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
$155,000
3
bds
|
2
ba
|
3,125
sqft
|
built
1924
7125 S Sangamon St, Chicago, IL 60621
$593
Cash flow
20.0%
Cash-on-Cash Return
10.3%
Cap rate
1.3%
Rent to Value Ratio
Active
$234,900
3
bds
|
2
ba
|
1,300
sqft
|
built
2007
2111 S Fairfield Ave, Chicago, IL 60608
$205
Cash flow
4.6%
Cash-on-Cash Return
6.7%
Cap rate
1.0%
Rent to Value Ratio
2,924 out of 3,429 properties for sale in Chicago, IL
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Active
$122,500
bds
|
1
ba
|
594
sqft
|
built
1913
640 S Federal St, Chicago, IL 60605
$-41
Cash flow
-1.7%
Cash-on-Cash Return
5.9%
Cap rate
1.5%
Rent to Value Ratio
Active
$290,000
2
bds
|
2
ba
|
1,038
sqft
|
built
1956
2115 W 82nd Pl, Chicago, IL 60620
$-347
Cash flow
-6.2%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,525,000
3
bds
|
3
ba
|
2,200
sqft
|
built
1922
219 E Lake Shore Dr, Chicago, IL 60611
$-8,944
Cash flow
-30.6%
Cash-on-Cash Return
-0.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$140,000
1
bds
|
1
ba
|
0
sqft
|
built
1928
3604 W Dickens Ave, Chicago, IL 60647
$-99
Cash flow
-3.7%
Cash-on-Cash Return
5.4%
Cap rate
1.0%
Rent to Value Ratio
Active
$340,000
3
bds
|
3
ba
|
1,700
sqft
|
built
1949
8434 S Yates Blvd, Chicago, IL 60617
$-399
Cash flow
-6.1%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$650,000
3
bds
|
2
ba
|
0
sqft
|
built
1928
6826 W Hobart Ave, Chicago, IL 60631
$-1,683
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$424,900
3
bds
|
2
ba
|
1,056
sqft
|
built
1962
3219 N Pioneer Ave, Chicago, IL 60634
$-379
Cash flow
-4.7%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$325,000
4
bds
|
3
ba
|
1,688
sqft
|
built
1948
8207 S Laflin St, Chicago, IL 60620
$-501
Cash flow
-8.0%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$579,900
4
bds
|
2
ba
|
0
sqft
|
built
1925
5624 N Major Ave, Chicago, IL 60646
$-1,622
Cash flow
-14.6%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$679,000
5
bds
|
3
ba
|
0
sqft
|
built
1926
4934 N Marmora Ave, Chicago, IL 60630
$-1,973
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$435,000
2
bds
|
2
ba
|
1,260
sqft
|
built
2006
1841 S Calumet Ave, Chicago, IL 60616
$-2,155
Cash flow
-25.8%
Cash-on-Cash Return
0.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$315,000
2
bds
|
1
ba
|
0
sqft
|
built
2008
1720 S Michigan Ave, Chicago, IL 60616
$-965
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$249,900
4
bds
|
3
ba
|
1,900
sqft
|
built
1914
5130 S Whipple St, Chicago, IL 60632
$-130
Cash flow
-2.7%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$349,900
2
bds
|
2
ba
|
1,250
sqft
|
built
1979
1169 S Plymouth Ct, Chicago, IL 60605
$-1,123
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$389,900
4
bds
|
2
ba
|
1,107
sqft
|
built
1923
5941 W Waveland Ave, Chicago, IL 60634
$-267
Cash flow
-3.6%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$625,000
1
bds
|
2
ba
|
1,897
sqft
|
built
1974
1516 N State Pkwy, Chicago, IL 60610
$-2,121
Cash flow
-17.7%
Cash-on-Cash Return
1.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$445,000
2
bds
|
2
ba
|
1,153
sqft
|
built
1978
1735 W Diversey Pkwy, Chicago, IL 60614
$-1,374
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$570,000
2
bds
|
2
ba
|
0
sqft
|
built
1881
616 W Fulton St, Chicago, IL 60661
$-1,986
