Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 55 of 92

• 810 west lakeside place 107, Chicago 60640 Active Under Contract $299,900 · 2 bd · 1 ba · 944 sqft
• 600 south dearborn street 314, Chicago 60605 Active Under Contract $250,000 · 1 bd · 1 ba · 983 sqft
• 3746 north central avenue 3e, Chicago 60634 Active Under Contract $250,000 · 2 bd · 1 ba · 1,100 sqft
• 3201 west argyle street 3s, Chicago 60625 Active Under Contract $275,000 · 2 bd · 1 ba · 900 sqft
• 11209 south kedzie avenue, Chicago 60655 Active Under Contract $245,000 · 3 bd · 2 ba · 1,035 sqft
• 1750 west granville avenue 2a, Chicago 60660 Active Under Contract $183,000 · 1 bd · 1 ba · 800 sqft
• 7653 south saint lawrence avenue, Chicago 60619 Active Under Contract $255,000 · 4 bd · 2 ba · 1,102 sqft
• 7133 north damen avenue 3d, Chicago 60645 Active Under Contract $150,000 · 1 bd · 1 ba · 900 sqft
• 6451 south narragansett avenue 3d, Chicago 60638 Active Under Contract $184,900 · 2 bd · 1 ba · 980 sqft
• 9137 south essex avenue, Chicago 60617 Active Under Contract $259,900 · 3 bd · 3 ba · 963 sqft
• 626 west waveland avenue 3b, Chicago 60613 Active Under Contract $249,000 · 1 bd · 1 ba · 750 sqft
• 3815 north sayre avenue, Chicago 60634 Active Under Contract $299,900 · 3 bd · 1 ba · 1,070 sqft
• 9755 south dobson avenue, Chicago 60628 Active Under Contract $105,000 · 2 bd · 1 ba · 958 sqft
• 4852 north sacramento avenue 2n, Chicago 60625 Active Under Contract $255,000 · 2 bd · 1 ba
• 2909 north sheridan road 1705, Chicago 60657 Active Under Contract $165,000 · 1 bd · 1 ba
• 1525 south sangamon street 315p, Chicago 60608 Active Under Contract $225,000 · 1 bd · 1 ba · 900 sqft
• 3224 west berteau avenue 3, Chicago 60618 Active Under Contract $230,000 · 2 bd · 1 ba · 900 sqft
• 6005 north neola avenue 1b, Chicago 60631 Active Under Contract $224,900 · 2 bd · 1 ba · 1,000 sqft
• 2013 west farragut avenue 1, Chicago 60625 Active Under Contract $275,000 · 2 bd · 1 ba
• 39 west 113th place, Chicago 60628 Active Under Contract $189,900 · 3 bd · 2 ba · 1,200 sqft
• 71 east division street 402, Chicago 60610 Active Under Contract $250,000 · 1 bd · 1 ba
• 6551 north harlem avenue 3s, Chicago 60631 Active Under Contract $250,000 · 2 bd · 1 ba · 1,000 sqft
• 2252 east 92nd place, Chicago 60617 Active Under Contract $189,000 · 3 bd · 1 ba · 1,109 sqft
• 4427 north lawndale avenue 1b, Chicago 60625 Active Under Contract $145,000 · 1 bd · 1 ba · 550 sqft
• 4424 south indiana avenue 1n, Chicago 60653 Active Under Contract $199,900 · 2 bd · 2 ba · 1,100 sqft
• 212 east cullerton street 409, Chicago 60616 Active Under Contract $260,000 · 1 bd · 1 ba · 788 sqft
• 6301 north talman avenue g, Chicago 60659 Active Under Contract $195,000 · 2 bd · 2 ba
• 7522 south perry avenue, Chicago 60620 Active Under Contract $110,000 · 3 bd · 1 ba · 1,104 sqft
• 1316 west 72nd street, Chicago 60636 Active Under Contract $119,000 · 3 bd · 2 ba · 1,108 sqft
• 222 north columbus drive 2807, Chicago 60601 Active Under Contract $299,900 · 1 bd · 1 ba
• 6022 north avondale avenue 1s, Chicago 60631 Active Under Contract $229,900 · 2 bd · 1 ba · 900 sqft
• 4546 north troy street 3, Chicago 60625 Active Under Contract $295,000 · 2 bd · 1 ba · 1,000 sqft
• 4053 north sheridan road 3, Chicago 60613 Active Under Contract $235,000 · 1 bd · 1 ba
• 5455 north sheridan road 1907, Chicago 60640 Active Under Contract $150,000 · 1 ba · 600 sqft
• 4902 north drake avenue 3, Chicago 60625 Active Under Contract $245,000 · 2 bd · 1 ba · 900 sqft
• 4970 north marine drive 321, Chicago 60640 Active Under Contract $160,000 · 1 bd · 1 ba · 730 sqft
• 30 east huron street 5605, Chicago 60611 Active Under Contract $299,990 · 1 bd · 1 ba · 800 sqft
• 3550 north lake shore drive 820, Chicago 60657 Active Under Contract $215,000 · 1 bd · 1 ba · 810 sqft
• 6639 south knox avenue, Chicago 60629 Active Under Contract $279,000 · 3 bd · 1 ba · 1,122 sqft
• 1560 north sandburg terrace 507j, Chicago 60610 Active Under Contract $248,000 · 1 bd · 1 ba · 700 sqft
• 12312 south union avenue, Chicago 60628 Active Under Contract $289,900 · 4 bd · 2 ba · 1,698 sqft
• 4970 north marine drive 227, Chicago 60640 Active Under Contract $154,900 · 1 bd · 1 ba
• 5953 south wolcott avenue, Chicago 60636 Active Under Contract $245,000 · 4 bd · 2 ba · 2,285 sqft
• 4857 west roscoe street 1, Chicago 60641 Active Under Contract $165,000 · 1 bd · 1 ba
• 724 west 50th place, Chicago 60609 Active Under Contract $159,900 · 4 bd · 1 ba · 894 sqft
• 260 east chestnut street 1407, Chicago 60611 Active Under Contract $249,900 · 1 bd · 1 ba · 875 sqft
• 2743 north lavergne avenue 2, Chicago 60639 Active Under Contract $175,000 · 2 bd · 1 ba · 800 sqft
• 12420 south normal avenue, Chicago 60628 Active Under Contract $165,000 · 3 bd · 1 ba · 1,037 sqft
• 4300 west ford city drive 710, Chicago 60652 Active Under Contract $39,900 · 2 bd · 2 ba · 1,000 sqft
• 5337 south springfield avenue, Chicago 60632 Active Under Contract $250,000 · 3 bd · 2 ba · 1,144 sqft