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
$114,000
5
bds
|
3
ba
|
1,044
sqft
|
built
1918
11732 S Yale Ave, Chicago, IL 60628
$505
Cash flow
23.1%
Cash-on-Cash Return
11.0%
Cap rate
1.4%
Rent to Value Ratio
Active
$140,000
2
bds
|
1
ba
|
1,200
sqft
|
built
1888
5247 S May St, Chicago, IL 60609
$438
Cash flow
16.3%
Cash-on-Cash Return
9.4%
Cap rate
1.1%
Rent to Value Ratio
3,664 out of 4,218 properties for sale in Chicago, IL
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Active
$345,000
1
bds
|
1
ba
|
883
sqft
|
built
2001
1000 W Adams St, Chicago, IL 60607
$-1,011
Cash flow
-15.3%
Cash-on-Cash Return
2.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$299,000
2
bds
|
1
ba
|
0
sqft
|
built
1891
3117 N Paulina St, Chicago, IL 60657
$-473
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$114,000
5
bds
|
3
ba
|
1,044
sqft
|
built
1918
11732 S Yale Ave, Chicago, IL 60628
$505
Cash flow
23.1%
Cash-on-Cash Return
11.0%
Cap rate
1.4%
Rent to Value Ratio
Active
$195,000
3
bds
|
2
ba
|
1,019
sqft
|
built
1943
2129 E 97th St, Chicago, IL 60617
$154
Cash flow
4.1%
Cash-on-Cash Return
6.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$539,000
2
bds
|
2
ba
|
1,260
sqft
|
built
1879
1400 N La Salle Dr, Chicago, IL 60610
$-1,619
Cash flow
-15.7%
Cash-on-Cash Return
2.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$755,000
2
bds
|
2
ba
|
1,624
sqft
|
built
1972
200 E Delaware Pl, Chicago, IL 60611
$-2,346
Cash flow
-16.2%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$2,495,000
3
bds
|
4
ba
|
3,800
sqft
|
built
2004
840 N Lake Shore Dr, Chicago, IL 60611
$-15,180
Cash flow
-31.7%
Cash-on-Cash Return
-1.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$399,000
2
bds
|
2
ba
|
0
sqft
|
built
2006
150 W Superior St, Chicago, IL 60654
$-952
Cash flow
-12.4%
Cash-on-Cash Return
2.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$175,000
1
bds
|
1
ba
|
0
sqft
|
built
1958
33 E Cedar St, Chicago, IL 60611
$-864
Cash flow
-25.8%
Cash-on-Cash Return
-0.2%
Cap rate
1.3%
Rent to Value Ratio
Active
$198,500
4
bds
|
1
ba
|
1,300
sqft
|
built
1925
8129 S Princeton Ave, Chicago, IL 60620
$182
Cash flow
4.8%
Cash-on-Cash Return
6.8%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$575,000
4
bds
|
3
ba
|
3,037
sqft
|
built
1943
7733 W Rosedale Ave, Chicago, IL 60631
$-383
Cash flow
-3.5%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$275,000
2
bds
|
2
ba
|
0
sqft
|
built
1920
1515 W Pratt Blvd, Chicago, IL 60626
$-520
Cash flow
-9.9%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$399,900
4
bds
|
2
ba
|
0
sqft
|
built
1926
9340 S Elizabeth St, Chicago, IL 60620
$-674
Cash flow
-8.8%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$350,000
2
bds
|
2
ba
|
0
sqft
|
built
2005
2656 N Hamlin Ave, Chicago, IL 60647
$-922
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$155,000
1
bds
|
1
ba
|
750
sqft
|
built
1961
2411 W Balmoral Ave, Chicago, IL 60625
$-79
Cash flow
-2.7%
Cash-on-Cash Return
5.1%
Cap rate
1.0%
Rent to Value Ratio
Active
$400,000
2
bds
|
2
ba
|
1,180
sqft
|
built
1989
200 N Dearborn St, Chicago, IL 60601
$-1,160
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$649,000
4
bds
|
2
ba
|
0
sqft
|
built
1888
1631 N Drake Ave, Chicago, IL 60647
$-853
Cash flow
-6.9%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$129,000
2
bds
|
1
ba
|
756
sqft
|
built
1967
8000 S Pulaski Rd, Chicago, IL 60652
$-23
Cash flow
-0.9%
Cash-on-Cash Return
5.5%
Cap rate
1.0%
Rent to Value Ratio
Active
$140,000
2
bds
|
1
ba
|
1,200
sqft
|
built
1888
5247 S May St, Chicago, IL 60609
$438
Cash flow
16.3%
Cash-on-Cash Return
