Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 46 of 92

• 6421 north damen avenue 2w, Chicago 60645 Active Under Contract $260,000 · 2 bd · 2 ba · 1,100 sqft
• 1225 east 71st place, Chicago 60619 Active Under Contract $160,000 · 2 bd · 1 ba · 1,282 sqft
• 2317 north neva avenue 102a, Chicago 60707 Active Under Contract $199,900 · 2 bd · 1 ba · 1,000 sqft
• 1560 north sandburg terrace 1905j, Chicago 60610 Active Under Contract $200,000 · 1 bd · 1 ba · 619 sqft
• 4727 north paulina street g, Chicago 60640 Active Under Contract $249,900 · 1 bd · 1 ba · 900 sqft
• 1714 west leland avenue 1b, Chicago 60640 Active Under Contract $275,000 · 1 bd · 1 ba · 800 sqft
• 426 west barry avenue 407, Chicago 60657 Active Under Contract $250,000 · 1 bd · 1 ba · 750 sqft
• 7840 south sawyer avenue, Chicago 60652 Active Under Contract $129,999 · 3 bd · 1 ba · 1,000 sqft
• 3037 west montrose avenue 3a, Chicago 60618 Active Under Contract $224,900 · 2 bd · 1 ba
• 2834 north dawson avenue 1e, Chicago 60618 Active Under Contract $229,900 · 1 bd · 1 ba
• 10106 south crandon avenue, Chicago 60617 Active Under Contract $229,900 · 3 bd · 2 ba · 1,476 sqft
• 6033 north sheridan road 31m, Chicago 60660 Active Under Contract $260,000 · 1 bd · 1 ba · 1,065 sqft
• 6700 south south shore drive 2j, Chicago 60649 Active Under Contract $119,000 · 1 bd · 1 ba · 800 sqft
• 5039 west gladys avenue east, Chicago 60644 Active Under Contract $79,900 · 2 bd · 2 ba · 1,049 sqft
• 7025 north sheridan road 1n, Chicago 60626 Active Under Contract $200,000 · 2 bd · 1 ba · 800 sqft
• 833 north keeler avenue, Chicago 60651 Active Under Contract $235,000 · 3 bd · 1 ba · 1,121 sqft
• 5915 west gunnison street 3e, Chicago 60630 Active Under Contract $210,000 · 1 bd · 1 ba
• 9530 south union avenue, Chicago 60628 Active Under Contract $259,000 · 3 bd · 2 ba · 1,100 sqft
• 2430 west greenleaf avenue 1, Chicago 60645 Active Under Contract $159,900 · 1 bd · 1 ba
• 124 east 95th street, Chicago 60619 Active Under Contract $99,900 · 3 bd · 1 ba · 1,008 sqft
• 5455 north sheridan road 1212, Chicago 60640 Active Under Contract $215,000 · 1 bd · 1 ba · 985 sqft
• 6400 north sacramento avenue 208, Chicago 60645 Active Under Contract $225,000 · 2 bd · 2 ba · 950 sqft
• 345 east eastgate place 604, Chicago 60616 Active Under Contract $150,000 · 1 bd · 1 ba · 695 sqft
• 1312 west 73rd place, Chicago 60636 Active Under Contract $119,999 · 3 bd · 2 ba · 924 sqft
• 8228 south paxton avenue, Chicago 60617 Active Under Contract $194,995 · 3 bd · 2 ba · 1,765 sqft
• 1254 west pratt boulevard 2, Chicago 60626 Active Under Contract $265,000 · 2 bd · 1 ba · 1,061 sqft
• 4417 south calumet avenue 2s, Chicago 60653 Active Under Contract $239,900 · 2 bd · 2 ba · 1,200 sqft
• 732 south financial street 608, Chicago 60605 Active Under Contract $289,900 · 1 bd · 2 ba · 1,053 sqft
• 7061 north kedzie avenue 1512, Chicago 60645 Active Under Contract $155,000 · 1 bd · 1 ba
• 6409 south maryland avenue 3, Chicago 60637 Active Under Contract $269,900 · 3 bd · 2 ba
• 21 west goethe street 17h, Chicago 60610 Active Under Contract $175,000 · 1 ba · 500 sqft
• 1700 east 56th street 3910, Chicago 60637 Active Under Contract $219,900 · 1 bd · 1 ba · 900 sqft
• 1460 north sandburg terrace 2106a, Chicago 60610 Active Under Contract $275,000 · 1 bd · 1 ba
• 4050 west fifth avenue, Chicago 60624 Active Under Contract $149,000 · 3 bd · 2 ba · 1,400 sqft
• 3717 south parnell avenue, Chicago 60609 Active Under Contract $239,999 · 1 bd · 1 ba · 1,953 sqft
• 9648 south eggleston avenue, Chicago 60628 Active Under Contract $219,900 · 3 bd · 1 ba · 768 sqft
• 10761 south pulaski road 9, Chicago 60655 Active Under Contract $159,999 · 2 bd · 1 ba · 800 sqft
• 4541 south prairie avenue 1n, Chicago 60653 Active Under Contract $175,000 · 2 bd · 3 ba · 1,500 sqft
• 4131 west 70th street, Chicago 60629 Active Under Contract $285,000 · 3 bd · 2 ba · 1,342 sqft
• 655 west irving park road 2708, Chicago 60613 Active Under Contract $230,000 · 1 bd · 1 ba · 786 sqft
• 1922 south wells street 2f, Chicago 60616 Active Under Contract $283,000 · 2 bd · 2 ba · 700 sqft
• 11335 south forrestville avenue, Chicago 60628 Active Under Contract $175,000 · 2 bd · 1 ba · 1,376 sqft
• 7717 south luella avenue, Chicago 60649 Active Under Contract $235,000 · 3 bd · 2 ba · 1,571 sqft
• 3930 north pine grove avenue 1710, Chicago 60613 Active Under Contract $200,000 · 1 bd · 1 ba
• 211 east ohio street 1911, Chicago 60611 Active Under Contract $180,000 · 1 ba · 600 sqft
• 8130 south wentworth avenue, Chicago 60620 Active Under Contract $149,900 · 3 bd · 3 ba · 2,004 sqft
• 1411 west farwell avenue m3, Chicago 60626 Active Under Contract $150,000 · 1 bd · 1 ba
• 4534 south karlov avenue, Chicago 60632 Active Under Contract $179,900 · 3 bd · 1 ba · 965 sqft
• 7070 north ridge boulevard 1b, Chicago 60645 Active Under Contract $145,000 · 1 bd · 1 ba · 670 sqft
• 11134 south normal avenue, Chicago 60628 Active Under Contract $269,000 · 4 bd · 2 ba · 1,508 sqft