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
$199,900
6
bds
|
3
ba
|
2,972
sqft
|
built
1875
311 W Garfield Blvd, Chicago, IL 60621
$1,212
Cash flow
31.6%
Cash-on-Cash Return
13.5%
Cap rate
1.8%
Rent to Value Ratio
Active
$259,000
7
bds
|
2
ba
|
0
sqft
|
built
1906
6132 S Justine St, Chicago, IL 60636
$390
Cash flow
7.9%
Cash-on-Cash Return
8.1%
Cap rate
1.0%
Rent to Value Ratio
3,972 out of 4,615 properties for sale in Chicago, IL
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Active
$182,000
1
bds
|
1
ba
|
650
sqft
|
built
1972
233 E Erie St, Chicago, IL 60611
$-486
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
1.1%
Rent to Value Ratio
Active
$1,495,000
4
bds
|
5
ba
|
0
sqft
|
built
1892
1254 W Norwood St, Chicago, IL 60660
$-6,705
Cash flow
-23.4%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$165,000
bds
|
1
ba
|
650
sqft
|
built
1957
1150 N Lake Shore Dr, Chicago, IL 60611
$-454
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
1.1%
Rent to Value Ratio
Active
$399,900
4
bds
|
3
ba
|
2,184
sqft
|
built
1910
3330 W 66th St, Chicago, IL 60629
$-676
Cash flow
-8.8%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$825,000
3
bds
|
2
ba
|
1,766
sqft
|
built
2015
4836 N Damen Ave, Chicago, IL 60625
$-2,163
Cash flow
-13.7%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$4,500,000
5
bds
|
6
ba
|
6,700
sqft
|
built
2006
542 W Dickens Ave, Chicago, IL 60614
$-24,821
Cash flow
-28.8%
Cash-on-Cash Return
-0.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$162,500
1
bds
|
1
ba
|
0
sqft
|
built
1958
3900 N Lake Shore Dr, Chicago, IL 60613
$-535
Cash flow
-17.2%
Cash-on-Cash Return
2.3%
Cap rate
1.2%
Rent to Value Ratio
Active
$639,900
2
bds
|
3
ba
|
1,959
sqft
|
built
1985
161 E Chicago Ave, Chicago, IL 60611
$-3,065
Cash flow
-25.0%
Cash-on-Cash Return
0.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$265,000
2
bds
|
2
ba
|
1,400
sqft
|
built
1899
2901 W Washington Blvd, Chicago, IL 60612
$-492
Cash flow
-9.7%
Cash-on-Cash Return
4.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$264,500
1
bds
|
1
ba
|
0
sqft
|
built
1920
2310 S Canal St, Chicago, IL 60616
$-674
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$245,000
3
bds
|
2
ba
|
1,565
sqft
|
built
1955
9566 S Green St, Chicago, IL 60643
$199
Cash flow
4.2%
Cash-on-Cash Return
7.2%
Cap rate
1.0%
Rent to Value Ratio
Active
$325,000
2
bds
|
1
ba
|
0
sqft
|
built
1963
4730 N Hermitage Ave, Chicago, IL 60640
$-768
Cash flow
-12.3%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,000,000
2
bds
|
2
ba
|
0
sqft
|
built
1964
1040 N Lake Shore Dr, Chicago, IL 60611
$-4,672
Cash flow
-24.4%
Cash-on-Cash Return
0.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$749,900
3
bds
|
4
ba
|
0
sqft
|
built
1921
3739 W Addison St, Chicago, IL 60618
$-1,261
Cash flow
-8.8%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$259,000
7
bds
|
2
ba
|
0
sqft
|
built
1906
6132 S Justine St, Chicago, IL 60636
$390
Cash flow
7.9%
Cash-on-Cash Return
8.1%
Cap rate
1.0%
Rent to Value Ratio
Active
$375,000
1
bds
|
1
ba
|
1,100
sqft
|
built
1910
1000 W Washington Blvd, Chicago, IL 60607
$-1,344
Cash flow
-18.7%
Cash-on-Cash Return
2.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$799,900
3
bds
|
2
ba
|
0
sqft
|
built
1963
1310 N Ritchie Ct, Chicago, IL 60610
$-3,914
Cash flow
-25.5%
Cash-on-Cash Return
0.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$499,900
3
bds
|
2
ba
|
1,500
sqft
|
built
2001
506 W Oakdale Ave, Chicago, IL 60657
$-825
Cash flow
-8.6%
Cash-on-Cash Return
4.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$179,900
1
bds
|
1
ba
|
900
sqft
|
built
1962
4250 N Marine Dr, Chicago, IL 60613
