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
Pending
$58,000
3
bds
|
1
ba
|
1,000
sqft
|
built
1923
8540 S Rhodes Ave, Chicago, IL 60619
$1,134
Cash flow
22.8%
Cash-on-Cash Return
23.5%
Cap rate
3.4%
Rent to Value Ratio
Active
$59,000
7
bds
|
3
ba
|
0
sqft
|
built
1905
2259 S Kirkland Ave, Chicago, IL 60623
$709
Cash flow
14.0%
Cash-on-Cash Return
14.4%
Cap rate
2.2%
Rent to Value Ratio
3,734 out of 4,286 properties for sale in Chicago, IL
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Active
$248,000
1
bds
|
1
ba
|
887
sqft
|
built
1955
900 N Lake Shore Dr, Chicago, IL 60611
$-657
Cash flow
-13.8%
Cash-on-Cash Return
3.1%
Cap rate
1.1%
Rent to Value Ratio
Active
$247,000
1
bds
|
1
ba
|
700
sqft
|
built
2003
1845 S Michigan Ave, Chicago, IL 60616
$-627
Cash flow
-13.2%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$484,000
3
bds
|
2
ba
|
1,700
sqft
|
built
1926
40 E Delaware Pl, Chicago, IL 60611
$-1,979
Cash flow
-21.3%
Cash-on-Cash Return
1.4%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$555,900
7
bds
|
3
ba
|
0
sqft
|
built
1923
1010 S Mason Ave, Chicago, IL 60644
$-1,757
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$448,800
7
bds
|
4
ba
|
0
sqft
|
built
1923
2507 W 45th Pl, Chicago, IL 60632
$-1,372
Cash flow
-15.9%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$399,900
3
bds
|
3
ba
|
2,200
sqft
|
built
1929
1640 E 50th St, Chicago, IL 60615
$-2,203
Cash flow
-28.7%
Cash-on-Cash Return
-0.3%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$450,000
4
bds
|
3
ba
|
2,400
sqft
|
built
1914
6317 W Cuyler Ave, Chicago, IL 60634
$-1,204
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$650,000
3
bds
|
2
ba
|
0
sqft
|
built
1893
3856 N Kenneth Ave, Chicago, IL 60641
$-1,837
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$270,000
1
bds
|
1
ba
|
0
sqft
|
built
2008
50 E 16th St, Chicago, IL 60616
$-1,020
Cash flow
-19.7%
Cash-on-Cash Return
1.8%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$635,000
3
bds
|
2
ba
|
2,100
sqft
|
built
1998
5844 N Hermitage Ave, Chicago, IL 60660
$-1,942
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$250,000
2
bds
|
1
ba
|
0
sqft
|
built
1914
838 N Maplewood Ave, Chicago, IL 60622
$-579
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$295,000
4
bds
|
3
ba
|
1,530
sqft
|
built
1947
8105 S Sawyer Ave, Chicago, IL 60652
$-174
Cash flow
-3.1%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$175,000
1
bds
|
1
ba
|
778
sqft
|
built
1972
6468 N Northwest Hwy, Chicago, IL 60631
$-536
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$700,000
3
bds
|
3
ba
|
2,400
sqft
|
built
2005
5021 N Kenmore Ave, Chicago, IL 60640
$-2,067
Cash flow
-15.4%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$538,900
2
bds
|
2
ba
|
1,200
sqft
|
built
2002
1322 S Prairie Ave, Chicago, IL 60605
$-1,660
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$374,900
2
bds
|
1
ba
|
0
sqft
|
built
1924
2127 W Pierce Ave, Chicago, IL 60622
$-969
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$349,900
2
bds
|
1
ba
|
724
sqft
|
built
1924
1438 W Roscoe St, Chicago, IL 60657
$-654
Cash flow
-9.8%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$269,900
5
bds
|
2
ba
|
0
sqft
|
built
1961
6839 S Michigan Ave, Chicago, IL 60637
$-400
Cash flow
-7.7%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$875,000
3
bds
|
3
ba
|
2,200
sqft
|
built
2006
3020 N Sheffield Ave, Chicago, IL 60657
$-1,886
Cash flow
-11.2%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$59,000
7
bds
|
3
ba
|
0
