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
$59,900
3
bds
|
2
ba
|
0
sqft
|
built
1888
7918 S Escanaba Ave, Chicago, IL 60617
$869
Cash flow
16.9%
Cash-on-Cash Return
17.4%
Cap rate
2.3%
Rent to Value Ratio
Active
$87,000
5
bds
|
2
ba
|
3,000
sqft
|
built
1898
30 E 118th Pl, Chicago, IL 60628
$868
Cash flow
52.1%
Cash-on-Cash Return
17.7%
Cap rate
2.3%
Rent to Value Ratio
3,664 out of 4,218 properties for sale in Chicago, IL
Limited Results Shown
Create a free account, or log in to reveal all property listings and enjoy the complete experience.
Active
$599,500
6
bds
|
3
ba
|
0
sqft
|
built
1898
3554 W Mc Lean Ave, Chicago, IL 60647
$-1,552
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$184,900
3
bds
|
2
ba
|
1,080
sqft
|
built
1965
9953 S Perry Ave, Chicago, IL 60628
$319
Cash flow
9.0%
Cash-on-Cash Return
7.7%
Cap rate
1.1%
Rent to Value Ratio
Active
$515,000
3
bds
|
2
ba
|
1,488
sqft
|
built
1890
2342 W Altgeld St, Chicago, IL 60647
$-1,117
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$287,000
4
bds
|
3
ba
|
3,155
sqft
|
built
1916
8601 S Houston Ave, Chicago, IL 60617
$658
Cash flow
12.0%
Cash-on-Cash Return
8.4%
Cap rate
1.1%
Rent to Value Ratio
Active
$273,999
2
bds
|
2
ba
|
910
sqft
|
built
2005
3000 S Wentworth Ave, Chicago, IL 60616
$-562
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$135,000
3
bds
|
2
ba
|
0
sqft
|
built
1920
7628 S Essex Ave, Chicago, IL 60649
$316
Cash flow
12.2%
Cash-on-Cash Return
8.5%
Cap rate
1.5%
Rent to Value Ratio
Active
$295,000
7
bds
|
3
ba
|
0
sqft
|
built
1908
7040 S Morgan St, Chicago, IL 60621
$-179
Cash flow
-3.2%
Cash-on-Cash Return
5.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$210,000
4
bds
|
2
ba
|
0
sqft
|
built
1892
3019 E 80th St, Chicago, IL 60617
$218
Cash flow
5.4%
Cash-on-Cash Return
6.9%
Cap rate
1.0%
Rent to Value Ratio
Active
$59,900
3
bds
|
2
ba
|
0
sqft
|
built
1888
7918 S Escanaba Ave, Chicago, IL 60617
$869
Cash flow
16.9%
Cash-on-Cash Return
17.4%
Cap rate
2.3%
Rent to Value Ratio
Active
$260,000
4
bds
|
2
ba
|
1,800
sqft
|
built
1913
11243 S Eggleston Ave, Chicago, IL 60628
$236
Cash flow
4.7%
Cash-on-Cash Return
6.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$295,000
5
bds
|
2
ba
|
0
sqft
|
built
1888
832 W 33rd St, Chicago, IL 60608
$-351
Cash flow
-6.2%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$360,000
3
bds
|
2
ba
|
1,100
sqft
|
built
1954
5411 S Kedvale Ave, Chicago, IL 60632
$-443
Cash flow
-6.4%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$53,000
bds
|
0
ba
|
1,259
sqft
|
built
1908
6130 S Rhodes Ave, Chicago, IL 60637
$756
Cash flow
16.6%
Cash-on-Cash Return
17.1%
Cap rate
3.0%
Rent to Value Ratio
Active
$255,000
6
bds
|
3
ba
|
0
sqft
|
built
1888
1436 S Karlov Ave, Chicago, IL 60623
$-137
Cash flow
-2.8%
Cash-on-Cash Return
5.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$279,999
4
bds
|
2
ba
|
1,518
sqft
|
built
1927
9629 S Muskegon Ave, Chicago, IL 60617
$196
Cash flow
3.7%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$125,000
1
bds
|
1
ba
|
627
sqft
|
built
1927
3738 W Berteau Ave, Chicago, IL 60618
$140
Cash flow
5.8%
Cash-on-Cash Return
7.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$599,000
2
bds
|
2
ba
|
1,196
sqft
|
built
2008
505 N Mc Clurg Ct, Chicago, IL 60611
$-1,791
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$480,000
2
bds
|
2
ba
|
1,369
sqft
|
built
1974
155 N Harbor Dr, Chicago, IL 60601
$-1,582
Cash flow
-17.2%
Cash-on-Cash Return
1.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$177,000
5
bds
|
2
ba
|
0
sqft
|
built
1868
