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

$85,000
3
bds
|
2
ba
|
1,000
sqft
|
built
1885
527 N Springfield Ave, Chicago, IL 60624
$862
Cash flow
52.9%
Cash-on-Cash Return
17.8%
Cap rate
2.2%
Rent to Value Ratio

Active

$175,000
bds
|
1
ba
|
0
sqft
|
built
1968
2728 N Hampden Ct, Chicago, IL 60614
$359
Cash flow
10.7%
Cash-on-Cash Return
8.7%
Cap rate
1.5%
Rent to Value Ratio
3,995 out of 4,640 properties for sale in Chicago, IL
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Active

$420,000
6
bds
|
2
ba
|
0
sqft
|
built
1925
8226 S Langley Ave, Chicago, IL 60619
$-606
Cash flow
-7.5%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$175,000
1
bds
|
1
ba
|
800
sqft
|
built
1923
4704 N Kasson Ave, Chicago, IL 60630
$-69
Cash flow
-2.1%
Cash-on-Cash Return
5.2%
Cap rate
0.9%
Rent to Value Ratio

Active

$640,000
4
bds
|
3
ba
|
0
sqft
|
built
1901
4125 W School St, Chicago, IL 60641
$-1,975
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$200,000
2
bds
|
1
ba
|
640
sqft
|
built
1888
3441 S Ashland Ave, Chicago, IL 60608
$72
Cash flow
1.9%
Cash-on-Cash Return
6.7%
Cap rate
1.0%
Rent to Value Ratio

Active

$775,000
4
bds
|
3
ba
|
0
sqft
|
built
1890
853 N Hoyne Ave, Chicago, IL 60622
$-3,172
Cash flow
-21.4%
Cash-on-Cash Return
1.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$720,000
4
bds
|
5
ba
|
0
sqft
|
built
1922
4825 N Karlov Ave, Chicago, IL 60630
$-2,427
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$190,000
2
bds
|
2
ba
|
1,018
sqft
|
built
1953
10918 S Eberhart Ave, Chicago, IL 60628
$-38
Cash flow
-1.0%
Cash-on-Cash Return
6.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$1,100,000
3
bds
|
4
ba
|
2,270
sqft
|
built
1998
250 W Scott St, Chicago, IL 60610
$-4,128
Cash flow
-19.6%
Cash-on-Cash Return
1.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$539,000
2
bds
|
2
ba
|
1,380
sqft
|
built
2000
520 W Huron St, Chicago, IL 60654
$-2,473
Cash flow
-23.9%
Cash-on-Cash Return
0.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$239,900
3
bds
|
1
ba
|
1,038
sqft
|
built
1961
9056 S Normal Ave, Chicago, IL 60620
$128
Cash flow
2.8%
Cash-on-Cash Return
6.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$295,000
10
bds
|
4
ba
|
0
sqft
|
built
1923
10739 S Wabash Ave, Chicago, IL 60628
$-699
Cash flow
-12.4%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$399,900
4
bds
|
1
ba
|
1,600
sqft
|
built
1920
6211 N Harlem Ave, Chicago, IL 60631
$-822
Cash flow
-10.7%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$789,000
4
bds
|
4
ba
|
3,200
sqft
|
built
2007
3137 S Throop St, Chicago, IL 60608
$-1,579
Cash flow
-10.4%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$130,000
1
bds
|
1
ba
|
825
sqft
|
built
1973
3001 S Michigan Ave, Chicago, IL 60616
$14
Cash flow
0.6%
Cash-on-Cash Return
6.4%
Cap rate
1.5%
Rent to Value Ratio

Active

$440,000
2
bds
|
2
ba
|
1,248
sqft
|
built
2008
100 E 14th St, Chicago, IL 60605
$-1,865
Cash flow
-22.1%
Cash-on-Cash Return
1.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$159,900
2
bds
|
1
ba
|
950
sqft
|
built
1924
6254 N Richmond St, Chicago, IL 60659
$-11
Cash flow
-0.4%
Cash-on-Cash Return
5.6%
Cap rate
1.1%
Rent to Value Ratio

Active

$599,999
3
bds
|
2
ba
|
1,501
sqft
|
built
1925
1033 W 14th Pl, Chicago, IL 60608
$-1,904
Cash flow
-16.6%
Cash-on-Cash Return
1.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$232,000
1
bds
|
1
ba
|
0
sqft
|
built
1923
1645 W Ogden Ave, Chicago, IL 60612
$-199
Cash flow
-4.5%
Cash-on-Cash Return
4.7%
Cap rate
0.9%
Rent to Value Ratio

Active

$799,900
3
bds
|
2
ba
|
1,800
sqft
|
built
1886
3726 N Ashland Ave, Chicago, IL 60613
$-2,150
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,950,000
5
bds
|
4
ba
|
4,000
sqft
|
built
2015
1617 N Bell Ave, Chicago, IL 60647
$-6,966
Cash flow
-18.6%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio

Active

$574,900
2
bds
|
2
ba
|
1,400
sqft
|
built
2003
3522 N Fremont St, Chicago, IL 60657
$-1,301
Cash flow
-11.8%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$575,000
2
bds
|
2
ba
|
1,280
sqft
|
built
2001
421 W Huron St, Chicago, IL 60654
$-2,556
Cash flow
-23.2%
Cash-on-Cash Return
0.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$175,000
bds
|
1
ba
|
0
sqft
|
built
1968
2728 N Hampden Ct, Chicago, IL 60614
$359
Cash flow
10.7%
Cash-on-Cash Return
8.7%
Cap rate
1.5%
Rent to Value Ratio

Active

$289,900
3
bds
|
2
ba
|
1,860
sqft
|
built
1959
7133 S Honore St, Chicago, IL 60636
$-464
Cash flow
-8.4%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$485,000
2
bds
|
2
ba
|
1,220
sqft
|
built
1969
175 E Delaware Pl, Chicago, IL 60611
$-1,728
Cash flow
-18.6%
Cash-on-Cash Return
2.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$710,000
2
bds
|
2
ba
|
1,575
sqft
|
built
2003
25 E Superior St, Chicago, IL 60611
$-4,065
Cash flow
-29.9%
Cash-on-Cash Return
-0.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$725,000
2
bds
|
2
ba
|
0
sqft
|
built
2012
1028 N Hermitage Ave, Chicago, IL 60622
$-2,107
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$210,000
2
bds
|
1
ba
|
900
sqft
|
built
1920
1366 W Greenleaf Ave, Chicago, IL 60626
$-415
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.9%
Rent to Value Ratio

Active

$350,000
2
bds
|
2
ba
|
0
sqft
|
built
1913
212 W Washington St, Chicago, IL 60606
$-1,404
Cash flow
-20.9%
Cash-on-Cash Return
1.5%
Cap rate
0.9%
Rent to Value Ratio

Active

$549,500
4
bds
|
3
ba
|
1,950
sqft
|
built
1953
6253 N Karlov Ave, Chicago, IL 60646
$-996
Cash flow
-9.5%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$515,000
3
bds
|
2
ba
|
0
sqft
|
built
1954
5246 S New England Ave, Chicago, IL 60638
$-1,140
Cash flow
-11.5%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$85,000
3
bds
|
2
ba
|
1,000
sqft
|
built
1885
527 N Springfield Ave, Chicago, IL 60624
$862
Cash flow
52.9%
Cash-on-Cash Return
17.8%
Cap rate
2.2%
Rent to Value Ratio

Active

$520,000
3
bds
|
2
ba
|
2,016
sqft
|
built
1961
4634 N Hamlin Ave, Chicago, IL 60625
$-401
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$234,900
3
bds
|
2
ba
|
1,300
sqft
|
built
2007
2111 S Fairfield Ave, Chicago, IL 60608
$205
Cash flow
4.6%
Cash-on-Cash Return
6.7%
Cap rate
1.0%
Rent to Value Ratio

Active

$359,900
3
bds
|
2
ba
|
1,371
sqft
|
built
1948
11119 S Maplewood Ave, Chicago, IL 60655
$-314
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$145,000
1
bds
|
1
ba
|
700
sqft
|
built
1970
6827 N Oakley Ave, Chicago, IL 60645
$-250
Cash flow
-9.0%
Cash-on-Cash Return
3.6%
Cap rate
0.9%
Rent to Value Ratio

Active

$340,000
3
bds
|
3
ba
|
1,700
sqft
|
built
1949
8434 S Yates Blvd, Chicago, IL 60617
$-399
Cash flow
-6.1%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$650,000
3
bds
|
2
ba
|
0
sqft
|
built
1928
6826 W Hobart Ave, Chicago, IL 60631
$-2,000
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$325,000
2
bds
|
2
ba
|
1,400
sqft
|
built
2007
5862 N Lincoln Ave, Chicago, IL 60659
$-577
Cash flow
-9.3%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$434,900
3
bds
|
2
ba
|
1,056
sqft
|
built
1962
3219 N Pioneer Ave, Chicago, IL 60634
$-639
Cash flow
-7.7%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio