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
$289,900
5
bds
|
3
ba
|
2,100
sqft
|
built
1910
26 W 114th St, Chicago, IL 60628
$274
Cash flow
4.9%
Cash-on-Cash Return
6.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$304,988
4
bds
|
2
ba
|
1,810
sqft
|
built
1951
3526 W 80th Pl, Chicago, IL 60652
$229
Cash flow
3.9%
Cash-on-Cash Return
6.6%
Cap rate
0.9%
Rent to Value Ratio
3,689 out of 4,243 properties for sale in Chicago, IL
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Active
$304,988
4
bds
|
2
ba
|
1,810
sqft
|
built
1951
3526 W 80th Pl, Chicago, IL 60652
$229
Cash flow
3.9%
Cash-on-Cash Return
6.6%
Cap rate
0.9%
Rent to Value Ratio
Active
$249,900
1
bds
|
1
ba
|
596
sqft
|
built
1890
2233 W Shakespeare Ave, Chicago, IL 60647
$-559
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$385,000
2
bds
|
2
ba
|
1,250
sqft
|
built
1962
3550 N Lake Shore Dr, Chicago, IL 60657
$-962
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$189,900
1
bds
|
1
ba
|
600
sqft
|
built
1974
5455 N Sheridan Rd, Chicago, IL 60640
$-120
Cash flow
-3.3%
Cash-on-Cash Return
4.9%
Cap rate
1.2%
Rent to Value Ratio
Active
$269,000
3
bds
|
2
ba
|
1,058
sqft
|
built
1926
5407 S Justine St, Chicago, IL 60609
$-207
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$150,000
4
bds
|
2
ba
|
980
sqft
|
built
1888
3307 W 37th Pl, Chicago, IL 60632
$120
Cash flow
4.2%
Cash-on-Cash Return
6.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$605,000
2
bds
|
2
ba
|
1,600
sqft
|
built
2005
5051 N Clark St, Chicago, IL 60640
$-1,344
Cash flow
-11.6%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$300,000
3
bds
|
2
ba
|
1,193
sqft
|
built
1984
7043 W 73rd St, Chicago, IL 60638
$-292
Cash flow
-5.1%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$574,900
3
bds
|
3
ba
|
2,400
sqft
|
built
1973
4567 N Merrimac Ave, Chicago, IL 60630
$-953
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$329,900
3
bds
|
2
ba
|
1,414
sqft
|
built
1953
11334 S Central Park Ave, Chicago, IL 60655
$93
Cash flow
1.5%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$475,000
3
bds
|
3
ba
|
1,500
sqft
|
built
1942
6057 W Melrose St, Chicago, IL 60634
$-514
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$360,000
3
bds
|
2
ba
|
1,150
sqft
|
built
1977
5907 W 124th St, Chicago, IL 60803
$-573
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$1,625,000
4
bds
|
4
ba
|
4,672
sqft
|
built
1996
1541 W Altgeld St, Chicago, IL 60614
$-5,132
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$300,000
2
bds
|
2
ba
|
1,109
sqft
|
built
2005
950 W Monroe St, Chicago, IL 60607
$-161
Cash flow
-2.8%
Cash-on-Cash Return
5.0%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$210,000
2
bds
|
1
ba
|
800
sqft
|
built
2005
4848 W Belle Plaine Ave, Chicago, IL 60641
$-462
Cash flow
-11.5%
Cash-on-Cash Return
3.0%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$169,900
2
bds
|
1
ba
|
836
sqft
|
built
1927
6970 N Wolcott Ave, Chicago, IL 60626
$-261
Cash flow
-8.0%
Cash-on-Cash Return
3.8%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$649,000
2
bds
|
2
ba
|
1,518
sqft
|
built
1998
2500 N Seminary Ave, Chicago, IL 60614
$-1,389
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$599,900
2
bds
|
2
ba
|
0
sqft
|
built
1995
2117 W Evergreen Ave, Chicago, IL 60622
$-1,407
Cash flow
-12.2%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$849,000
3
bds
|
4
ba
|
3,378
sqft
|
built
1916
4249 N Spaulding Ave, Chicago, IL 60618
$-1,429
Cash flow