7839 S Kimbark Ave, Chicago, IL 60619
$84
Cash flow
2.5%
Cash-on-Cash Return
6.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$305,000
4
bds
|
2
ba
|
0
sqft
|
built
1927
8029 S Ingleside Ave, Chicago, IL 60619
$-381
Cash flow
-6.5%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$149,900
3
bds
|
1
ba
|
1,259
sqft
|
built
1908
6130 S Rhodes Ave, Chicago, IL 60637
$317
Cash flow
11.0%
Cash-on-Cash Return
8.2%
Cap rate
1.3%
Rent to Value Ratio
Active
$119,900
2
bds
|
1
ba
|
1,200
sqft
|
built
1904
6009 S Michigan Ave, Chicago, IL 60637
$-74
Cash flow
-3.2%
Cash-on-Cash Return
4.9%
Cap rate
1.2%
Rent to Value Ratio
Active
$690,000
7
bds
|
4
ba
|
2,733
sqft
|
built
1899
209 N Latrobe Ave, Chicago, IL 60644
$-1,456
Cash flow
-11.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$440,000
5
bds
|
3
ba
|
0
sqft
|
built
1924
4319 W Potomac Ave, Chicago, IL 60651
$-987
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$265,000
5
bds
|
2
ba
|
0
sqft
|
built
1916
7521 S Yale Ave, Chicago, IL 60620
$-194
Cash flow
-3.8%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$649,900
6
bds
|
3
ba
|
0
sqft
|
built
1890
2136 W 18th Pl, Chicago, IL 60608
$-2,476
Cash flow
-19.9%
Cash-on-Cash Return
1.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$199,000
2
bds
|
2
ba
|
1,250
sqft
|
built
1898
4207 S Indiana Ave, Chicago, IL 60653
$26
Cash flow
0.7%
Cash-on-Cash Return
5.8%
Cap rate
1.0%
Rent to Value Ratio
Active
$155,000
6
bds
|
3
ba
|
0
sqft
|
built
1880
9903 S Exchange Ave, Chicago, IL 60617
$505
Cash flow
17.0%
Cash-on-Cash Return
9.6%
Cap rate
1.2%
Rent to Value Ratio
Active
$179,000
2
bds
|
1
ba
|
1,600
sqft
|
built
1941
60 E 91st St, Chicago, IL 60619
$217
Cash flow
6.3%
Cash-on-Cash Return
7.1%
Cap rate
1.0%
Rent to Value Ratio
Active
$370,000
4
bds
|
3
ba
|
2,500
sqft
|
built
1924
10320 S Wallace St, Chicago, IL 60628
$259
Cash flow
3.7%
Cash-on-Cash Return
6.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$175,000
3
bds
|
3
ba
|
1,621
sqft
|
built
1955
10601 S King Dr, Chicago, IL 60628
$463
Cash flow
13.8%
Cash-on-Cash Return
8.9%
Cap rate
1.1%
Rent to Value Ratio
Active
$87,000
5
bds
|
2
ba
|
3,000
sqft
|
built
1898
30 E 118th Pl, Chicago, IL 60628
$868
Cash flow
52.1%
Cash-on-Cash Return
17.7%
Cap rate
2.3%
Rent to Value Ratio
Active
$515,000
2
bds
|
2
ba
|
0
sqft
|
built
2008
1629 S Prairie Ave, Chicago, IL 60616
$-1,590
Cash flow
-16.1%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$384,900
8
bds
|
3
ba
|
0
sqft
|
built
1896
5029 S Racine Ave, Chicago, IL 60609
$-445
Cash flow
-6.0%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$449,900
5
bds
|
2
ba
|
0
sqft
|
built
1889
3210 S Throop St, Chicago, IL 60608
$-1,313
Cash flow
-15.2%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$344,900
1
bds
|
1
ba
|
809
sqft
|
built
2005
130 N Garland Ct, Chicago, IL 60602
$-1,004
Cash flow
-15.2%
Cash-on-Cash Return
2.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$120,000
4
bds
|
2
ba
|
1,323
sqft
|
built
1914
7042 S Vernon Ave, Chicago, IL 60637
$568
Cash flow
24.7%
Cash-on-Cash Return
11.4%
Cap rate
1.5%
Rent to Value Ratio
Active
$245,000
4
bds
|
3
ba
|
2,000
sqft
|
built
1897
11916 S Lowe Ave, Chicago, IL 60628
$573
Cash flow
12.2%
Cash-on-Cash Return
8.5%
Cap rate
1.1%
Rent to Value Ratio
Active
$549,000
7
bds
|
3
ba
|
0
sqft
|
built
1895
6527 S Vernon Ave, Chicago, IL 60637
$-1,181
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$774,900
3
bds
|
4
ba
|
0
sqft
|
built
1921
3739 W Addison St, Chicago, IL 60618
$-1,013
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio