Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 52 of 92

• 6454 north bosworth avenue 3a, Chicago 60626 Active Under Contract $299,000 · 2 bd · 1 ba · 998 sqft
• 4835 north central avenue 212, Chicago 60630 Active Under Contract $245,900 · 2 bd · 2 ba · 1,000 sqft
• 1455 north sandburg terrace 803, Chicago 60610 Active Under Contract $235,000 · 1 bd · 1 ba · 644 sqft
• 9407 south normal avenue, Chicago 60620 Active Under Contract $146,000 · 3 bd · 1 ba · 1,036 sqft
• 8200 south saginaw avenue, Chicago 60617 Active Under Contract $149,000 · 5 bd · 1 ba · 1,440 sqft
• 400 east randolph street 2502, Chicago 60601 Active Under Contract $250,000 · 1 bd · 1 ba · 650 sqft
• 936 east 84th place a, Chicago 60619 Active Under Contract $187,000 · 2 bd · 2 ba · 986 sqft
• 12822 south peoria street, Chicago 60643 Active Under Contract $160,000 · 2 bd · 1 ba · 1,102 sqft
• 2315 east 70th place 213, Chicago 60649 Active Under Contract $165,000 · 2 bd · 2 ba · 1,850 sqft
• 1255 north sandburg terrace 1508, Chicago 60610 Active Under Contract $220,000 · 1 bd · 1 ba · 520 sqft
• 9537 south indiana avenue, Chicago 60649 Active Under Contract $240,000 · 4 bd · 2 ba · 1,800 sqft
• 8545 south euclid avenue, Chicago 60617 Active Under Contract $149,000 · 3 bd · 2 ba · 1,493 sqft
• 4116 west congress parkway 2, Chicago 60624 Active Under Contract $139,900 · 3 bd · 2 ba · 1,250 sqft
• 7517 south carpenter street, Chicago 60620 Active Under Contract $285,000 · 4 bd · 2 ba · 2,200 sqft
• 1017 east 46th street 2s, Chicago 60653 Active Under Contract $119,900 · 1 bd · 1 ba · 762 sqft
• 5500 west haddon avenue, Chicago 60651 Active Under Contract $215,000 · 3 bd · 1 ba · 1,047 sqft
• 841 east 52nd street 3, Chicago 60615 Active Under Contract $235,000 · 3 bd · 2 ba · 1,000 sqft
• 700 north larrabee street 1105, Chicago 60610 Active Under Contract $299,900 · 1 bd · 1 ba
• 6654 north seeley avenue 2n, Chicago 60645 Active Under Contract $225,000 · 3 bd · 1 ba · 1,200 sqft
• 1640 south ridgeway avenue, Chicago 60623 Active Under Contract $249,900 · 3 bd · 1 ba · 1,710 sqft
• 3406 north bell avenue 2, Chicago 60618 Active Under Contract $250,000 · 1 bd · 1 ba
• 2251 west st paul avenue 3c, Chicago 60647 Active Under Contract $289,000 · 1 bd · 1 ba
• 621 south plymouth court 511, Chicago 60605 Active Under Contract $265,000 · 1 bd · 1 ba · 950 sqft
• 4243 north kedvale avenue 1f, Chicago 60641 Active Under Contract $265,000 · 2 bd · 2 ba · 1,225 sqft
• 6812 north wayne avenue 1d, Chicago 60626 Active Under Contract $110,000 · 1 ba · 360 sqft
• 3222 west sunnyside avenue 2e, Chicago 60625 Active Under Contract $275,000 · 2 bd · 1 ba · 1,000 sqft
• 2629 north hampden court 306, Chicago 60614 Active Under Contract $265,000 · 1 bd · 1 ba · 545 sqft
• 549 west surf street 2, Chicago 60657 Active Under Contract $225,000 · 1 bd · 1 ba · 911 sqft
• 2116 north seminary avenue 26, Chicago 60614 Active Under Contract $299,950 · 1 bd · 1 ba
• 4014 north albany avenue 3a, Chicago 60618 Active Under Contract $267,000 · 2 bd · 1 ba · 700 sqft
• 345 north lasalle street 1109, Chicago 60654 Active Under Contract $219,999 · 1 ba · 570 sqft
• 7955 south wabash avenue, Chicago 60619 Active Under Contract $149,999 · 3 bd · 2 ba · 1,200 sqft
• 10943 south longwood drive 2, Chicago 60643 Active Under Contract $190,000 · 3 bd · 2 ba · 1,300 sqft
• 780 south federal street 1009, Chicago 60605 Active Under Contract $147,999 · 1 ba
• 6933 north kedzie avenue 803, Chicago 60645 Active Under Contract $165,000 · 1 bd · 1 ba
• 480 north mcclurg court 1109, Chicago 60611 Active Under Contract $279,000 · 1 bd · 1 ba · 650 sqft
• 3314 north kenneth avenue, Chicago 60641 Active Under Contract $280,000 · 2 bd · 1 ba · 954 sqft
• 4155 west arthington street, Chicago 60624 Active Under Contract $299,900 · 3 bd · 3 ba · 1,210 sqft
• 900 north lake shore drive 1610, Chicago 60611 Active Under Contract $225,000 · 1 bd · 1 ba
• 2239 west farwell avenue 2a, Chicago 60645 Active Under Contract $149,000 · 1 bd · 1 ba · 750 sqft
• 6831 south emerald avenue, Chicago 60621 Active Under Contract $45,000 · 4 bd · 2 ba · 1,475 sqft
• 4204 north keystone avenue 2c, Chicago 60641 Active Under Contract $265,000 · 2 bd · 2 ba · 1,200 sqft
• 6258 west peterson avenue, Chicago 60646 Active Under Contract $299,000 · 2 bd · 2 ba · 1,384 sqft
• 526 west roscoe street 2a, Chicago 60657 Active Under Contract $245,000 · 1 bd · 1 ba
• 10749 south avenue j, Chicago 60617 Active Under Contract $245,000 · 3 bd · 3 ba · 1,800 sqft
• 5643 south newcastle avenue, Chicago 60638 Active Under Contract $259,900 · 2 bd · 1 ba · 1,000 sqft
• 512 north mcclurg court 1608, Chicago 60611 Active Under Contract $195,000 · 1 ba · 650 sqft
• 2316 west byron street 3, Chicago 60618 Active Under Contract $229,000 · 1 bd · 1 ba
• 633 south plymouth court 803, Chicago 60605 Active Under Contract $199,900 · 1 ba · 800 sqft
• 7031 5 north sheridan road 2n, Chicago 60626 Active Under Contract $234,000 · 2 bd · 1 ba · 900 sqft