Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 30 of 92

• 8240 south woodlawn avenue, Chicago 60619 Pending $242,000 · 3 bd · 2 ba · 1,200 sqft
• 6807 south paxton avenue 1, Chicago 60649 Pending $224,900 · 3 bd · 3 ba · 1,600 sqft
• 3950 west montrose avenue, Chicago 60618 Pending $279,900 · 4 bd · 2 ba · 782 sqft
• 2208 west winnemac avenue apt2, Chicago 60625 Pending $265,000 · 1 bd · 1 ba
• 6506 south laflin street, Chicago 60636 Pending $99,900 · 3 bd · 1 ba · 1,066 sqft
• 7342 south bennett avenue, Chicago 60649 Pending $159,000 · 4 bd · 2 ba · 1,660 sqft
• 6118 north sheridan road 501, Chicago 60660 Pending $240,000 · 2 bd · 2 ba · 1,300 sqft
• 5625 south kilbourn avenue, Chicago 60629 Pending $265,000 · 3 bd · 1 ba · 1,236 sqft
• 1222 south kildare avenue, Chicago 60623 Pending $79,900 · 3 bd · 1 ba · 1,412 sqft
• 7015 south paxton avenue 101, Chicago 60649 Pending $46,000 · 2 bd · 2 ba · 1,280 sqft
• 7832 south christiana avenue, Chicago 60652 Pending $249,000 · 4 bd · 2 ba · 1,125 sqft
• 9737 south merrill avenue, Chicago 60617 Pending $199,999 · 2 bd · 1 ba · 952 sqft
• 30 east huron street 2010, Chicago 60611 Pending $274,900 · 1 bd · 1 ba · 785 sqft
• 4949 south calumet avenue 3s, Chicago 60653 Pending $199,000 · 3 bd · 2 ba · 1,800 sqft
• 6030 north sheridan road 1911, Chicago 60660 Pending $155,000 · 1 bd · 1 ba · 750 sqft
• 9737 south emerald avenue, Chicago 60628 Pending $160,000 · 2 bd · 1 ba · 843 sqft
• 3729 west 80th place, Chicago 60652 Pending $195,000 · 2 bd · 1 ba · 852 sqft
• 8443 south state street, Chicago 60619 Pending $99,900 · 3 bd · 1 ba · 1,029 sqft
• 645 north kingsbury street 2407, Chicago 60654 Pending $247,500 · 1 bd · 1 ba · 800 sqft
• 6160 north damen avenue 209, Chicago 60659 Pending $150,000 · 1 bd · 1 ba
• 1400 north state parkway 10b, Chicago 60610 Pending $270,000 · 1 bd · 1 ba · 850 sqft
• 2809 south saint louis avenue, Chicago 60623 Pending $195,000 · 4 bd · 3 ba · 1,640 sqft
• 1828 south wentworth avenue 4b, Chicago 60616 Pending $259,000 · 1 bd · 1 ba · 800 sqft
• 13417 south houston avenue, Chicago 60633 Pending $200,000 · 3 bd · 1 ba · 1,000 sqft
• 5829 south sawyer avenue, Chicago 60629 Pending $264,900 · 3 bd · 2 ba · 1,272 sqft
• 7337 south south shore drive 412, Chicago 60649 Pending $24,950 · 1 bd · 1 ba · 750 sqft
• 7337 south south shore drive 1424, Chicago 60649 Pending $24,950 · 1 bd · 1 ba · 750 sqft
• 116 west 83rd street, Chicago 60620 Pending $178,000 · 3 bd · 1 ba · 1,040 sqft
• 6022 south natoma avenue, Chicago 60638 Pending $290,000 · 3 bd · 1 ba · 1,123 sqft
• 4705 south champlain avenue 202, Chicago 60615 Pending $299,000 · 3 bd · 2 ba
• 405 north wabash avenue 2214, Chicago 60611 Pending $259,900 · 1 bd · 1 ba · 890 sqft
• 6337 south lorel avenue 1, Chicago 60638 Pending $260,000 · 2 bd · 2 ba · 900 sqft
• 6542 south carpenter street, Chicago 60621 Pending $239,900 · 4 bd · 2 ba · 950 sqft
• 10114 south winston avenue, Chicago 60643 Pending $20,000 · 2 bd · 1 ba · 810 sqft
• 4240 north clarendon avenue 307n, Chicago 60613 Pending $129,000 · 1 ba
• 6700 south south shore drive 15h, Chicago 60649 Pending $139,000 · 1 bd · 1 ba · 900 sqft
• 1702 west 71st street, Chicago 60636 Pending $95,000 · 2 bd · 2 ba · 1,126 sqft
• 5900 south king drive 2, Chicago 60637 Pending $120,000 · 2 bd · 2 ba · 1,200 sqft
• 7820 south knox avenue, Chicago 60652 Pending $289,000 · 4 bd · 1 ba · 1,443 sqft
• 8811 south morgan street, Chicago 60620 Pending $169,000 · 2 bd · 1 ba · 966 sqft
• 555 west cornelia avenue 1308, Chicago 60657 Pending $229,999 · 1 bd · 1 ba · 730 sqft
• 367 east 116th street, Chicago 60628 Pending $45,000 · 3 bd · 2 ba · 1,152 sqft
• 7337 south south shore drive 812, Chicago 60649 Pending $44,950 · 1 bd · 1 ba · 750 sqft
• 7337 south south shore drive 918, Chicago 60649 Pending $49,950 · 1 bd · 1 ba · 850 sqft
• 10100 south eggleston avenue, Chicago 60628 Pending $217,900 · 2 bd · 3 ba · 1,476 sqft
• 7430 south champlain avenue, Chicago 60619 Pending $133,500 · 4 bd · 3 ba · 1,231 sqft
• 1250 west van buren street 704, Chicago 60607 Pending $299,000 · 1 bd · 1 ba
• 2133 west 75th place, Chicago 60620 Pending $150,000 · 3 bd · 1 ba · 2,100 sqft
• 1233 west 110th place, Chicago 60643 Pending $140,000 · 2 bd · 2 ba · 992 sqft
• 7235 north hamilton avenue 1b, Chicago 60645 Pending $179,900 · 2 bd · 2 ba · 1,000 sqft