9.4%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$615,000
4
bds
|
2
ba
|
2,227
sqft
|
built
1947
6209 N Legett Ave, Chicago, IL 60646
$-615
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$865,000
3
bds
|
3
ba
|
1,677
sqft
|
built
1998
2855 N Wolcott Ave, Chicago, IL 60657
$-2,016
Cash flow
-12.2%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$245,000
2
bds
|
1
ba
|
892
sqft
|
built
1949
6119 S Melvina Ave, Chicago, IL 60638
$212
Cash flow
4.5%
Cash-on-Cash Return
6.7%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$525,000
3
bds
|
3
ba
|
1,900
sqft
|
built
1915
1849 W Newport Ave, Chicago, IL 60657
$-727
Cash flow
-7.2%
Cash-on-Cash Return
4.0%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$169,900
3
bds
|
2
ba
|
1,088
sqft
|
built
1881
10663 S Champlain Ave, Chicago, IL 60628
$229
Cash flow
7.0%
Cash-on-Cash Return
7.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$375,000
2
bds
|
2
ba
|
1,600
sqft
|
built
1980
110 E Delaware Pl, Chicago, IL 60611
$-1,657
Cash flow
-23.1%
Cash-on-Cash Return
0.4%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$270,000
2
bds
|
2
ba
|
1,400
sqft
|
built
1895
833 E Drexel Sq, Chicago, IL 60615
$-87
Cash flow
-1.7%
Cash-on-Cash Return
5.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$450,000
2
bds
|
2
ba
|
1,100
sqft
|
built
2005
520 N Halsted St, Chicago, IL 60642
$-1,150
Cash flow
-13.3%
Cash-on-Cash Return
2.6%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$465,000
2
bds
|
2
ba
|
1,450
sqft
|
built
2002
2052 W Chicago Ave, Chicago, IL 60622
$-622
Cash flow
-7.0%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$280,000
4
bds
|
2
ba
|
2,400
sqft
|
built
1913
7629 S Green St, Chicago, IL 60620
$-68
Cash flow
-1.3%
Cash-on-Cash Return
5.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$468,000
2
bds
|
2
ba
|
0
sqft
|
built
2009
565 W Quincy St, Chicago, IL 60661
$-1,464
Cash flow
-16.3%
Cash-on-Cash Return
1.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$519,000
3
bds
|
3
ba
|
1,817
sqft
|
built
1929
6229 W Waveland Ave, Chicago, IL 60634
$-587
Cash flow
-5.9%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$275,000
1
bds
|
1
ba
|
800
sqft
|
built
1973
515 W Wrightwood Ave, Chicago, IL 60614
$-308
Cash flow
-5.8%
Cash-on-Cash Return
4.3%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$1,149,000
2
bds
|
4
ba
|
2,800
sqft
|
built
1964
1040 N Lake Shore Dr, Chicago, IL 60611
$-6,208
Cash flow
-28.2%
Cash-on-Cash Return
-0.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$280,000
1
bds
|
1
ba
|
0
sqft
|
built
2008
1400 S Michigan Ave, Chicago, IL 60605
$-435
Cash flow
-8.1%
Cash-on-Cash Return
3.8%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$220,000
1
bds
|
1
ba
|
730
sqft
|
built
1926
3963 W Belmont Ave, Chicago, IL 60618
$-259
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$400,000
2
bds
|
1
ba
|
0
sqft
|
built
1883
1443 N Mohawk St, Chicago, IL 60610
$-576
Cash flow
-7.5%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$1,150,000
5
bds
|
3
ba
|
0
sqft
|
built
1925
2939 N Troy St, Chicago, IL 60618
$-3,859
Cash flow
-17.5%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$176,611
4
bds
|
3
ba
|
0
sqft
|
built
1905
5350 S Winchester Ave, Chicago, IL 60609
$269
Cash flow
7.9%
Cash-on-Cash Return
7.5%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$849,900
3
bds
|
3
ba
|
2,650
sqft
|
built
2011
874 N Marshfield Ave, Chicago, IL 60622
$-1,352
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$274,500
1
bds
|
1
ba
|
800
sqft
|
built
1960
2930 N Sheridan Rd, Chicago, IL 60657
$-457
Cash flow
-8.7%
Cash-on-Cash Return
3.7%
Cap rate
0.9%
Rent to Value Ratio