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

$128,000
2
bds
|
1
ba
|
1,197
sqft
|
built
1918
7835 S Laflin St, Chicago, IL 60620
$747
Cash flow
30.4%
Cash-on-Cash Return
12.7%
Cap rate
1.6%
Rent to Value Ratio

Active

$139,000
5
bds
|
2
ba
|
1,750
sqft
|
built
1895
7036 S Sangamon St, Chicago, IL 60621
$690
Cash flow
25.9%
Cash-on-Cash Return
11.6%
Cap rate
1.4%
Rent to Value Ratio
3,965 out of 4,608 properties for sale in Chicago, IL
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Active

$139,000
5
bds
|
2
ba
|
1,750
sqft
|
built
1895
7036 S Sangamon St, Chicago, IL 60621
$690
Cash flow
25.9%
Cash-on-Cash Return
11.6%
Cap rate
1.4%
Rent to Value Ratio

Active

$849,900
5
bds
|
3
ba
|
3,659
sqft
|
built
1923
4025 N Menard Ave, Chicago, IL 60634
$-2,276
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$539,500
2
bds
|
2
ba
|
1,720
sqft
|
built
2005
520 N Halsted St, Chicago, IL 60642
$-1,610
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$460,000
3
bds
|
2
ba
|
1,404
sqft
|
built
1950
1941 N New England Ave, Chicago, IL 60707
$-697
Cash flow
-7.9%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$72,000
1
bds
|
1
ba
|
0
sqft
|
built
1962
7337 S South Shore Dr, Chicago, IL 60649
$180
Cash flow
2.9%
Cash-on-Cash Return
3.0%
Cap rate
1.7%
Rent to Value Ratio

Active

$250,000
3
bds
|
1
ba
|
0
sqft
|
built
1919
5545 S Kimbark Ave, Chicago, IL 60637
$-437
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
1.0%
Rent to Value Ratio

Active

$555,000
3
bds
|
3
ba
|
1,600
sqft
|
built
1991
474 N Lake Shore Dr, Chicago, IL 60611
$-3,369
Cash flow
-31.7%
Cash-on-Cash Return
-1.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$120,000
2
bds
|
1
ba
|
0
sqft
|
built
1970
7308 S Yates Blvd, Chicago, IL 60649
$129
Cash flow
5.6%
Cash-on-Cash Return
7.0%
Cap rate
1.3%
Rent to Value Ratio

Active

$312,500
2
bds
|
2
ba
|
1,100
sqft
|
built
1915
6912 N Lakewood Ave, Chicago, IL 60626
$-740
Cash flow
-12.4%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$3,900,000
4
bds
|
6
ba
|
6,500
sqft
|
built
1880
53 E Bellevue Pl, Chicago, IL 60611
$-17,812
Cash flow
-23.8%
Cash-on-Cash Return
0.2%
Cap rate
0.2%
Rent to Value Ratio

Active

$274,900
2
bds
|
2
ba
|
936
sqft
|
built
1960
825 N Kildare Ave, Chicago, IL 60651
$-198
Cash flow
-3.8%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$479,900
8
bds
|
4
ba
|
0
sqft
|
built
1908
2304 N Kenneth Ave, Chicago, IL 60639
$-1,367
Cash flow
-14.9%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$140,000
1
bds
|
1
ba
|
0
sqft
|
built
1698
6700 S South Shore Dr, Chicago, IL 60649
$-181
Cash flow
-6.7%
Cash-on-Cash Return
4.1%
Cap rate
1.1%
Rent to Value Ratio

Active

$425,000
2
bds
|
2
ba
|
1,070
sqft
|
built
2007
1901 S Calumet Ave, Chicago, IL 60616
$-1,375
Cash flow
-16.9%
Cash-on-Cash Return
1.8%
Cap rate
0.8%
Rent to Value Ratio

Active

$323,000
1
bds
|
1
ba
|
850
sqft
|
built
2001
345 N La Salle Dr, Chicago, IL 60654
$-877
Cash flow
-14.2%
Cash-on-Cash Return
3.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$590,000
2
bds
|
3
ba
|
0
sqft
|
built
1997
1705 N Clybourn Ave, Chicago, IL 60614
$-751
Cash flow
-6.6%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio

