000 sqft
4116 west congress parkway 2, Chicago 60624 Off market since Aug 2026 $129,999 · 3 bd · 2 ba · 1,250 sqft
2666 east 73rd street 8w, Chicago 60649 Off market since Jul 2026 $235,000 · 3 bd · 3 ba · 2,200 sqft
7828 south escanaba avenue, Chicago 60649 Off market since Sep 2026 $269,000 · 3 bd · 2 ba · 1,135 sqft
6436 west 64th place c2, Chicago 60638 Off market since Sep 2026 $140,000 · 1 bd · 1 ba · 750 sqft
440 north wabash avenue 1008, Chicago 60611 Off market since Sep 2026 $230,000 · 1 bd · 1 ba · 849 sqft
30 east huron street 4006, Chicago 60611 Off market since Jul 2026 $293,000 · 1 bd · 1 ba · 700 sqft
2041 north harlem avenue 3e, Chicago 60707 Off market since Sep 2026 $185,900 · 2 bd · 1 ba · 800 sqft
10941 south wentworth avenue, Chicago 60628 Off market since Sep 2026 $169,000 · 5 bd · 2 ba · 1,663 sqft
8541 south givins court, Chicago 60620 Off market since Jul 2026 $269,990 · 3 bd · 2 ba · 1,246 sqft
7931 south muskegon avenue, Chicago 60617 Off market since Aug 2026 $149,999 · 3 bd · 2 ba · 1,209 sqft
4857 west roscoe street 1, Chicago 60641 Off market since Sep 2026 $169,000 · 1 bd · 1 ba
6443 south talman avenue, Chicago 60629 Off market since Jul 2026 $235,000 · 5 bd · 3 ba · 1,508 sqft
6557 south wentworth avenue, Chicago 60621 Off market since Sep 2026 $234,900 · 3 bd · 2 ba · 1,125 sqft
8956 south dauphin avenue, Chicago 60619 Off market since Sep 2026 $198,000 · 5 bd · 3 ba · 2,182 sqft
8837 south carpenter street, Chicago 60620 Off market since Sep 2026 $135,000 · 3 bd · 1 ba · 700 sqft
8818 south carpenter street, Chicago 60620 Off market since Sep 2026 $155,000 · 4 bd · 2 ba · 1,130 sqft
8753 south laflin street, Chicago 60620 Off market since Jul 2026 $250,000 · 3 bd · 1 ba · 1,300 sqft
5320 north lowell avenue 205, Chicago 60630 Off market since Jul 2026 $275,000 · 1 bd · 1 ba
7759 south wabash avenue, Chicago 60619 Off market since Sep 2026 $164,900 · 4 bd · 3 ba · 1,686 sqft
3943 west 104th street 3b, Chicago 60655 Off market since Jul 2026 $184,900 · 2 bd · 1 ba · 900 sqft
4250 north marine drive 2130, Chicago 60613 Off market since Jul 2026 $285,000 · 2 bd · 1 ba · 906 sqft
777 north michigan avenue 803, Chicago 60611 Off market since Sep 2026 $199,900 · 1 ba · 575 sqft
3845 west altgeld street g, Chicago 60647 Off market since Jul 2026 $199,000 · 2 bd · 2 ba
4980 north marine drive 1431, Chicago 60640 Off market since Sep 2026 $175,000 · 1 bd · 1 ba · 650 sqft
10 east ontario street 4207, Chicago 60611 Off market since Jul 2026 $299,999 · 1 bd · 1 ba · 1,087 sqft
1555 north sandburg terrace 517, Chicago 60610 Off market since Jul 2026 $243,000 · 1 bd · 1 ba · 825 sqft
5455 north sheridan road 3103, Chicago 60640 Off market since Jul 2026 $217,700 · 1 bd · 1 ba · 850 sqft
9913 south parnell avenue, Chicago 60628 Off market since Aug 2026 $275,000 · 3 bd · 2 ba
12026 south state street, Chicago 60628 Off market since Sep 2026 $147,000 · 5 bd · 3 ba
850 north dewitt place 13e, Chicago 60611 Off market since Sep 2026 $249,900 · 2 bd · 1 ba · 900 sqft
5463 south ellis avenue 1, Chicago 60615 Off market since Aug 2026 $249,000 · 2 bd · 1 ba · 1,000 sqft
8 east randolph street 2107, Chicago 60601 Off market since Jul 2026 $276,900 · 1 bd · 1 ba · 861 sqft
6421 south wolcott avenue, Chicago 60636 Off market since Sep 2026 $60,000 · 4 bd · 2 ba · 1,012 sqft
222 north columbus drive 3805, Chicago 60601 Off market since Jul 2026 $273,000 · 1 bd · 1 ba
3335 west byron street g, Chicago 60618 Off market since Aug 2026 $230,000 · 2 bd · 1 ba
1212 north lasalle street 2410, Chicago 60610 Off market since Sep 2026 $275,000 · 1 bd · 1 ba
3307 west 37th place, Chicago 60632 Off market since Sep 2026 $150,000 · 4 bd · 2 ba · 980 sqft
735 east 105th street, Chicago 60628 Off market since Jul 2026 $219,000 · 2 bd · 2 ba · 1,197 sqft
4343 north clarendon avenue 1818, Chicago 60613 Off market since Jul 2026 $150,000 · 1 ba · 600 sqft
2513 west congress parkway 1, Chicago 60612 Off market since Sep 2026 $269,900 · 2 bd · 2 ba · 1,100 sqft
519 west 66th street, Chicago 60621 Off market since Aug 2026 $57,900 · 5 bd · 2 ba · 1,575 sqft
4354 west washington boulevard 301, Chicago 60624 Sold on Sep 21, 2026 $109,999 · 3 bd · 1 ba
1255 south state street 1514, Chicago 60605 Off market since Sep 2026 $275,000 · 1 bd · 1 ba · 746 sqft
1122 west catalpa avenue 902, Chicago 60640 Off market since Sep 2026 $219,000 · 1 bd · 1 ba · 667 sqft
6315 south troy street, Chicago 60629 Off market since Sep 2026 $199,900 · 3 bd · 2 ba · 1,372 sqft
1510 west 115th street, Chicago 60643 Sold on Jul 20, 2026 $169,900 · 3 bd · 1 ba · 1,000 sqft
503 west 81st street, Chicago 60620 Off market since Jul 2026 $216,500 · 4 bd · 2 ba · 3,050 sqft
12238 south yale avenue, Chicago 60628 Off market since Jul 2026 $289,999 · 3 bd · 2 ba · 2,792 sqft