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
$230,000
3
bds
|
2
ba
|
2,150
sqft
|
built
1963
8436 S Maryland Ave, Chicago, IL 60619
$348
Cash flow
7.9%
Cash-on-Cash Return
8.1%
Cap rate
1.1%
Rent to Value Ratio
$99,900
3
bds
|
2
ba
|
1,580
sqft
|
built
1926
6801 S Crandon Ave, Chicago, IL 60649
$343
Cash flow
17.9%
Cash-on-Cash Return
10.4%
Cap rate
1.5%
Rent to Value Ratio
3,906 out of 4,504 properties for sale in Chicago, IL
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$184,900
1
bds
|
1
ba
|
830
sqft
|
built
1970
1700 E 56th St, Chicago, IL 60637
$-578
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
1.1%
Rent to Value Ratio
$259,900
1
bds
|
1
ba
|
0
sqft
|
built
1972
450 W Briar Pl, Chicago, IL 60657
$-676
Cash flow
-13.6%
Cash-on-Cash Return
3.2%
Cap rate
1.0%
Rent to Value Ratio
$380,000
2
bds
|
1
ba
|
0
sqft
|
built
1947
525 N Ada St, Chicago, IL 60642
$-886
Cash flow
-12.2%
Cash-on-Cash Return
3.5%
Cap rate
0.8%
Rent to Value Ratio
$389,500
4
bds
|
1
ba
|
1,282
sqft
|
built
1949
2917 N Mango Ave, Chicago, IL 60634
$-448
Cash flow
-6.0%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio
$3,995,000
3
bds
|
3
ba
|
4,200
sqft
|
built
2000
800 N Michigan Ave, Chicago, IL 60611
$-24,076
Cash flow
-31.4%
Cash-on-Cash Return
-0.9%
Cap rate
0.2%
Rent to Value Ratio
$2,950,000
6
bds
|
6
ba
|
6,000
sqft
|
built
2017
1855 N Hermitage Ave, Chicago, IL 60622
$-13,967
Cash flow
-24.7%
Cash-on-Cash Return
0.6%
Cap rate
0.3%
Rent to Value Ratio
$879,000
4
bds
|
4
ba
|
3,175
sqft
|
built
1917
4439 N Saint Louis Ave, Chicago, IL 60625
$-3,092
Cash flow
-18.4%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio
$800,000
3
bds
|
2
ba
|
1,929
sqft
|
built
2007
1160 S Michigan Ave, Chicago, IL 60605
$-2,827
Cash flow
-18.4%
Cash-on-Cash Return
2.1%
Cap rate
0.8%
Rent to Value Ratio
$399,900
3
bds
|
2
ba
|
1,200
sqft
|
built
1920
6233 S Woodlawn Ave, Chicago, IL 60637
$-1,555
Cash flow
-20.3%
Cash-on-Cash Return
1.6%
Cap rate
0.5%
Rent to Value Ratio
$224,900
1
bds
|
1
ba
|
950
sqft
|
built
1973
4170 N Marine Dr, Chicago, IL 60613
$-400
Cash flow
-9.3%
Cash-on-Cash Return
4.2%
Cap rate
1.1%
Rent to Value Ratio
$269,900
2
bds
|
2
ba
|
0
sqft
|
built
1928
1550 S Blue Island Ave, Chicago, IL 60608
$-345
Cash flow
-6.7%
Cash-on-Cash Return
4.8%
Cap rate
1.1%
Rent to Value Ratio
$270,000
1
bds
|
1
ba
|
0
sqft
|
built
1972
1636 N Wells St, Chicago, IL 60614
$-931
Cash flow
-18.0%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio
$245,000
1
bds
|
1
ba
|
889
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-792
Cash flow
-16.9%
Cash-on-Cash Return
2.4%
Cap rate
1.0%
Rent to Value Ratio
$550,000
3
bds
|
3
ba
|
2,600
sqft
|
built
1913
3344 N Kildare Ave, Chicago, IL 60641
$-838
Cash flow
-7.9%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
$349,900
3
bds
|
3
ba
|
1,390
sqft
|
built
1905
9045 S Carpenter St, Chicago, IL 60620
$-700
Cash flow
-10.4%
Cash-on-Cash Return
3.9%
Cap rate
0.5%
Rent to Value Ratio
$259,000
2
bds
|
1
ba
|
0
sqft
|
built
1920
7029 N Greenview Ave, Chicago, IL 60626
$-603
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.8%
Rent to Value Ratio
$320,000
3
bds
|
2
ba
|
1,244
sqft
|
built
1939
6649 S Karlov Ave, Chicago, IL 60629
$-249
Cash flow
-4.1%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio
$99,900
3
bds
|
2
ba
|
1,580
sqft
|
built
1926
6801 S Crandon Ave, Chicago, IL 60649
$343
Cash flow
17.9%
Cash-on-Cash Return
10.4%
Cap rate
1.5%
Rent to Value Ratio
$475,000
3
bds
|
2
ba
|
1,546
sqft
|
built
1911
