Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 45 of 92

• 7768 south luella avenue, Chicago 60649 Active Under Contract $199,900 · 3 bd · 2 ba · 1,510 sqft
• 211 east ohio street 817, Chicago 60611 Active Under Contract $224,999 · 1 bd · 1 ba · 800 sqft
• 10401 south forest avenue, Chicago 60628 Active Under Contract $150,000 · 4 bd · 2 ba · 1,669 sqft
• 5725 south wolcott avenue, Chicago 60636 Active Under Contract $215,000 · 5 bd · 2 ba · 3,720 sqft
• 511 west 45th street, Chicago 60609 Active Under Contract $250,000 · 2 bd · 1 ba · 820 sqft
• 6935 south crandon avenue 3d, Chicago 60649 Active Under Contract $69,900 · 2 bd · 2 ba · 1,400 sqft
• 4451 south mozart street, Chicago 60632 Active Under Contract $140,000 · 4 bd · 2 ba · 1,596 sqft
• 3520 north lake shore drive 3p, Chicago 60657 Active Under Contract $249,900 · 1 bd · 1 ba · 850 sqft
• 1130 south troy avenue east, Chicago 60612 Active Under Contract $249,000 · 3 bd · 4 ba · 2,443 sqft
• 2909 west fulton street 1, Chicago 60612 Active Under Contract $279,000 · 2 bd · 2 ba · 1,250 sqft
• 7723 south honore street, Chicago 60620 Active Under Contract $109,900 · 3 bd · 2 ba · 1,230 sqft
• 2345 west glenlake avenue 3, Chicago 60659 Active Under Contract $200,000 · 2 bd · 1 ba · 1,000 sqft
• 6833 north oakley avenue 3b, Chicago 60645 Active Under Contract $149,999 · 1 bd · 1 ba · 625 sqft
• 40 east 9th street 1512, Chicago 60605 Active Under Contract $220,000 · 1 bd · 2 ba · 900 sqft
• 2630 north major avenue, Chicago 60639 Active Under Contract $265,000 · 3 bd · 1 ba · 1,389 sqft
• 3520 north lake shore drive 3k, Chicago 60657 Active Under Contract $174,900 · 1 bd · 1 ba · 900 sqft
• 4103 north keystone avenue 1, Chicago 60641 Active Under Contract $195,000 · 1 bd · 1 ba · 700 sqft
• 400 north la salle drive 1309, Chicago 60654 Active Under Contract $299,000 · 1 bd · 1 ba · 737 sqft
• 2401 west balmoral avenue 1c, Chicago 60625 Active Under Contract $125,000 · 1 ba · 700 sqft
• 3104 west argyle street 1, Chicago 60625 Active Under Contract $264,900 · 2 bd · 1 ba
• 9515 south woodlawn avenue, Chicago 60628 Active Under Contract $184,900 · 3 bd · 1 ba · 960 sqft
• 1633 east hyde park boulevard 1d, Chicago 60615 Active Under Contract $140,000 · 1 bd · 1 ba · 550 sqft
• 1221 north dearborn street 812n, Chicago 60610 Active Under Contract $264,900 · 1 bd · 1 ba · 800 sqft
• 4200 north keystone avenue 3b, Chicago 60641 Active Under Contract $225,000 · 1 bd · 1 ba · 900 sqft
• 9424 south union avenue, Chicago 60620 Active Under Contract $295,000 · 3 bd · 3 ba · 2,544 sqft
• 5580 south archer avenue 1c, Chicago 60638 Active Under Contract $129,900 · 2 bd · 1 ba
• 2432 west greenleaf avenue 2, Chicago 60645 Active Under Contract $164,000 · 1 bd · 1 ba
• 9355 south throop street, Chicago 60620 Active Under Contract $125,000 · 4 bd · 2 ba · 1,317 sqft
• 9155 south cottage grove avenue b, Chicago 60619 Active Under Contract $135,000 · 2 bd · 2 ba · 1,140 sqft
• 5470 west higgins avenue 2w, Chicago 60630 Active Under Contract $225,000 · 2 bd · 1 ba
• 4411 west 81st place, Chicago 60652 Active Under Contract $275,000 · 3 bd · 1 ba · 1,049 sqft
• 3550 north lake shore drive 2706, Chicago 60657 Active Under Contract $299,000 · 1 bd · 1 ba · 900 sqft
• 8836 south carpenter street, Chicago 60620 Active Under Contract $229,500 · 4 bd · 2 ba · 1,544 sqft
• 5855 north sheridan road 19g, Chicago 60660 Active Under Contract $235,000 · 1 bd · 1 ba · 1,000 sqft
• 6433 south long avenue, Chicago 60638 Active Under Contract $199,999 · 2 bd · 1 ba · 843 sqft
• 6301 north sheridan road 18e, Chicago 60660 Active Under Contract $249,500 · 2 bd · 2 ba · 1,225 sqft
• 1748 east 83rd street, Chicago 60617 Active Under Contract $150,000 · 2 bd · 2 ba · 840 sqft
• 9700 south torrence avenue, Chicago 60617 Active Under Contract $230,000 · 3 bd · 2 ba · 1,800 sqft
• 3153 west 85th street, Chicago 60652 Active Under Contract $215,000 · 3 bd · 2 ba · 2,200 sqft
• 3950 north lake shore drive 227e, Chicago 60613 Active Under Contract $155,000 · 2 bd · 1 ba · 891 sqft
• 4343 north sacramento avenue 2a, Chicago 60618 Active Under Contract $299,000 · 2 bd · 1 ba · 1,000 sqft
• 4601 south leclaire avenue, Chicago 60638 Active Under Contract $269,900 · 4 bd · 2 ba · 1,300 sqft
• 11120 south avenue m, Chicago 60617 Active Under Contract $268,500 · 3 bd · 2 ba · 1,257 sqft
• 5406 south harper avenue 303, Chicago 60615 Active Under Contract $168,900 · 1 bd · 1 ba
• 8140 south elizabeth street, Chicago 60620 Active Under Contract $299,000 · 5 bd · 3 ba · 2,200 sqft
• 3900 north lake shore drive 12e, Chicago 60613 Active Under Contract $175,000 · 1 bd · 1 ba · 850 sqft
• 3916 west 87th street, Chicago 60652 Active Under Contract $225,000 · 3 bd · 1 ba · 1,156 sqft
• 12917 south green street, Chicago 60643 Active Under Contract $299,900 · 3 bd · 2 ba · 1,202 sqft
• 780 south federal street 604, Chicago 60605 Active Under Contract $212,500 · 1 bd · 1 ba · 900 sqft
• 3435 west berteau avenue 3c, Chicago 60618 Active Under Contract $265,000 · 2 bd · 1 ba