Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 71 of 92

8434 south luella avenue, Chicago 60617 Off market since Aug 2026 $244,000 · 4 bd · 2 ba · 1,462 sqft
4358 west washington boulevard 204, Chicago 60624 Off market since Sep 2026 $135,999 · 3 bd · 1 ba · 1,100 sqft
2363 east 70th place b, Chicago 60649 Off market since Jul 2026 $259,900 · 3 bd · 3 ba · 1,200 sqft
5717 north kimball avenue 2n, Chicago 60659 Off market since Sep 2026 $215,000 · 2 bd · 1 ba · 1,100 sqft
12843 south normal avenue, Chicago 60628 Off market since Aug 2026 $264,900 · 3 bd · 2 ba · 1,978 sqft
3040 west sunnyside avenue d3, Chicago 60625 Off market since Jul 2026 $1,650 · 2 bd · 1 ba · 850 sqft
6160 north damen avenue 209, Chicago 60659 Off market since Aug 2026 $155,000 · 1 bd · 1 ba · 600 sqft
8312 south phillips avenue, Chicago 60617 Off market since Jul 2026 $289,900 · 4 bd · 2 ba · 1,500 sqft
6442 south wolcott avenue, Chicago 60636 Off market since Sep 2026 $169,900 · 3 bd · 2 ba · 2,225 sqft
3950 north lake shore drive 2103a, Chicago 60613 Off market since Aug 2026 $245,000 · 2 bd · 1 ba
5300 south shore drive 111, Chicago 60615 Off market since Sep 2026 $230,000 · 4 bd · 3 ba · 2,350 sqft
2403 north hamlin avenue 1, Chicago 60647 Off market since Jul 2026 $285,000 · 2 bd · 1 ba · 800 sqft
8731 south clyde avenue, Chicago 60617 Off market since Sep 2026 $229,000 · 4 bd · 4 ba · 1,448 sqft
2840 west 23rd place, Chicago 60623 Off market since Sep 2026 $234,900 · 4 bd · 2 ba · 1,100 sqft
1500 west monroe avenue 126, Chicago 60607 Off market since Sep 2026 $264,999 · 1 bd · 1 ba · 750 sqft
8917 south hermitage avenue, Chicago 60620 Off market since Sep 2026 $275,000 · 5 bd · 2 ba · 1,500 sqft
1612 west farwell avenue 3c, Chicago 60626 Off market since Aug 2026 $290,000 · 2 bd · 2 ba · 1,050 sqft
6206 north francisco avenue g, Chicago 60659 Off market since Jul 2026 $169,900 · 2 bd · 1 ba · 614 sqft
3550 north lake shore drive 1714, Chicago 60657 Off market since Jul 2026 $187,500 · 1 ba
88 west schiller street 406, Chicago 60610 Off market since Aug 2026 $275,000 · 1 bd · 1 ba · 822 sqft
2011 west chase avenue 2, Chicago 60645 Off market since Aug 2026 $299,500 · 1 bd · 1 ba · 1,142 sqft
912 west 87th street, Chicago 60620 Off market since Aug 2026 $64,000 · 4 bd · 2 ba · 1,350 sqft
715 west barry avenue 5b, Chicago 60657 Off market since Jul 2026 $275,000 · 1 bd · 1 ba
1222 south kildare avenue, Chicago 60623 Off market since Jul 2026 $99,900 · 3 bd · 1 ba · 1,412 sqft
6730 south south shore drive 501, Chicago 60649 Off market since Sep 2026 $159,000 · 2 bd · 2 ba · 1,040 sqft
6710 south ridgeland avenue 2b, Chicago 60649 Off market since Aug 2026 $109,000 · 1 bd · 1 ba · 1,000 sqft
7931 south east end avenue, Chicago 60617 Off market since Sep 2026 $160,000 · 3 bd · 2 ba · 880 sqft
1460 north sandburg terrace 2303a, Chicago 60610 Off market since Sep 2026 $285,000 · 1 bd · 1 ba · 720 sqft
474 north lake shore drive 2007, Chicago 60611 Off market since Sep 2026 $209,000 · 1 ba · 650 sqft
12910 south green street, Chicago 60643 Off market since Sep 2026 $127,000 · 2 bd · 1 ba · 816 sqft
2335 east 70th place 205, Chicago 60649 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,100 sqft
959 east 61st street 1, Chicago 60637 Off market since Sep 2026 $250,000 · 2 bd · 1 ba
4250 north marine drive 531, Chicago 60613 Off market since Aug 2026 $229,900 · 1 bd · 1 ba · 900 sqft
2734 south wentworth avenue 406, Chicago 60616 Off market since Jul 2026 $249,000 · 1 bd · 1 ba · 675 sqft
910 north lake shore drive 1316, Chicago 60611 Off market since Jul 2026 $275,000 · 1 bd · 1 ba · 900 sqft
2342 west adams street 402, Chicago 60612 Off market since Sep 2026 $299,000 · 1 bd · 1 ba
211 east ohio street 1505, Chicago 60611 Off market since Jul 2026 $250,000 · 1 bd · 1 ba · 600 sqft
13515 south baltimore avenue, Chicago 60633 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 1,520 sqft
5300 south shore drive 810, Chicago 60615 Off market since Sep 2026 $110,000 · 1 bd · 1 ba
7752 south evans avenue, Chicago 60619 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 2,200 sqft
2605 south indiana avenue 1007, Chicago 60616 Off market since Aug 2026 $145,000 · 1 bd · 1 ba · 836 sqft
2400 north lakeview avenue 1116, Chicago 60614 Off market since Sep 2026 $175,000 · 1 ba · 500 sqft
4250 north marine drive 714, Chicago 60613 Off market since Aug 2026 $189,000 · 1 ba · 550 sqft
11223 south forrestville avenue, Chicago 60628 Off market since Aug 2026 $227,400 · 3 bd · 2 ba · 1,216 sqft
225 west huron street 403, Chicago 60654 Off market since Sep 2026 $295,000 · 1 bd · 1 ba
1 east scott street 2102, Chicago 60610 Off market since Jul 2026 $169,900 · 1 ba · 511 sqft
5320 north lowell avenue 205, Chicago 60630 Off market since Aug 2026 $270,000 · 1 bd · 1 ba
1600 south indiana avenue 1301, Chicago 60616 Off market since Sep 2026 $285,000 · 1 bd · 1 ba · 763 sqft
7041 south eberhart avenue, Chicago 60637 Off market since Sep 2026 $159,000 · 4 bd · 2 ba · 1,760 sqft
633 south plymouth court 1208, Chicago 60605 Off market since Aug 2026 $274,900 · 1 bd · 1 ba · 1,100 sqft