$-480
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
1.2%
Rent to Value Ratio
Active
$214,900
1
bds
|
1
ba
|
850
sqft
|
built
1973
655 W Irving Park Rd, Chicago, IL 60613
$-891
Cash flow
-21.6%
Cash-on-Cash Return
1.3%
Cap rate
1.1%
Rent to Value Ratio
Active
$370,000
6
bds
|
2
ba
|
0
sqft
|
built
1926
7353 S King Dr, Chicago, IL 60619
$-710
Cash flow
-10.0%
Cash-on-Cash Return
4.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$519,000
3
bds
|
3
ba
|
1,817
sqft
|
built
1929
6229 W Waveland Ave, Chicago, IL 60634
$-841
Cash flow
-8.5%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$449,000
2
bds
|
1
ba
|
1,150
sqft
|
built
1916
360 W Illinois St, Chicago, IL 60654
$-1,575
Cash flow
-18.3%
Cash-on-Cash Return
2.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$425,000
3
bds
|
2
ba
|
1,448
sqft
|
built
2008
4141 N Kedzie Ave, Chicago, IL 60618
$-1,241
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$382,900
2
bds
|
2
ba
|
1,375
sqft
|
built
2007
3637 N Spaulding Ave, Chicago, IL 60618
$-1,013
Cash flow
-13.8%
Cash-on-Cash Return
2.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$199,900
6
bds
|
3
ba
|
2,972
sqft
|
built
1875
311 W Garfield Blvd, Chicago, IL 60621
$1,212
Cash flow
31.6%
Cash-on-Cash Return
13.5%
Cap rate
1.8%
Rent to Value Ratio
Active
$749,900
4
bds
|
3
ba
|
2,706
sqft
|
built
1942
5950 N Kostner Ave, Chicago, IL 60646
$-2,043
Cash flow
-14.2%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$215,000
1
bds
|
1
ba
|
700
sqft
|
built
1967
2336 N Commonwealth Ave, Chicago, IL 60614
$-251
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$624,900
3
bds
|
4
ba
|
2,688
sqft
|
built
1940
5443 S Rutherford Ave, Chicago, IL 60638
$-1,777
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$949,900
3
bds
|
2
ba
|
0
sqft
|
built
1925
435 W Roslyn Pl, Chicago, IL 60614
$-3,618
Cash flow
-19.9%
Cash-on-Cash Return
1.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$995,000
3
bds
|
3
ba
|
0
sqft
|
built
1890
3724 N Bosworth Ave, Chicago, IL 60613
$-3,926
Cash flow
-20.6%
Cash-on-Cash Return
1.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$450,000
2
bds
|
2
ba
|
1,370
sqft
|
built
2003
125 S Jefferson St, Chicago, IL 60661
$-1,400
Cash flow
-16.2%
Cash-on-Cash Return
2.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$325,000
2
bds
|
2
ba
|
1,290
sqft
|
built
2006
3450 S Halsted St, Chicago, IL 60608
$-833
Cash flow
-13.4%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$325,000
5
bds
|
3
ba
|
0
sqft
|
built
1898
7250 S Morgan St, Chicago, IL 60621
$-361
Cash flow
-5.8%
Cash-on-Cash Return
4.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$679,000
3
bds
|
3
ba
|
0
sqft
|
built
1959
5660 N Rogers Ave, Chicago, IL 60646
$-1,720
Cash flow
-13.2%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$330,000
2
bds
|
2
ba
|
1,150
sqft
|
built
1973
655 W Irving Park Rd, Chicago, IL 60613
$-1,532
Cash flow
-24.2%
Cash-on-Cash Return
0.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$333,000
4
bds
|
3
ba
|
2,314
sqft
|
built
1893
11258 S Church St, Chicago, IL 60643
$368
Cash flow
5.8%
Cash-on-Cash Return
7.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$759,900
3
bds
|
3
ba
|
1,921
sqft
|
built
1907
1513 W Highland Ave, Chicago, IL 60660
$-1,910
Cash flow
-13.1%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$469,000
3
bds
|
2
ba
|
2,160
sqft
|
built
1965
3331 W Belle Plaine Ave, Chicago, IL 60618
$-507
Cash flow
-5.6%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio
Active
$200,000
2
bds
|
1
ba
|
1,250
sqft
|
built
1974
5100 N Sheridan Rd, Chicago, IL 60640
$-79
Cash flow
-2.1%
Cash-on-Cash Return
5.8%
Cap rate
1.1%
Rent to Value Ratio