-8.8%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$145,000
1
bds
|
1
ba
|
700
sqft
|
built
1972
2941 S Michigan Ave, Chicago, IL 60616
$-305
Cash flow
-11.0%
Cash-on-Cash Return
3.2%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$279,900
3
bds
|
2
ba
|
1,100
sqft
|
built
1995
6505 S Wood St, Chicago, IL 60636
$-15
Cash flow
-0.3%
Cash-on-Cash Return
5.6%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$799,999
3
bds
|
3
ba
|
2,200
sqft
|
built
2002
2031 W Saint Paul Ave, Chicago, IL 60647
$-1,396
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$609,000
7
bds
|
3
ba
|
0
sqft
|
built
1906
2927 N Sacramento Ave, Chicago, IL 60618
$-1,673
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$339,000
4
bds
|
2
ba
|
2,250
sqft
|
built
1941
1731 N Normandy Ave, Chicago, IL 60707
$127
Cash flow
2.0%
Cash-on-Cash Return
6.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$575,000
4
bds
|
3
ba
|
1,169
sqft
|
built
1931
4617 W Montana St, Chicago, IL 60639
$-1,489
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$260,000
1
bds
|
1
ba
|
1,014
sqft
|
built
2000
5555 N Cumberland Ave, Chicago, IL 60656
$-583
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$269,000
2
bds
|
1
ba
|
990
sqft
|
built
1890
1729 W Erie St, Chicago, IL 60622
$-328
Cash flow
-6.4%
Cash-on-Cash Return
4.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$650,000
4
bds
|
2
ba
|
0
sqft
|
built
1918
3622 N Avers Ave, Chicago, IL 60618
$-1,475
Cash flow
-11.8%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$248,000
1
bds
|
1
ba
|
887
sqft
|
built
1955
900 N Lake Shore Dr, Chicago, IL 60611
$-532
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
1.1%
Rent to Value Ratio
Active
$247,000
1
bds
|
1
ba
|
700
sqft
|
built
2003
1845 S Michigan Ave, Chicago, IL 60616
$-503
Cash flow
-10.6%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$484,000
3
bds
|
2
ba
|
1,700
sqft
|
built
1926
40 E Delaware Pl, Chicago, IL 60611
$-1,734
Cash flow
-18.7%
Cash-on-Cash Return
1.4%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$555,900
7
bds
|
3
ba
|
0
sqft
|
built
1923
1010 S Mason Ave, Chicago, IL 60644
$-1,477
Cash flow
-13.9%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$289,900
5
bds
|
3
ba
|
2,100
sqft
|
built
1910
26 W 114th St, Chicago, IL 60628
$274
Cash flow
4.9%
Cash-on-Cash Return
6.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$325,000
3
bds
|
2
ba
|
1,500
sqft
|
built
1968
2067 W Farwell Ave, Chicago, IL 60645
$-326
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$313,000
3
bds
|
3
ba
|
2,115
sqft
|
built
1959
124 E 83rd St, Chicago, IL 60619
$-239
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$475,000
2
bds
|
1
ba
|
0
sqft
|
built
1906
843 W Adams St, Chicago, IL 60607
$-850
Cash flow
-9.3%
Cash-on-Cash Return
3.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$375,000
2
bds
|
2
ba
|
1,150
sqft
|
built
1929
1307 S Wabash Ave, Chicago, IL 60605
$-894
Cash flow
-12.4%
Cash-on-Cash Return
2.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,300,000
4
bds
|
5
ba
|
3,878
sqft
|
built
2019
226 S Green St, Chicago, IL 60607
$-7,918
Cash flow
-18.0%
Cash-on-Cash Return
1.5%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$275,000
7
bds
|
3
ba
|
0
sqft
|
built
1908
1318 S Kolin Ave, Chicago, IL 60623
$-271
Cash flow
-5.1%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$420,000
2
bds
|
2
ba
|
1,250
sqft
|
built
2006
5430 N Sheridan Rd, Chicago, IL 60640
$-1,183
Cash flow
-14.7%
Cash-on-Cash Return
2.3%
Cap rate
0.7%
Rent to Value Ratio