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
$79,900
2
bds
|
2
ba
|
1,234
sqft
|
built
1910
7813 S May St, Chicago, IL 60620
$820
Cash flow
53.5%
Cash-on-Cash Return
18.5%
Cap rate
2.3%
Rent to Value Ratio
$159,000
1
bds
|
2
ba
|
0
sqft
|
built
1915
40 E 9th St, Chicago, IL 60605
$296
Cash flow
9.7%
Cash-on-Cash Return
8.5%
Cap rate
1.3%
Rent to Value Ratio
354 out of 4,588 properties for sale in Chicago, IL
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$239,999
3
bds
|
2
ba
|
1,236
sqft
|
built
1905
2814 W 40th St, Chicago, IL 60632
$-194
Cash flow
-4.2%
Cash-on-Cash Return
5.3%
Cap rate
0.8%
Rent to Value Ratio
$500,000
5
bds
|
2
ba
|
0
sqft
|
built
1892
2230 W 24th St, Chicago, IL 60608
$-1,347
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
$219,900
3
bds
|
2
ba
|
1,129
sqft
|
built
1960
2320 E 103rd St, Chicago, IL 60617
$132
Cash flow
3.1%
Cash-on-Cash Return
7.0%
Cap rate
0.9%
Rent to Value Ratio
$690,000
5
bds
|
4
ba
|
0
sqft
|
built
1925
5104 N Austin Ave, Chicago, IL 60630
$-2,369
Cash flow
-17.9%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio
$330,000
2
bds
|
1
ba
|
900
sqft
|
built
1921
1522 W Addison St, Chicago, IL 60613
$-708
Cash flow
-11.2%
Cash-on-Cash Return
3.7%
Cap rate
0.8%
Rent to Value Ratio
$235,000
2
bds
|
1
ba
|
1,000
sqft
|
built
1957
3950 N Lake Shore Dr, Chicago, IL 60613
$-660
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
1.1%
Rent to Value Ratio
$339,900
4
bds
|
3
ba
|
1,404
sqft
|
built
1958
9059 S Cregier Ave, Chicago, IL 60617
$-234
Cash flow
-3.6%
Cash-on-Cash Return
5.4%
Cap rate
0.7%
Rent to Value Ratio
$409,900
4
bds
|
2
ba
|
0
sqft
|
built
1911
3423 N Tripp Ave, Chicago, IL 60641
$-1,258
Cash flow
-16.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
$220,000
2
bds
|
2
ba
|
1,100
sqft
|
built
1967
2615 W Foster Ave, Chicago, IL 60625
$-608
Cash flow
-14.4%
Cash-on-Cash Return
2.9%
Cap rate
0.7%
Rent to Value Ratio
$515,000
2
bds
|
2
ba
|
1,290
sqft
|
built
2005
233 E 13th St, Chicago, IL 60605
$-2,222
Cash flow
-22.5%
Cash-on-Cash Return
1.1%
Cap rate
0.5%
Rent to Value Ratio
$150,000
1
bds
|
1
ba
|
750
sqft
|
built
1951
6030 N Sheridan Rd, Chicago, IL 60660
$-193
Cash flow
-6.7%
Cash-on-Cash Return
4.7%
Cap rate
1.2%
Rent to Value Ratio
$699,900
6
bds
|
3
ba
|
0
sqft
|
built
1928
6608 N Washtenaw Ave, Chicago, IL 60645
$-2,711
Cash flow
-20.2%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
$215,900
2
bds
|
2
ba
|
1,050
sqft
|
built
1973
5326 W Windsor Ave, Chicago, IL 60630
$-366
Cash flow
-8.8%
Cash-on-Cash Return
4.2%
Cap rate
0.8%
Rent to Value Ratio
$475,000
2
bds
|
2
ba
|
0
sqft
|
built
2004
1907 W Chicago Ave, Chicago, IL 60622
$-877
Cash flow
-9.6%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio
$1,295,000
4
bds
|
5
ba
|
4,000
sqft
|
built
2009
3005 N Honore St, Chicago, IL 60657
$-3,484
Cash flow
-14.0%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
$469,900
5
bds
|
2
ba
|
2,000
sqft
|
built
1929
5945 W Dakin St, Chicago, IL 60634
$-777
Cash flow
-8.6%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
$925,000
7
bds
|
6
ba
|
0
sqft
|
built
1900
815 S Bell Ave, Chicago, IL 60612
$-3,467
Cash flow
-19.6%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
$359,900
2
bds
|
2
ba
|
0
sqft
|
built
2002
1525 S Sangamon St, Chicago, IL 60608
$-1,401
Cash flow
-20.3%
Cash-on-Cash Return
1.6%
Cap rate
0.6%
Rent to Value Ratio
$319,900
1
bds
|
1
ba
|
800
sqft
|
built
2002
1444 N Orleans St, Chicago, IL 60610
$-816
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
$535,000
2
bds
|
2
ba
|
1,221
sqft
|
built
2008
757 N Orleans St, Chicago, IL 60654
$-1,352
Cash flow
-13.2%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
$450,000
2
bds
|
2
ba
|
1,250
sqft
|
built
2007
170 W Polk St, Chicago, IL 60605
$-1,206
Cash flow
-14.0%
Cash-on-Cash Return
3.0%
Cap rate
0.8%
Rent to Value Ratio
$585,000
4
bds
|
3
ba
|
1,600
sqft
|
built
1949
3001 N Neenah Ave, Chicago, IL 60634
$-1,424
Cash flow
-12.7%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
$269,999
3
bds
|
2
ba
|
1,040
sqft
|
built
1961
1331 W 112th St, Chicago, IL 60643
$69
Cash flow
1.3%
Cash-on-Cash Return
6.5%
Cap rate
0.8%
Rent to Value Ratio
$1,450,000
6
bds
|
4
ba
|
0
sqft
|
built
1915
3844 W Wrightwood Ave, Chicago, IL 60647
$-6,227
Cash flow
-22.4%
Cash-on-Cash Return
1.1%
Cap rate
0.3%
Rent to Value Ratio
$1,250,000
3
bds
|
4
ba
|
0
sqft
|
built
1891
1534 W Henderson St, Chicago, IL 60657
$-3,421
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
$79,900
2
bds
|
2
ba
|
1,234
sqft
|
built
1910
7813 S May St, Chicago, IL 60620
$820
Cash flow
53.5%
Cash-on-Cash Return
18.5%
Cap rate
2.3%
Rent to Value Ratio
$159,000
1
bds
|
2
ba
|
0
sqft
|
built
1915
40 E 9th St, Chicago, IL 60605
$296
Cash flow
9.7%
Cash-on-Cash Return
8.5%
Cap rate
1.3%
Rent to Value Ratio
$635,000
5
bds
|
3
ba
|
1,735
sqft
|
built
1924
4141 N Meade Ave, Chicago, IL 60634
$-1,311
Cash flow
-10.8%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
$630,000
4
bds
|
4
ba
|
3,900
sqft
|
built
2016
6924 W Armitage Ave, Chicago, IL 60707
$-36
Cash flow
-0.3%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
$260,000
2
bds
|
1
ba
|
0
sqft
|
built
2004
2217 W Foster Ave, Chicago, IL 60625
$-642
Cash flow
-12.9%
Cash-on-Cash Return
3.3%
Cap rate
0.7%
Rent to Value Ratio
$250,000
2
bds
|
1
ba
|
950
sqft
|
built
1950
4709 N Virginia Ave, Chicago, IL 60625
$-809
Cash flow
-16.9%
Cash-on-Cash Return
2.4%
Cap rate
0.7%
Rent to Value Ratio
$495,000
2
bds
|
1
ba
|
1,400
sqft
|
built
1893
2680 N Burling St, Chicago, IL 60614
$-1,170
Cash flow
-12.3%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio
$179,900
2
bds
|
2
ba
|
1,325
sqft
|
built
1971
2605 S Indiana Ave, Chicago, IL 60616
$-286
Cash flow
-8.3%
Cash-on-Cash Return
4.3%
Cap rate
1.4%
Rent to Value Ratio
$250,000
1
bds
|
1
ba
|
725
sqft
|
built
1962
300 N State St, Chicago, IL 60654
$-681
Cash flow
-14.2%
Cash-on-Cash Return
3.0%
Cap rate
1.0%
Rent to Value Ratio
$350,000
2
bds
|
2
ba
|
0
sqft
|
built
1905
1015 W Ainslie St, Chicago, IL 60640
$-886
Cash flow
-13.2%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
$269,000
1
bds
|
1
ba
|
645
sqft
|
built
1980
30 E Huron St, Chicago, IL 60611
$-896
Cash flow
-17.4%
Cash-on-Cash Return
2.2%
Cap rate
0.8%
Rent to Value Ratio
$540,000
4
bds
|
2
ba
|
0
sqft
|
built
1915
6809 N Wolcott Ave, Chicago, IL 60626
$-1,424
Cash flow
-13.8%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
$490,000
2
bds
|
2
ba
|
0
sqft
|
built
2005
2207 N Western Ave, Chicago, IL 60647
$-1,388
Cash flow
-14.8%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
$359,000
2
bds
|
2
ba
|
1,206
sqft
|
built
2006
1305 S Michigan Ave, Chicago, IL 60605
$-804
Cash flow
-11.7%
Cash-on-Cash Return
3.5%
Cap rate
0.9%
Rent to Value Ratio
$585,000
2
bds
|
2
ba
|
1,350
sqft
|
built
1991
195 N Harbor Dr, Chicago, IL 60601
$-2,424
Cash flow
-21.6%
Cash-on-Cash Return
1.3%
Cap rate
0.7%
Rent to Value Ratio