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$220,000
1
bds
|
1
ba
|
0
sqft
|
built
1969
230 E Ontario St, Chicago, IL 60611
$-888
Cash flow
-21.1%
Cash-on-Cash Return
0.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$385,000
2
bds
|
2
ba
|
1,165
sqft
|
built
1989
200 N Dearborn St, Chicago, IL 60601
$-1,459
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$539,900
6
bds
|
3
ba
|
0
sqft
|
built
1903
157 N Leamington Ave, Chicago, IL 60644
$-1,703
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,599,000
3
bds
|
3
ba
|
2,200
sqft
|
built
1963
1300 N Lake Shore Dr, Chicago, IL 60610
$-8,506
Cash flow
-27.8%
Cash-on-Cash Return
-0.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$950,000
3
bds
|
5
ba
|
2,900
sqft
|
built
2005
1828 N California Ave, Chicago, IL 60647
$-2,634
Cash flow
-14.5%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$315,000
6
bds
|
2
ba
|
0
sqft
|
built
1903
6239 S Bishop St, Chicago, IL 60636
$-475
Cash flow
-7.9%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$315,000
6
bds
|
4
ba
|
0
sqft
|
built
1928
7741 S Indiana Ave, Chicago, IL 60619
$-221
Cash flow
-3.7%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$259,000
3
bds
|
2
ba
|
1,206
sqft
|
built
1923
8521 S Loomis Blvd, Chicago, IL 60620
$-240
Cash flow
-4.8%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,190,000
2
bds
|
3
ba
|
2,050
sqft
|
built
2000
800 N Michigan Ave, Chicago, IL 60611
$-3,822
Cash flow
-16.8%
Cash-on-Cash Return
1.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$224,900
2
bds
|
1
ba
|
900
sqft
|
built
1956
3950 N Lake Shore Dr, Chicago, IL 60613
$-318
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
1.1%
Rent to Value Ratio
Active
$2,100,000
4
bds
|
5
ba
|
5,500
sqft
|
built
2005
21 E Huron St, Chicago, IL 60611
$-17,548
Cash flow
-43.6%
Cash-on-Cash Return
-3.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$679,000
4
bds
|
3
ba
|
1,750
sqft
|
built
1906
3739 W Palmer St, Chicago, IL 60647
$-1,100
Cash flow
-8.5%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$2,795,000
5
bds
|
5
ba
|
7,000
sqft
|
built
2006
425 W Superior St, Chicago, IL 60654
$-13,232
Cash flow
-24.7%
Cash-on-Cash Return
0.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$240,000
2
bds
|
2
ba
|
0
sqft
|
built
1929
4940 S East End Ave, Chicago, IL 60615
$-1,160
Cash flow
-25.2%
Cash-on-Cash Return
-0.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$292,000
1
bds
|
1
ba
|
850
sqft
|
built
2005
545 N Dearborn St, Chicago, IL 60654
$-796
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$949,999
3
bds
|
3
ba
|
0
sqft
|
built
2005
2411 W Walton St, Chicago, IL 60622
$-1,965
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$650,000
5
bds
|
4
ba
|
3,489
sqft
|
built
1929
9209 S Hoyne Ave, Chicago, IL 60643
$-1,082
Cash flow
-8.7%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$880,000
8
bds
|
4
ba
|
0
sqft
|
built
1902
1943 N Whipple St, Chicago, IL 60647
$-3,120
Cash flow
-18.5%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$238,900
2
bds
|
2
ba
|
1,250
sqft
|
built
1920
1729 E 67th St, Chicago, IL 60649
$-337
Cash flow
-7.4%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$199,900
1
bds
|
1
ba
|
600
sqft
|
built
1964
1050 W Columbia Ave, Chicago, IL 60626
$-250
Cash flow
-6.5%
Cash-on-Cash Return
4.2%
Cap rate
0.9%
Rent to Value Ratio