Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 38 of 92

• 6208 south evans avenue 3, Chicago 60637 Active Under Contract $185,000 · 2 bd · 2 ba · 1,300 sqft
• 10644 south walden parkway, Chicago 60643 Active Under Contract $285,500 · 3 bd · 2 ba · 1,780 sqft
• 4754 north dover street 1e, Chicago 60640 Active Under Contract $219,000 · 1 bd · 1 ba
• 2411 west balmoral avenue 3b, Chicago 60625 Active Under Contract $149,990 · 1 bd · 1 ba
• 20 north state street 611, Chicago 60602 Active Under Contract $245,000 · 1 bd · 1 ba · 770 sqft
• 8822 south kenwood avenue, Chicago 60619 Active Under Contract $208,950 · 2 bd · 2 ba · 1,454 sqft
• 4015 north milwaukee avenue 410, Chicago 60641 Active Under Contract $240,000 · 1 bd · 1 ba · 769 sqft
• 10 east ontario street 3808, Chicago 60611 Active Under Contract $299,500 · 1 bd · 1 ba
• 6108 south bishop street, Chicago 60636 Active Under Contract $169,900 · 5 bd · 2 ba · 1,176 sqft
• 5918 north kenmore avenue 415, Chicago 60660 Active Under Contract $170,000 · 1 bd · 1 ba · 850 sqft
• 1545 west chase avenue 206, Chicago 60626 Active Under Contract $185,000 · 2 bd · 1 ba · 1,000 sqft
• 6706 south ridgeland avenue 3c, Chicago 60649 Active Under Contract $110,000 · 2 bd · 1 ba · 900 sqft
• 1250 south komensky avenue, Chicago 60623 Active Under Contract $79,000 · 4 bd · 1 ba · 1,200 sqft
• 1234 west 97th place, Chicago 60643 Active Under Contract $299,000 · 3 bd · 2 ba · 2,100 sqft
• 6505 south damen avenue, Chicago 60636 Active Under Contract $160,000 · 4 bd · 2 ba · 1,400 sqft
• 6921 north ashland boulevard 2b, Chicago 60626 Active Under Contract $139,500 · 1 bd · 1 ba · 700 sqft
• 7733 south lowe avenue, Chicago 60620 Active Under Contract $79,000 · 4 bd · 1 ba · 2,546 sqft
• 1550 north lake shore drive 3c, Chicago 60610 Active Under Contract $220,000 · 1 bd · 1 ba · 1,000 sqft
• 5750 west 65th street, Chicago 60638 Active Under Contract $225,000 · 2 bd · 2 ba · 710 sqft
• 426 north trumbull avenue, Chicago 60624 Active Under Contract $240,000 · 4 bd · 2 ba · 900 sqft
• 6101 north washtenaw avenue d1, Chicago 60659 Active Under Contract $275,000 · 2 bd · 2 ba
• 758 north larrabee street 628, Chicago 60654 Active Under Contract $275,000 · 1 bd · 1 ba · 629 sqft
• 5555 south everett avenue a10, Chicago 60637 Active Under Contract $129,000 · 1 bd · 1 ba
• 88 west schiller street 303l, Chicago 60610 Active Under Contract $293,000 · 1 bd · 1 ba · 660 sqft
• 4235 north kedvale avenue 2b, Chicago 60641 Active Under Contract $170,000 · 1 bd · 1 ba
• 655 west irving park road 2704, Chicago 60613 Active Under Contract $249,900 · 1 bd · 1 ba · 900 sqft
• 655 west irving park road 2213, Chicago 60613 Active Under Contract $215,000 · 1 bd · 1 ba · 762 sqft
• 3529 west 72nd place, Chicago 60629 Active Under Contract $265,000 · 3 bd · 2 ba · 2,000 sqft
• 4880 north marine drive 304, Chicago 60640 Active Under Contract $129,900 · 1 ba
• 1355 north sandburg terrace 2904, Chicago 60610 Active Under Contract $285,000 · 1 bd · 1 ba · 1,000 sqft
• 4540 south lavergne avenue, Chicago 60638 Active Under Contract $279,900 · 2 bd · 1 ba · 1,008 sqft
• 6808 south paxton avenue 2n, Chicago 60649 Active Under Contract $250,000 · 3 bd · 2 ba
• 12927 south saginaw avenue, Chicago 60633 Active Under Contract $209,900 · 3 bd · 2 ba · 1,080 sqft
• 13044 south muskegon avenue, Chicago 60633 Active Under Contract $282,000 · 3 bd · 3 ba · 832 sqft
• 4623 north chester avenue 110, Chicago 60656 Active Under Contract $259,900 · 2 bd · 2 ba · 1,100 sqft
• 6264 south gullikson road 4a, Chicago 60638 Active Under Contract $249,900 · 2 bd · 2 ba · 1,100 sqft
• 5133 north winthrop avenue 4b, Chicago 60640 Active Under Contract $225,000 · 1 bd · 1 ba · 750 sqft
• 7737 south champlain avenue, Chicago 60619 Active Under Contract $289,000 · 3 bd · 2 ba · 1,020 sqft
• 11301 south avenue h, Chicago 60617 Active Under Contract $289,900 · 3 bd · 3 ba · 1,280 sqft
• 3001 north oriole avenue 301, Chicago 60707 Active Under Contract $234,900 · 2 bd · 2 ba
• 720 west gordon terrace 3r, Chicago 60613 Active Under Contract $155,000 · 1 ba · 600 sqft
• 12242 south normal avenue, Chicago 60628 Active Under Contract $200,000 · 5 bd · 1 ba · 2,551 sqft
• 4343 north clarendon avenue 1918, Chicago 60613 Active Under Contract $150,000 · 1 ba · 525 sqft
• 4343 north clarendon avenue 1809, Chicago 60613 Active Under Contract $159,900 · 1 bd · 1 ba · 600 sqft
• 2909 north sheridan road 114, Chicago 60657 Active Under Contract $155,000 · 1 bd · 1 ba · 634 sqft
• 2901 south michigan avenue 1404, Chicago 60616 Active Under Contract $127,500 · 1 bd · 1 ba · 900 sqft
• 6233 north niagara avenue 4a, Chicago 60631 Active Under Contract $255,000 · 2 bd · 2 ba
• 6411 south bishop street, Chicago 60636 Active Under Contract $179,900 · 3 bd · 2 ba · 1,000 sqft
• 6484 north northwest highway 7, Chicago 60631 Active Under Contract $239,900 · 2 bd · 1 ba · 1,000 sqft
• 10111 south california avenue, Chicago 60655 Active Under Contract $289,000 · 3 bd · 1 ba · 1,100 sqft