sqft
|
built
1905
2259 S Kirkland Ave, Chicago, IL 60623
$709
Cash flow
14.0%
Cash-on-Cash Return
14.4%
Cap rate
2.2%
Rent to Value Ratio
Active under contract
$264,900
3
bds
|
1
ba
|
1,049
sqft
|
built
1959
4313 W 77th Pl, Chicago, IL 60652
$-26
Cash flow
-0.5%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$350,000
1
bds
|
1
ba
|
0
sqft
|
built
1999
520 W Huron St, Chicago, IL 60654
$-862
Cash flow
-12.8%
Cash-on-Cash Return
3.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$435,000
8
bds
|
3
ba
|
0
sqft
|
built
1888
5309 S Bishop St, Chicago, IL 60609
$-1,106
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$299,900
3
bds
|
2
ba
|
1,040
sqft
|
built
1962
10324 S Sacramento Ave, Chicago, IL 60655
$-72
Cash flow
-1.3%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$359,900
3
bds
|
1
ba
|
990
sqft
|
built
1926
5626 N Mc Vicker Ave, Chicago, IL 60646
$-560
Cash flow
-8.1%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$355,000
3
bds
|
2
ba
|
1,300
sqft
|
built
1900
10442 S Prospect Ave, Chicago, IL 60643
$280
Cash flow
4.1%
Cash-on-Cash Return
7.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$499,000
3
bds
|
2
ba
|
2,000
sqft
|
built
1880
2242 W Taylor St, Chicago, IL 60612
$-808
Cash flow
-8.4%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$435,000
4
bds
|
3
ba
|
0
sqft
|
built
1921
3100 N Newcastle Ave, Chicago, IL 60634
$-1,032
Cash flow
-12.4%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$540,000
2
bds
|
2
ba
|
1,450
sqft
|
built
2004
530 N Lake Shore Dr, Chicago, IL 60611
$-2,262
Cash flow
-21.9%
Cash-on-Cash Return
1.3%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$380,000
2
bds
|
2
ba
|
0
sqft
|
built
1911
1114 W Pratt Blvd, Chicago, IL 60626
$-1,132
Cash flow
-15.5%
Cash-on-Cash Return
2.7%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$799,000
3
bds
|
3
ba
|
2,500
sqft
|
built
2000
1645 W Erie St, Chicago, IL 60622
$-2,439
Cash flow
-15.9%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$475,000
3
bds
|
3
ba
|
1,858
sqft
|
built
1958
3180 N Lake Shore Dr, Chicago, IL 60657
$-2,447
Cash flow
-26.9%
Cash-on-Cash Return
0.1%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$285,000
1
bds
|
1
ba
|
848
sqft
|
built
2005
222 N Columbus Dr, Chicago, IL 60601
$-979
Cash flow
-17.9%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$625,000
4
bds
|
3
ba
|
1,709
sqft
|
built
1890
2058 W Washington Blvd, Chicago, IL 60612
$-1,302
Cash flow
-10.9%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$299,900
2
bds
|
2
ba
|
1,200
sqft
|
built
1917
1217 W Hood Ave, Chicago, IL 60660
$-350
Cash flow
-6.1%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$190,000
2
bds
|
1
ba
|
0
sqft
|
built
1949
6539 N California Ave, Chicago, IL 60645
$-189
Cash flow
-5.2%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$328,999
2
bds
|
2
ba
|
1,300
sqft
|
built
2002
7153 W Irving Park Rd, Chicago, IL 60634
$-538
Cash flow
-8.5%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Pending
$58,000
3
bds
|
1
ba
|
1,000
sqft
|
built
1923
8540 S Rhodes Ave, Chicago, IL 60619
$1,134
Cash flow
22.8%
Cash-on-Cash Return
23.5%
Cap rate
3.4%
Rent to Value Ratio
Active under contract
$475,000
2
bds
|
2
ba
|
0
sqft
|
built
2000
930 W Cuyler Ave, Chicago, IL 60613
$-1,074
Cash flow
-11.8%
Cash-on-Cash Return
3.6%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$435,000
1
bds
|
1
ba
|
1,200
sqft
|
built
1904
1737 N Paulina St, Chicago, IL 60622
$-1,213
Cash flow
-14.5%
Cash-on-Cash Return
2.9%
Cap rate
0.7%
Rent to Value Ratio