Active

$350,000
1
bds
|
1
ba
|
0
sqft
|
built
2003
1200 W Monroe St, Chicago, IL 60607
$-767
Cash flow
-11.4%
Cash-on-Cash Return
3.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$525,000
3
bds
|
2
ba
|
1,400
sqft
|
built
1964
1428 E 55th St, Chicago, IL 60615
$-1,136
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$435,000
1
bds
|
1
ba
|
905
sqft
|
built
2009
860 W Blackhawk St, Chicago, IL 60642
$-1,600
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$675,000
5
bds
|
4
ba
|
3,234
sqft
|
built
1898
1500 E Marquette Rd, Chicago, IL 60637
$-1,417
Cash flow
-11.0%
Cash-on-Cash Return
3.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$160,000
3
bds
|
1
ba
|
666
sqft
|
built
1925
11837 S Sangamon St, Chicago, IL 60643
$381
Cash flow
12.4%
Cash-on-Cash Return
8.5%
Cap rate
1.1%
Rent to Value Ratio

Active

$995,000
1
bds
|
2
ba
|
2,000
sqft
|
built
1929
159 E Walton Pl, Chicago, IL 60611
$-5,180
Cash flow
-27.2%
Cash-on-Cash Return
-0.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$165,000
3
bds
|
2
ba
|
1,700
sqft
|
built
1926
2342 W 72nd St, Chicago, IL 60636
$622
Cash flow
19.7%
Cash-on-Cash Return
10.2%
Cap rate
1.3%
Rent to Value Ratio

Active

$275,000
1
bds
|
1
ba
|
889
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-970
Cash flow
-18.4%
Cash-on-Cash Return
1.4%
Cap rate
0.8%
Rent to Value Ratio

Active

$129,000
1
bds
|
1
ba
|
700
sqft
|
built
1968
6833 N Kedzie Ave, Chicago, IL 60645
$21
Cash flow
0.8%
Cash-on-Cash Return
5.9%
Cap rate
1.5%
Rent to Value Ratio

Active

$240,000
1
bds
|
1
ba
|
0
sqft
|
built
2001
4308 N Clark St, Chicago, IL 60613
$-305
Cash flow
-6.6%
Cash-on-Cash Return
4.2%
Cap rate
0.9%
Rent to Value Ratio

Active

$2,050,000
4
bds
|
4
ba
|
4,300
sqft
|
built
152 W Huron St, Chicago, IL 60654
$-8,314
Cash flow
-21.2%
Cash-on-Cash Return
0.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$499,000
8
bds
|
3
ba
|
0
sqft
|
built
1900
2720 W Cermak Rd, Chicago, IL 60608
$-1,001
Cash flow
-10.5%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$324,900
2
bds
|
1
ba
|
1,246
sqft
|
built
1919
2300 W 112th St, Chicago, IL 60643
$-62
Cash flow
-1.0%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$289,900
3
bds
|
2
ba
|
1,564
sqft
|
built
2005
9138 S Greenwood Ave, Chicago, IL 60619
$-102
Cash flow
-1.8%
Cash-on-Cash Return
5.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$169,900
3
bds
|
3
ba
|
1,188
sqft
|
built
1954
8313 S Ingleside Ave, Chicago, IL 60619
$470
Cash flow
14.4%
Cash-on-Cash Return
9.0%
Cap rate
1.2%
Rent to Value Ratio

Active

$305,000
3
bds
|
3
ba
|
1,763
sqft
|
built
1961
519 E 91st St, Chicago, IL 60619
$52
Cash flow
0.9%
Cash-on-Cash Return
5.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$128,000
2
bds
|
1
ba
|
1,197
sqft
|
built
1918
7835 S Laflin St, Chicago, IL 60620
$747
Cash flow
30.4%
Cash-on-Cash Return
12.7%
Cap rate
1.6%
Rent to Value Ratio

Active

$189,900
bds
|
1
ba
|
680
sqft
|
built
1984
211 E Ohio St, Chicago, IL 60611
$-497
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio

Active

$835,000
5
bds
|
4
ba
|
3,900
sqft
|
built
1894
9324 S Damen Ave, Chicago, IL 60643
$-1,716
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$314,900
2
bds
|
2
ba
|
1,488
sqft
|
built
1959
10927 S Kedzie Ave, Chicago, IL 60655
$-77
Cash flow
-1.3%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio

Active

$325,000
3
bds
|
2
ba
|
1,121
sqft
|
built
1956
3553 W 77th St, Chicago, IL 60652
$203
Cash flow
3.3%
Cash-on-Cash Return
6.4%
Cap rate
0.9%
Rent to Value Ratio

Active

$279,999
4
bds
|
3
ba
|
2,214
sqft
|
built
1916
7449 S Vernon Ave, Chicago, IL 60619
$40
Cash flow
0.7%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$688,798
3
bds
|
2
ba
|
1,875
sqft
|
built
1888
368 W Huron St, Chicago, IL 60654
$-2,616
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$989,900
3
bds
|
3
ba
|
3,055
sqft
|
built
2004
2864 N Riverwalk Dr, Chicago, IL 60618
$-2,250
Cash flow
-11.9%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio