Chicago, IL Investment Properties for Sale
Browse homes for sale and investment properties in Chicago, IL. Refine your search by price, property type, or more.
Best cash flowing properties in Chicago, IL
Active
$115,000
3
bds
|
2
ba
|
1,200
sqft
|
built
1920
3816 S King Dr, Chicago, IL 60653
$890
Cash flow
40.4%
Cash-on-Cash Return
15.0%
Cap rate
2.3%
Rent to Value Ratio
Active under contract
$135,000
3
bds
|
2
ba
|
1,287
sqft
|
built
1926
8518 S Dante Ave, Chicago, IL 60619
$773
Cash flow
29.9%
Cash-on-Cash Return
12.6%
Cap rate
1.6%
Rent to Value Ratio
3,689 out of 4,243 properties for sale in Chicago, IL
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Active under contract
$225,000
1
bds
|
1
ba
|
0
sqft
|
built
2005
659 W Randolph St, Chicago, IL 60661
$-457
Cash flow
-10.6%
Cash-on-Cash Return
3.2%
Cap rate
1.0%
Rent to Value Ratio
Active
$640,000
9
bds
|
3
ba
|
0
sqft
|
built
1910
6141 S Eberhart Ave, Chicago, IL 60637
$-1,931
Cash flow
-15.7%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$135,000
1
bds
|
1
ba
|
650
sqft
|
built
1957
2524 W Foster Ave, Chicago, IL 60625
$-239
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.9%
Rent to Value Ratio
Active
$270,000
4
bds
|
2
ba
|
0
sqft
|
built
1888
6907 S Cornell Ave, Chicago, IL 60649
$279
Cash flow
5.4%
Cash-on-Cash Return
6.9%
Cap rate
0.9%
Rent to Value Ratio
Active
$989,000
6
bds
|
4
ba
|
0
sqft
|
built
1925
6210 N Francisco Ave, Chicago, IL 60659
$-3,518
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio
Active
$269,900
3
bds
|
2
ba
|
1,300
sqft
|
built
2005
1457 E 71st Pl, Chicago, IL 60619
$-172
Cash flow
-3.3%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$159,000
3
bds
|
1
ba
|
0
sqft
|
built
1917
13849 S Halsted St, Chicago, IL 60827
$-24
Cash flow
-0.8%
Cash-on-Cash Return
5.5%
Cap rate
1.1%
Rent to Value Ratio
Active
$425,000
2
bds
|
2
ba
|
1,250
sqft
|
built
2007
5430 N Sheridan Rd, Chicago, IL 60640
$-1,123
Cash flow
-13.8%
Cash-on-Cash Return
2.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$389,900
3
bds
|
2
ba
|
2,108
sqft
|
built
1926
2253 W 110th Pl, Chicago, IL 60643
$125
Cash flow
1.7%
Cash-on-Cash Return
6.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$115,000
3
bds
|
2
ba
|
1,200
sqft
|
built
1920
3816 S King Dr, Chicago, IL 60653
$890
Cash flow
40.4%
Cash-on-Cash Return
15.0%
Cap rate
2.3%
Rent to Value Ratio
Active
$399,000
6
bds
|
6
ba
|
0
sqft
|
built
1925
8013 S Phillips Ave, Chicago, IL 60617
$-495
Cash flow
-6.5%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Pending
$259,000
3
bds
|
2
ba
|
1,080
sqft
|
built
1916
1322 W 72nd Pl, Chicago, IL 60636
$-198
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$310,000
2
bds
|
1
ba
|
0
sqft
|
built
1926
3963 W Belmont Ave, Chicago, IL 60618
$-764
Cash flow
-12.9%
Cash-on-Cash Return
2.7%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$775,000
4
bds
|
3
ba
|
2,000
sqft
|
built
2019
1834 N Rockwell St, Chicago, IL 60647
$-1,753
Cash flow
-11.8%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$135,000
3
bds
|
2
ba
|
1,287
sqft
|
built
1926
8518 S Dante Ave, Chicago, IL 60619
$773
Cash flow
29.9%
Cash-on-Cash Return
12.6%
Cap rate
1.6%
Rent to Value Ratio
Active
$249,000
1
bds
|
1
ba
|
0
sqft
|
built
1892
420 S Clinton St, Chicago, IL 60607
$-681
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$279,900
1
bds
|
1
ba
|
817
sqft
|
built
1920
1069 W 14th Pl, Chicago, IL 60608
$-427
Cash flow
-8.0%
Cash-on-Cash Return
3.8%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$175,000
2
bds
|
2
ba
|
1,003
sqft
|
built
1922
11219 S Wallace St, Chicago, IL 60628
$59
Cash flow
1.8%
Cash-on-Cash Return
6.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$364,990
3
bds
|
2
ba
|
1,200
sqft
|
built
1956
4937 S Kilpatrick Ave, Chicago, IL 60632
$-453
Cash flow
-6.5%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$331,000
4
bds
|
2
ba
|
1,108
sqft
|
built
1929
2145 N Karlov Ave, Chicago, IL 60639
$-118
Cash flow
-1.9%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$609,000
3
bds
|
3
ba
|
0
sqft
|
built
1927
5448 N Lieb Ave, Chicago, IL 60630
$-994
Cash flow
-8.5%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$150,000
4
bds
|
1
ba
|
1,518
sqft
|
built
1904
7809 S Peoria St, Chicago, IL 60620
$734
Cash flow
25.5%
Cash-on-Cash Return
11.6%
Cap rate
1.5%
Rent to Value Ratio
Active
$359,900
2
bds
|
2
ba
|
0
sqft
|
built
1931
1410 W Sunnyside Ave, Chicago, IL 60640
$-1,013
Cash flow
-14.7%
Cash-on-Cash Return
2.3%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$475,000
2
bds
|
2
ba
|
1,400
sqft
|
built
2013
1622 N Bosworth Ave, Chicago, IL 60642
$-842
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$685,000
2
bds
|
3
ba
|
1,800
sqft
|
built
2004
2315 W Wabansia Ave, Chicago, IL 60647
$-1,334
Cash flow
-10.2%
Cash-on-Cash Return
3.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$219,000
3
bds
|
2
ba
|
1,700
sqft
|
built
1957
7056 S Honore St, Chicago, IL 60636
$393
Cash flow
9.4%
Cash-on-Cash Return
7.8%
Cap rate
1.1%
Rent to Value Ratio
Active
$830,000
6
bds
|
4
ba
|
0
sqft
|
built
1956
6945 W Belmont Ave, Chicago, IL 60634
$-3,453
Cash flow
-21.7%
Cash-on-Cash Return
0.7%
Cap rate
0.2%
Rent to Value Ratio
Active
$249,900
2
bds
|
1
ba
|
0
sqft
|
built
1926
1453 W Elmdale Ave, Chicago, IL 60660
$-562
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio
Pending
$155,500
4
bds
|
1
ba
|
1,720
sqft
|
built
1923
8439 S Crandon Ave, Chicago, IL 60617
$716
Cash flow
24.0%
Cash-on-Cash Return
11.2%
Cap rate
1.5%
Rent to Value Ratio
Active under contract
$499,900
4
bds
|
3
ba
|
2,500
sqft
|
built
1943
3332 N Newcastle Ave, Chicago, IL 60634
$-215
Cash flow
-2.2%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$220,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1938
10017 S Morgan St, Chicago, IL 60643
$198
Cash flow
4.7%
Cash-on-Cash Return
6.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$315,000
2
bds
|
2
ba
|
1,300
sqft
|
built
2008
351 E 25th Pl, Chicago, IL 60616
$-337
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$400,000
4
bds
|
3
ba
|
2,345
sqft
|
built
1898
4905 W Ohio St, Chicago, IL 60644
$174
Cash flow
2.3%
Cash-on-Cash Return
6.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$339,000
1
bds
|
1
ba
|
0
sqft
|
built
1964
2510 N Wayne Ave, Chicago, IL 60614
$-701
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$249,000
1
bds
|
1
ba
|
889
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-869
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$634,900
2
bds
|
2
ba
|
0
sqft
|
built
2007
600 N Fairbanks Ct, Chicago, IL 60611
$-1,537
Cash flow
-12.6%
Cash-on-Cash Return
2.8%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$1,195,000
3
bds
|
4
ba
|
3,300
sqft
|
built
2016
1802 N Mozart St, Chicago, IL 60647
$-649
Cash flow
-2.8%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio
Pending
$278,000
6
bds
|
2
ba
|
0
sqft
|
built
1890
3621 S Marshfield Ave, Chicago, IL 60609
$197
Cash flow
3.7%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$299,900
2
bds
|
2
ba
|
1,200
sqft
|
built
1973
5415 N Sheridan Rd, Chicago, IL 60640
$-1,231
Cash flow
-21.4%
Cash-on-Cash Return
0.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$131,999
1
bds
|
1
ba
|
716
sqft
|
built
1941
128 W 115th St, Chicago, IL 60628
$415
Cash flow
16.4%
Cash-on-Cash Return
9.5%
Cap rate
1.2%
Rent to Value Ratio