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

$275,000
3
bds
|
2
ba
|
2,000
sqft
|
built
1927
11319 S Green Bay Ave, Chicago, IL 60617
$460
Cash flow
8.7%
Cash-on-Cash Return
7.7%
Cap rate
1.0%
Rent to Value Ratio
3,229 out of 4,711 properties for sale in Chicago, IL
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Active

$449,000
4
bds
|
3
ba
|
1,916
sqft
|
built
1999
6158 W 60th St, Chicago, IL 60638
$-232
Cash flow
-2.7%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$475,000
2
bds
|
1
ba
|
1,200
sqft
|
built
1928
73 E Elm St, Chicago, IL 60611
$-2,339
Cash flow
-25.7%
Cash-on-Cash Return
-0.2%
Cap rate
0.7%
Rent to Value Ratio

Active

$409,000
2
bds
|
2
ba
|
1,200
sqft
|
built
2005
1704 S Carpenter St, Chicago, IL 60608
$-782
Cash flow
-10.0%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$275,000
3
bds
|
2
ba
|
2,000
sqft
|
built
1927
11319 S Green Bay Ave, Chicago, IL 60617
$460
Cash flow
8.7%
Cash-on-Cash Return
7.7%
Cap rate
1.0%
Rent to Value Ratio

Active

$270,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1969
6325 N Sheridan Rd, Chicago, IL 60660
$-766
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
1.0%
Rent to Value Ratio

Active

$349,999
1
bds
|
1
ba
|
0
sqft
|
built
1985
211 E Ohio St, Chicago, IL 60611
$-1,325
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$224,500
1
bds
|
1
ba
|
850
sqft
|
built
1962
535 N Michigan Ave, Chicago, IL 60611
$-716
Cash flow
-16.6%
Cash-on-Cash Return
1.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$625,000
2
bds
|
2
ba
|
1,781
sqft
|
built
2005
737 W Washington Blvd, Chicago, IL 60661
$-3,060
Cash flow
-25.5%
Cash-on-Cash Return
-0.2%
Cap rate
0.7%
Rent to Value Ratio

Active

$145,000
3
bds
|
2
ba
|
981
sqft
|
built
1948
9626 S Oglesby Ave, Chicago, IL 60617
$399
Cash flow
14.4%
Cash-on-Cash Return
9.0%
Cap rate
1.2%
Rent to Value Ratio

Active

$685,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1971
1030 N State St, Chicago, IL 60610
$-2,187
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$275,000
1
bds
|
1
ba
|
800
sqft
|
built
1925
1250 W Van Buren St, Chicago, IL 60607
$-105
Cash flow
-2.0%
Cash-on-Cash Return
5.2%
Cap rate
1.0%
Rent to Value Ratio

Active

$179,900
6
bds
|
2
ba
|
1,713
sqft
|
built
1912
7807 S Burnham Ave, Chicago, IL 60649
$405
Cash flow
11.7%
Cash-on-Cash Return
8.4%
Cap rate
1.1%
Rent to Value Ratio

Active

$375,000
3
bds
|
2
ba
|
1,121
sqft
|
built
1954
2743 W 83rd St, Chicago, IL 60652
$-519
Cash flow
-7.2%
Cash-on-Cash Return
4.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$539,900
4
bds
|
3
ba
|
2,024
sqft
|
built
1895
218 N Mason Ave, Chicago, IL 60644
$-1,076
Cash flow
-10.4%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$405,000
3
bds
|
2
ba
|
1,020
sqft
|
built
1952
2925 N Nagle Ave, Chicago, IL 60634
$-247
Cash flow
-3.2%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$470,000
7
bds
|
2
ba
|
0
sqft
|
built
1897
6417 S Eberhart Ave, Chicago, IL 60637
$-1,764
Cash flow
-19.6%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio

Active

$370,000
2
bds
|
2
ba
|
1,165
sqft
|
built
1927
208 W Washington St, Chicago, IL 60606
$-1,335
Cash flow
-18.8%
Cash-on-Cash Return
1.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$199,000
1
bds
|
1
ba
|
850
sqft
|
built
1962
535 N Michigan Ave, Chicago, IL 60611
$-778
Cash flow
-20.4%
Cash-on-Cash Return
1.0%
Cap rate
1.1%
Rent to Value Ratio

Active under contract

$750,000
2
bds
|
2
ba
|
1,600
sqft
|
built
2001
843 W Monroe St, Chicago, IL 60607
$-2,364
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$265,000
2
bds
|
1
ba
|
1,095
sqft
|
built
1919
1430 N Long Ave, Chicago, IL 60651
$35
Cash flow
0.7%
Cash-on-Cash Return
5.8%
Cap rate
0.8%
Rent to Value Ratio

Active

$268,999
4
bds
|
3
ba
|
1,632
sqft
|
built
1893
7421 S Eggleston Ave, Chicago, IL 60621
$-169
Cash flow
-3.3%
Cash-on-Cash Return
4.9%
Cap rate
0.6%
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

$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

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

$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

$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

$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 under contract

$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

$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

$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

$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

$147,500
1
bds
|
1
ba
|
750
sqft
|
built
1970
6301 N Sheridan Rd, Chicago, IL 60660
$-363
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
1.4%
Rent to Value Ratio

Active

$138,808
2
bds
|
1
ba
|
714
sqft
|
built
1903
1233 S Karlov Ave, Chicago, IL 60623
$-11
Cash flow
-0.4%
Cash-on-Cash Return
5.6%
Cap rate
1.2%
Rent to Value Ratio

Active

$697,747
2
bds
|
3
ba
|
1,648
sqft
|
built
1964
777 N Michigan Ave, Chicago, IL 60611
$-2,746
Cash flow
-20.5%
Cash-on-Cash Return
1.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$379,000
1
bds
|
1
ba
|
0
sqft
|
built
1913
1040 W Adams St, Chicago, IL 60607
$-1,579
Cash flow
-21.7%
Cash-on-Cash Return
0.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$425,000
7
bds
|
2
ba
|
0
sqft
|
built
1911
7115 S Champlain Ave, Chicago, IL 60619
$-1,100
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$290,000
1
bds
|
1
ba
|
1,100
sqft
|
built
1924
1046 W Balmoral Ave, Chicago, IL 60640
$-628
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$399,999
3
bds
|
2
ba
|
1,008
sqft
|
built
1929
6111 S Menard Ave, Chicago, IL 60638
$-481
Cash flow
-6.3%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$729,000
4
bds
|
4
ba
|
2,700
sqft
|
built
1893
4752 S Champlain Ave, Chicago, IL 60615
$-1,987
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$274,000
1
bds
|
1
ba
|
725
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-542
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
1.0%
Rent to Value Ratio