Homes under $500K in Chicago, IL
2,384 for sale · 7,817 homes listed · Updated November 9, 2026 · Page 1 of 157
- 33 West Delaware Place 13a, Chicago 60610 $389,000 · 2 bd · 2 ba · 1,100 sqft
- 7033 North Kedzie Avenue 401, Chicago 60645 $299,770 · 3 bd · 2 ba · 1,900 sqft
- 6700 South Stewart Avenue, Chicago 60621 $99,900 · 5 bd · 3 ba · 2,428 sqft
- 208 West Washington Street 1913, Chicago 60606 $310,000 · 2 bd · 2 ba · 1,150 sqft
- 7806 South Rhodes Avenue, Chicago 60619 $309,990 · 4 bd · 2 ba · 3,215 sqft
- 500 West Superior Street 1306, Chicago 60654 $375,000 · 2 bd · 2 ba
- 2254 West Arthur Avenue 1051a, Chicago 60645 $175,000 · 2 bd · 1 ba · 800 sqft
- 1000 West 15th Street 331, Chicago 60608 $399,999 · 3 bd · 2 ba
- 400 North La Salle Drive 2208, Chicago 60654 $335,000 · 1 bd · 1 ba · 875 sqft
- 3453 South Lituanica Avenue, Chicago 60608 $498,000 · 3 bd · 1 ba · 1,000 sqft
- 2610 West Balmoral Avenue 306, Chicago 60625 $149,900 · 1 bd · 1 ba · 750 sqft
- 10941 South Wentworth Avenue, Chicago 60628 $169,000 · 5 bd · 2 ba · 1,663 sqft
- 300 North State Street 4610, Chicago 60654 $320,000 · 1 bd · 1 ba · 725 sqft
- 700 West Van Buren Street 1409, Chicago 60607 $360,000 · 2 bd · 1 ba · 944 sqft
- 8343 South King Drive Unit 3b, Chicago 60619 $60,000 · 1 bd · 1 ba · 700 sqft
- 7230 South Luella Avenue, Chicago 60649 $360,000 · 3 bd · 3 ba · 2,112 sqft
- 5409 South Sawyer Avenue, Chicago 60632 $349,000 · 3 bd · 3 ba · 1,400 sqft
- 5901 North Sheridan Road 7g, Chicago 60660 $249,900 · 2 bd · 1 ba · 1,111 sqft
- 2417 South Troy Street, Chicago 60623 $230,000 · 2 bd · 3 ba · 660 sqft
- 1525 South Sangamon Street 317-P, Chicago 60608 $379,999 · 2 bd · 2 ba · 1,200 sqft
- 4208 South Calumet Avenue Unit 201, Chicago 60653 $409,000 · 3 bd · 2 ba · 1,500 sqft
- 13223 South Buffalo Avenue, Chicago 60633 $189,900 · 3 bd · 2 ba · 1,100 sqft
- 7017 South Hermitage Avenue, Chicago 60636 $348,000 · 5 bd · 3 ba · 1,148 sqft
- 6515 South Mozart Street, Chicago 60629 $295,000 · 3 bd · 2 ba · 1,800 sqft
- 848 North Lawler Avenue, Chicago 60651 $285,000 · 3 bd · 3 ba · 1,500 sqft
- 200 North Mayfield Avenue, Chicago 60644 $485,000 · 3 bd · 5 ba · 2,300 sqft
- 6 South Laflin Street 801, Chicago 60607 $395,000 · 2 bd · 2 ba · 947 sqft
- 8736 South Justine Street, Chicago 60620 $257,000 · 4 bd · 3 ba · 1,200 sqft
- 234 West Polk Street 3807, Chicago 60607 $448,000 · 1 bd · 1 ba · 760 sqft
- 6921 North Ashland Boulevard 3a, Chicago 60626 $275,000 · 2 bd · 2 ba · 1,000 sqft
- 1301 East 71st Place Unit 3s, Chicago 60619 $57,500 · 2 bd · 1 ba · 850 sqft
- 5805 West Eddy Street 1d, Chicago 60634 $299,900 · 2 bd · 2 ba · 1,100 sqft
- 1028 West 20th Place Unit 1, Chicago 60608 $340,000 · 2 bd · 2 ba · 1,000 sqft
- 440 East 134th Street, Chicago 60827 $159,000 · 2 bd · 2 ba · 731 sqft
- 7535 South Calumet Avenue, Chicago 60619 $400,000 · 4 bd · 3 ba · 1,802 sqft
- 2212 East 70th Street 1b, Chicago 60649 $125,000 · 2 bd · 1 ba · 1,100 sqft
- 800 South Independence Boulevard Unit 3, Chicago 60624 $135,000 · 3 bd · 1 ba · 1,250 sqft
- 12238 South Aberdeen Street, Chicago 60643 $235,000 · 3 bd · 2 ba · 1,423 sqft
- 10928 South Parnell Avenue, Chicago 60628 $270,000 · 2 bd · 1 ba · 1,121 sqft
- 10 East Ontario Street 2509, Chicago 60611 $274,000 · 1 bd · 1 ba · 995 sqft
- 440 North Wabash Avenue Unit 3703, Chicago 60611 $275,000 · 1 bd · 1 ba · 807 sqft
- 1122 West Lunt Avenue 6c, Chicago 60626 $299,000 · 2 bd · 1 ba · 900 sqft
- 345 West Fullerton Parkway 1205, Chicago 60614 $469,999 · 2 bd · 2 ba · 1,100 sqft
- 3420 North Lake Shore Drive Unit 4k, Chicago 60657 $225,000 · 1 bd · 1 ba · 0 sqft
- 5142 South Campbell Avenue, Chicago 60632 $275,000 · 3 bd · 2 ba · 1,836 sqft
- 10724 South Prairie Avenue, Chicago 60628 $210,000 · 3 bd · 1 ba · 1,600 sqft
- 945 East Hyde Park Boulevard Unit 3, Chicago 60615 $179,000 · 2 bd · 1 ba · 1,150 sqft
- 344 East 117th Street, Chicago 60628 $159,900 · 3 bd · 2 ba · 1,402 sqft
- 6331 North Fairfield Avenue 303, Chicago 60659 $286,000 · 3 bd · 2 ba · 1,200 sqft
- 9042 South Ellis Avenue, Chicago 60619 $215,000 · 3 bd · 2 ba · 1,040 sqft