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

$54,900
4
bds
|
2
ba
|
0
sqft
|
built
1885
8923 S Exchange Ave, Chicago, IL 60617
$1,110
Cash flow
23.6%
Cash-on-Cash Return
24.3%
Cap rate
3.3%
Rent to Value Ratio

Active

$79,900
2
bds
|
1
ba
|
880
sqft
|
built
1900
827 E 87th St, Chicago, IL 60619
$628
Cash flow
41.0%
Cash-on-Cash Return
15.1%
Cap rate
2.0%
Rent to Value Ratio
3,966 out of 4,608 properties for sale in Chicago, IL
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Active

$165,500
bds
|
1
ba
|
0
sqft
|
built
1957
253 E Delaware Pl, Chicago, IL 60611
$-217
Cash flow
-6.8%
Cash-on-Cash Return
4.7%
Cap rate
1.2%
Rent to Value Ratio

Active

$1,995,000
7
bds
|
6
ba
|
0
sqft
|
built
1881
3035 N Southport Ave, Chicago, IL 60657
$-8,868
Cash flow
-23.2%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
Rent to Value Ratio

Active

$95,000
1
bds
|
1
ba
|
750
sqft
|
built
1918
5300 S Shore Dr, Chicago, IL 60615
$522
Cash flow
28.7%
Cash-on-Cash Return
12.3%
Cap rate
1.7%
Rent to Value Ratio

Active

$187,000
4
bds
|
3
ba
|
806
sqft
|
built
1949
9941 S Lowe Ave, Chicago, IL 60628
$283
Cash flow
7.9%
Cash-on-Cash Return
7.5%
Cap rate
1.0%
Rent to Value Ratio

Active

$295,000
5
bds
|
3
ba
|
1,267
sqft
|
built
1928
8242 S Marshfield Ave, Chicago, IL 60620
$-16
Cash flow
-0.3%
Cash-on-Cash Return
5.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$208,999
4
bds
|
2
ba
|
1,175
sqft
|
built
1950
12233 S Morgan St, Chicago, IL 60643
$501
Cash flow
12.5%
Cash-on-Cash Return
8.6%
Cap rate
1.1%
Rent to Value Ratio

Active

$635,000
9
bds
|
3
ba
|
0
sqft
|
built
1893
663 E 50th St, Chicago, IL 60615
$-1,651
Cash flow
-13.6%
Cash-on-Cash Return
2.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,550,000
2
bds
|
3
ba
|
2,575
sqft
|
built
1985
161 E Chicago Ave, Chicago, IL 60611
$-6,683
Cash flow
-22.5%
Cash-on-Cash Return
0.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$270,000
4
bds
|
2
ba
|
0
sqft
|
built
1913
3219 W 64th St, Chicago, IL 60629
$-277
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$2,250,000
3
bds
|
4
ba
|
2,832
sqft
|
built
1929
159 E Walton Pl, Chicago, IL 60611
$-11,125
Cash flow
-25.8%
Cash-on-Cash Return
-0.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$2,850,000
4
bds
|
5
ba
|
3,547
sqft
|
built
2020
363 E Wacker Dr, Chicago, IL 60601
$-13,877
Cash flow
-25.4%
Cash-on-Cash Return
-0.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$773,000
3
bds
|
3
ba
|
1,909
sqft
|
built
2005
1160 S Michigan Ave, Chicago, IL 60605
$-1,957
Cash flow
-13.2%
Cash-on-Cash Return
2.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$330,000
3
bds
|
2
ba
|
1,371
sqft
|
built
1960
3809 W Wabansia Ave, Chicago, IL 60647
$-188
Cash flow
-3.0%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$89,000
7
bds
|
2
ba
|
0
sqft
|
built
1885
7533 S Ingleside Ave, Chicago, IL 60619
$578
Cash flow
33.9%
Cash-on-Cash Return
13.5%
Cap rate
1.8%
Rent to Value Ratio

Active

$339,883
10
bds
|
4
ba
|
0
sqft
|
built
1920
7233 S Peoria St, Chicago, IL 60621
$-739
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$112,500
4
bds
|
3
ba
|
1,836
sqft
|
built
1888
6926 S Vernon Ave, Chicago, IL 60637
$614
Cash flow
28.5%
Cash-on-Cash Return
12.2%
Cap rate
1.6%
Rent to Value Ratio

Active

$1,400,000
4
bds
|
5
ba
|
0
sqft
|
built
1898
2656 W Logan Blvd, Chicago, IL 60647
$-2,893
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,150,000
2
bds
|
3
ba
|
2,050
sqft
|
built
2000
800 N Michigan Ave, Chicago, IL 60611
$-5,036
Cash flow
-22.8%
Cash-on-Cash Return
0.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$155,000
3
bds
|
2
ba
|
0
sqft
|
built
1915
7045 S Wabash Ave, Chicago, IL 60637
$141
Cash flow
4.7%
Cash-on-Cash Return
6.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$330,000
4
bds
|
4
ba
|
2,100
sqft
|
built
1895
8251 S East End Ave, Chicago, IL 60617
$259
Cash flow
4.1%
Cash-on-Cash Return
6.6%
Cap rate
0.8%
Rent to Value Ratio

Active

$258,000
5
bds
|
3
ba
|
2,000
sqft
|
built
1900
15 E 118th St, Chicago, IL 60628
$226
Cash flow
4.6%
Cash-on-Cash Return
6.7%
Cap rate
0.9%
Rent to Value Ratio

Active

$330,000
6
bds
|
2
ba
|
0
sqft
|
built
1903
7536 S Stewart Ave, Chicago, IL 60620
$-767
Cash flow
-12.1%
Cash-on-Cash Return
2.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$330,000
5
bds
|
2
ba
|
0
sqft
|
built
1912
7356 S Stewart Ave, Chicago, IL 60621
$-716
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$959,900
14
bds
|
5
ba
|
0
sqft
|
built
1895
2701 W Congress Pkwy, Chicago, IL 60612
$-3,913
Cash flow
-21.3%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio

Active

$324,900
7
bds
|
2
ba
|
0
sqft
|
built
1905
5706 S Peoria St, Chicago, IL 60621
$-178
Cash flow
-2.9%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,487,000
3
bds
|
3
ba
|
2,746
sqft
|
built
1989
132 E Delaware Pl, Chicago, IL 60611
$-7,055
Cash flow
-24.8%
Cash-on-Cash Return
0.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$249,000
4
bds
|
3
ba
|
2,114
sqft
|
built
1919
12033 S Wallace St, Chicago, IL 60628
$459
Cash flow
9.6%
Cash-on-Cash Return
7.9%
Cap rate
1.0%
Rent to Value Ratio

Active

$205,000
3
bds
|
2
ba
|
1,200
sqft
|
built
1931
9246 S Perry Ave, Chicago, IL 60620
$223
Cash flow
5.7%
Cash-on-Cash Return
7.0%
Cap rate
0.9%
Rent to Value Ratio

Active

$259,900
4
bds
|
2
ba
|
0
sqft
|
built
1890
7533 S Dorchester Ave, Chicago, IL 60619
$-91
Cash flow
-1.8%
Cash-on-Cash Return
5.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$195,000
3
bds
|
1
ba
|
1,100
sqft
|
built
1922
9214 S Woodlawn Ave, Chicago, IL 60619
$176
Cash flow
4.7%
Cash-on-Cash Return
6.8%
Cap rate
0.9%
Rent to Value Ratio

Active

$65,000
2
bds
|
1
ba
|
933
sqft
|
built
1964
7337 S South Shore Dr, Chicago, IL 60649
$324
Cash flow
5.8%
Cash-on-Cash Return
6.0%
Cap rate
2.3%
Rent to Value Ratio

Active

$54,900
4
bds
|
2
ba
|
0
sqft
|
built
1885
8923 S Exchange Ave, Chicago, IL 60617
$1,110
Cash flow
23.6%
Cash-on-Cash Return
24.3%
Cap rate
3.3%
Rent to Value Ratio

Active

$899,000
3
bds
|
3
ba
|
2,800
sqft
|
built
1970
175 E Delaware Pl, Chicago, IL 60611
$-3,832
Cash flow
-22.2%
Cash-on-Cash Return
0.6%
Cap rate
0.8%
Rent to Value Ratio

Active

$585,000
3
bds
|
3
ba
|
2,200
sqft
|
built
1974
1440 N State Pkwy, Chicago, IL 60610
$-2,894
Cash flow
-25.8%
Cash-on-Cash Return
-0.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$418,000
3
bds
|
2
ba
|
1,400
sqft
|
built
1885
2948 S Lyman St, Chicago, IL 60608
$-598
Cash flow
-7.5%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$369,900
1
bds
|
1
ba
|
965
sqft
|
built
2001
512 N Mc Clurg Ct, Chicago, IL 60611
$-1,161
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$79,900
2
bds
|
1
ba
|
880
sqft
|
built
1900
827 E 87th St, Chicago, IL 60619
$628
Cash flow
41.0%
Cash-on-Cash Return
15.1%
Cap rate
2.0%
Rent to Value Ratio

Active

$388,000
3
bds
|
2
ba
|
2,400
sqft
|
built
2004
4629 S Laflin St, Chicago, IL 60609
$-101
Cash flow
-1.4%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio

Active

$140,000
3
bds
|
2
ba
|
924
sqft
|
built
1890
1818 S Harding Ave, Chicago, IL 60623
$246
Cash flow
9.2%
Cash-on-Cash Return
7.8%
Cap rate
1.1%
Rent to Value Ratio

Active

$999,000
10
bds
|
3
ba
|
0
sqft
|
built
1902
1657 N Artesian Ave, Chicago, IL 60647
$-4,031
Cash flow
-21.1%
Cash-on-Cash Return
0.8%
Cap rate
0.3%
Rent to Value Ratio