Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 32 of 92

• 3400 west 55th street 1nw, Chicago 60632 Pending $149,000 · 2 bd · 1 ba · 900 sqft
• 5219 south drexel avenue 3, Chicago 60615 Pending $249,900 · 2 bd · 2 ba · 1,200 sqft
• 1429 west birchwood avenue 3w, Chicago 60626 Pending $180,000 · 1 bd · 1 ba · 870 sqft
• 5740 north sheridan road 17c, Chicago 60660 Pending $275,000 · 2 bd · 2 ba · 1,200 sqft
• 6625 south woodlawn avenue, Chicago 60637 Pending $202,500 · 4 bd · 2 ba · 2,458 sqft
• 2747 south saint louis avenue, Chicago 60623 Pending $230,000 · 3 bd · 1 ba · 1,200 sqft
• 738 west 103rd street, Chicago 60628 Pending $79,900 · 4 bd · 2 ba · 2,291 sqft
• 731 west 129th place, Chicago 60628 Pending $155,000 · 2 bd · 1 ba · 1,040 sqft
• 7720 south jeffery boulevard 1s, Chicago 60649 Pending $36,000 · 1 bd · 2 ba · 1,044 sqft
• 3719 west 81st place, Chicago 60652 Pending $295,000 · 3 bd · 2 ba · 1,200 sqft
• 1400 west 72nd place, Chicago 60636 Pending $129,900 · 3 bd · 1 ba · 748 sqft
• 6615 south hoyne avenue, Chicago 60636 Pending $275,000 · 2 bd · 2 ba · 900 sqft
• 9236 south blackstone avenue, Chicago 60619 Pending $269,900 · 5 bd · 3 ba · 2,160 sqft
• 8434 south luella avenue, Chicago 60617 Pending $234,612 · 4 bd · 2 ba · 1,462 sqft
• 11714 south throop street, Chicago 60643 Pending $144,000 · 3 bd · 2 ba · 1,120 sqft
• 8525 south kedzie street 106, Chicago 60652 Pending $64,900 · 1 bd · 1 ba · 700 sqft
• 8349 south essex avenue, Chicago 60617 Pending $66,000 · 4 bd · 2 ba · 1,158 sqft
• 655 west irving park road 1007, Chicago 60613 Pending $139,000 · 1 bd · 1 ba · 0 sqft
• 4800 south chicago beach drive 2611s, Chicago 60615 Active Under Contract $179,000 · 1 bd · 1 ba · 990 sqft
• 8618 south morgan street, Chicago 60620 Active Under Contract $290,000 · 3 bd · 4 ba · 2,143 sqft
• 32 west 109th place, Chicago 60628 Active Under Contract $159,995 · 3 bd · 3 ba · 1,717 sqft
• 11531 south perry avenue, Chicago 60628 Active Under Contract $269,000 · 4 bd · 4 ba · 1,600 sqft
• 5742 south marshfield avenue, Chicago 60636 Active Under Contract $130,000 · 4 bd · 2 ba · 1,584 sqft
• 5000 south east end avenue 24a, Chicago 60615 Active Under Contract $279,000 · 3 bd · 2 ba · 1,865 sqft
• 880 north lake shore drive 16g, Chicago 60611 Active Under Contract $129,000 · 1 bd · 1 ba · 750 sqft
• 15 east 126th street, Chicago 60628 Active Under Contract $85,000 · 3 bd · 1 ba · 819 sqft
• 8112 south escanaba avenue, Chicago 60617 Active Under Contract $95,000 · 4 bd · 2 ba · 1,584 sqft
• 10734 south langley avenue, Chicago 60628 Active Under Contract $69,900 · 3 bd · 2 ba · 1,840 sqft
• 2325 north neva avenue 404b, Chicago 60707 Active Under Contract $157,000 · 1 bd · 1 ba · 650 sqft
• 6115 north winchester avenue gb, Chicago 60660 Active Under Contract $129,900 · 2 bd · 1 ba · 1,000 sqft
• 6954 south paulina street, Chicago 60636 Active Under Contract $144,900 · 3 bd · 1 ba · 1,119 sqft
• 601 east 32nd street 801, Chicago 60616 Active Under Contract $190,000 · 3 bd · 2 ba · 1,700 sqft
• 8225 south manistee avenue, Chicago 60617 Active Under Contract $239,900 · 3 bd · 3 ba
• 2151 east 90th street, Chicago 60617 Active Under Contract $297,000 · 3 bd · 2 ba · 1,200 sqft
• 6415 south eberhart avenue, Chicago 60637 Active Under Contract $95,000 · 3 bd · 1 ba · 714 sqft
• 601 east 32nd street 400, Chicago 60616 Active Under Contract $131,900 · 2 bd · 2 ba · 1,500 sqft
• 9737 south calumet avenue, Chicago 60628 Active Under Contract $160,000 · 4 bd · 4 ba · 3,197 sqft
• 4809 south wabash avenue 1, Chicago 60615 Active Under Contract $259,000 · 3 bd · 2 ba · 1,300 sqft
• 11727 south normal avenue, Chicago 60628 Active Under Contract $90,000 · 5 bd · 1 ba
• 6737 south champlain avenue, Chicago 60637 Active Under Contract $118,000 · 4 bd · 3 ba · 1,300 sqft
• 8148 south brandon avenue, Chicago 60617 Active Under Contract $80,000 · 2 bd · 2 ba · 608 sqft
• 2935 west wilcox street, Chicago 60612 Active Under Contract $172,935 · 4 bd · 2 ba · 1,330 sqft
• 5201 south cornell avenue 4b, Chicago 60615 Active Under Contract $214,900 · 3 bd · 2 ba · 1,550 sqft
• 480 north mcclurg court 404n, Chicago 60611 Active Under Contract $249,000 · 1 bd · 1 ba · 750 sqft
• 5014 south prairie avenue 1, Chicago 60615 Active Under Contract $175,000 · 3 bd · 2 ba · 2,200 sqft
• 6701 south crandon avenue 9b, Chicago 60649 Active Under Contract $165,900 · 2 bd · 2 ba · 1,250 sqft
• 5317 south hamilton avenue, Chicago 60609 Active Under Contract $229,999 · 3 bd · 1 ba · 960 sqft
• 12622 south marquette avenue, Chicago 60633 Active Under Contract $294,900 · 3 bd · 2 ba · 1,100 sqft
• 1940 west hood avenue 1d, Chicago 60660 Active Under Contract $83,000 · 2 bd · 1 ba
• 10503 south edbrooke avenue, Chicago 60628 Active Under Contract $129,900 · 3 bd · 2 ba · 1,384 sqft