3406 W Medill Ave, Chicago, IL 60647
$-953
Cash flow
-10.5%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio
$399,000
7
bds
|
3
ba
|
0
sqft
|
built
1918
8200 S Sangamon St, Chicago, IL 60620
$-677
Cash flow
-8.9%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
$530,000
2
bds
|
3
ba
|
0
sqft
|
built
1901
2150 W North Ave, Chicago, IL 60647
$-1,149
Cash flow
-11.3%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
$399,900
4
bds
|
2
ba
|
1,905
sqft
|
built
1908
5508 S Hyde Park Blvd, Chicago, IL 60637
$-783
Cash flow
-10.2%
Cash-on-Cash Return
3.9%
Cap rate
0.9%
Rent to Value Ratio
$189,900
1
bds
|
1
ba
|
900
sqft
|
built
1962
4250 N Marine Dr, Chicago, IL 60613
$-537
Cash flow
-14.8%
Cash-on-Cash Return
2.9%
Cap rate
1.1%
Rent to Value Ratio
$230,000
3
bds
|
2
ba
|
2,150
sqft
|
built
1963
8436 S Maryland Ave, Chicago, IL 60619
$348
Cash flow
7.9%
Cash-on-Cash Return
8.1%
Cap rate
1.1%
Rent to Value Ratio
$2,299,000
5
bds
|
5
ba
|
0
sqft
|
built
1905
2022 N Humboldt Blvd, Chicago, IL 60647
$-8,880
Cash flow
-20.2%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
$599,900
7
bds
|
4
ba
|
0
sqft
|
built
1900
3342 S Aberdeen St, Chicago, IL 60608
$-2,426
Cash flow
-21.1%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio
$1,095,000
3
bds
|
4
ba
|
2,968
sqft
|
built
1988
55 W Goethe St, Chicago, IL 60610
$-4,651
Cash flow
-22.2%
Cash-on-Cash Return
1.2%
Cap rate
0.6%
Rent to Value Ratio
$249,900
5
bds
|
3
ba
|
0
sqft
|
built
1895
5014 S Paulina St, Chicago, IL 60609
$-202
Cash flow
-4.2%
Cash-on-Cash Return
5.3%
Cap rate
0.7%
Rent to Value Ratio
$389,900
1
bds
|
1
ba
|
0
sqft
|
built
2008
125 S Green St, Chicago, IL 60607
$-1,343
Cash flow
-18.0%
Cash-on-Cash Return
2.2%
Cap rate
0.8%
Rent to Value Ratio
$1,199,000
4
bds
|
3
ba
|
0
sqft
|
built
1914
2087 W Greenleaf Ave, Chicago, IL 60645
$-3,769
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
$339,900
3
bds
|
2
ba
|
0
sqft
|
built
1921
5331 S Harper Ave, Chicago, IL 60615
$-884
Cash flow
-13.6%
Cash-on-Cash Return
3.2%
Cap rate
0.8%
Rent to Value Ratio
$455,000
2
bds
|
2
ba
|
1,225
sqft
|
built
2002
222 N Columbus Dr, Chicago, IL 60601
$-1,738
Cash flow
-19.9%
Cash-on-Cash Return
1.7%
Cap rate
0.8%
Rent to Value Ratio
$1,100,000
4
bds
|
3
ba
|
2,850
sqft
|
built
2016
1146 W Hubbard St, Chicago, IL 60642
$-3,501
Cash flow
-16.6%
Cash-on-Cash Return
2.5%
Cap rate
0.6%
Rent to Value Ratio
$159,900
5
bds
|
3
ba
|
0
sqft
|
built
1906
10901 S Michigan Ave, Chicago, IL 60628
$288
Cash flow
9.4%
Cash-on-Cash Return
8.5%
Cap rate
1.1%
Rent to Value Ratio
$499,999
3
bds
|
2
ba
|
0
sqft
|
built
1959
4830 N Nashville Ave, Chicago, IL 60656
$-850
Cash flow
-8.9%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
$320,000
1
bds
|
1
ba
|
900
sqft
|
built
2009
1629 S Prairie Ave, Chicago, IL 60616
$-826
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio
$585,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1990
401 E Ontario St, Chicago, IL 60611
$-2,288
Cash flow
-20.4%
Cash-on-Cash Return
1.6%
Cap rate
0.6%
Rent to Value Ratio
$425,000
1
bds
|
1
ba
|
873
sqft
|
built
2008
600 N Fairbanks Ct, Chicago, IL 60611
$-1,524
Cash flow
-18.7%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio
$410,000
2
bds
|
2
ba
|
1,822
sqft
|
built
1905
1727 S Indiana Ave, Chicago, IL 60616
$-490
Cash flow
-6.2%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio
$319,000
2
bds
|
1
ba
|
0
sqft
|
built
1927
1620 W Olive Ave, Chicago, IL 60660
$-758
Cash flow
-12.4%
Cash-on-Cash Return
3.4%
Cap rate
0.8%
Rent to Value Ratio