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
$74,700
3
bds
|
1
ba
|
1,008
sqft
|
built
1882
1017 N Avers Ave, Chicago, IL 60651
$1,312
Cash flow
20.5%
Cash-on-Cash Return
21.1%
Cap rate
2.9%
Rent to Value Ratio
Active
$59,000
7
bds
|
3
ba
|
0
sqft
|
built
1905
2259 S Kirkland Ave, Chicago, IL 60623
$709
Cash flow
14.0%
Cash-on-Cash Return
14.4%
Cap rate
2.2%
Rent to Value Ratio
3,708 out of 4,264 properties for sale in Chicago, IL
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Active
$499,999
4
bds
|
3
ba
|
0
sqft
|
built
1953
4433 N Narragansett Ave, Chicago, IL 60630
$-871
Cash flow
-9.1%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$399,900
3
bds
|
3
ba
|
2,200
sqft
|
built
1929
1640 E 50th St, Chicago, IL 60615
$-2,203
Cash flow
-28.7%
Cash-on-Cash Return
-0.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$270,000
1
bds
|
1
ba
|
0
sqft
|
built
2008
50 E 16th St, Chicago, IL 60616
$-1,020
Cash flow
-19.7%
Cash-on-Cash Return
1.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$448,800
7
bds
|
4
ba
|
0
sqft
|
built
1923
2507 W 45th Pl, Chicago, IL 60632
$-1,372
Cash flow
-15.9%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$450,000
4
bds
|
3
ba
|
2,400
sqft
|
built
1914
6317 W Cuyler Ave, Chicago, IL 60634
$-1,204
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$650,000
3
bds
|
2
ba
|
0
sqft
|
built
1893
3856 N Kenneth Ave, Chicago, IL 60641
$-1,837
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$250,000
2
bds
|
1
ba
|
0
sqft
|
built
1914
838 N Maplewood Ave, Chicago, IL 60622
$-579
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$295,000
4
bds
|
3
ba
|
1,530
sqft
|
built
1947
8105 S Sawyer Ave, Chicago, IL 60652
$-174
Cash flow
-3.1%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$635,000
3
bds
|
2
ba
|
2,100
sqft
|
built
1998
5844 N Hermitage Ave, Chicago, IL 60660
$-1,942
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$175,000
1
bds
|
1
ba
|
778
sqft
|
built
1972
6468 N Northwest Hwy, Chicago, IL 60631
$-536
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$700,000
3
bds
|
3
ba
|
2,400
sqft
|
built
2005
5021 N Kenmore Ave, Chicago, IL 60640
$-2,067
Cash flow
-15.4%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$435,000
8
bds
|
3
ba
|
0
sqft
|
built
1888
5309 S Bishop St, Chicago, IL 60609
$-1,106
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$350,000
1
bds
|
1
ba
|
0
sqft
|
built
1999
520 W Huron St, Chicago, IL 60654
$-862
Cash flow
-12.8%
Cash-on-Cash Return
3.3%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$374,900
2
bds
|
1
ba
|
0
sqft
|
built
1924
2127 W Pierce Ave, Chicago, IL 60622
$-969
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$299,900
3
bds
|
2
ba
|
1,040
sqft
|
built
1962
10324 S Sacramento Ave, Chicago, IL 60655
$-72
Cash flow
-1.3%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$59,000
7
bds
|
3
ba
|
0
sqft
|
built
1905
2259 S Kirkland Ave, Chicago, IL 60623
$709
Cash flow
14.0%
Cash-on-Cash Return
14.4%
Cap rate
2.2%
Rent to Value Ratio
Active under contract
$349,900
2
bds
|
1
ba
|
724
sqft
|
built
1924
1438 W Roscoe St, Chicago, IL 60657
$-654
Cash flow
-9.8%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio
Active
$538,900
2
bds
|
2
ba
|
1,200
sqft
|
built
2002
1322 S Prairie Ave, Chicago, IL 60605
$-1,660
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$269,900
5
bds
|
2
ba
|
0
sqft
|
built
1961
6839 S Michigan Ave, Chicago, IL 60637
$-400
Cash flow
-7.7%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$875,000
3
bds
|
3
ba
|
2,200
sqft
|
built
2006
3020 N Sheffield Ave, Chicago, IL 60657
$-1,886
Cash flow
-11.2%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$264,900
3
bds
|
1
ba
|
1,049
sqft
|
built
1959
4313 W 77th Pl, Chicago, IL 60652
$-26
Cash flow
-0.5%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$329,000
2
bds
|
2
ba
|
1,095
sqft
|
built
1923
6119 W School St, Chicago, IL 60634
$-156
Cash flow
-2.5%
Cash-on-Cash Return
5.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$5,300,000
4
bds
|
7
ba
|
7,252
sqft
|
built
1997
401 W Dickens Ave, Chicago, IL 60614
$-28,375
Cash flow
-27.9%
Cash-on-Cash Return
-0.1%
Cap rate
0.2%
Rent to Value Ratio
Active
$169,900
5
bds
|
2
ba
|
0
sqft
|
built
1899
7254 S Morgan St, Chicago, IL 60621
$423
Cash flow
13.0%
Cash-on-Cash Return
9.3%
Cap rate
1.2%
Rent to Value Ratio
Active
$299,900
1
bds
|
1
ba
|
853
sqft
|
built
2005
1250 S Michigan Ave, Chicago, IL 60605
$-788
Cash flow
-13.7%
Cash-on-Cash Return
3.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$78,900
2
bds
|
1
ba
|
720
sqft
|
built
1898
9236 S Blackstone Ave, Chicago, IL 60619
$634
Cash flow
41.9%
Cash-on-Cash Return
15.9%
Cap rate
2.0%
Rent to Value Ratio
Active
$365,000
1
bds
|
1
ba
|
1,100
sqft
|
built
1968
505 N Lake Shore Dr, Chicago, IL 60611
$-1,434
Cash flow
-20.5%
Cash-on-Cash Return
1.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,425,000
2
bds
|
3
ba
|
2,440
sqft
|
built
2012
118 E Erie St, Chicago, IL 60611
$-11,875
Cash flow
-43.5%
Cash-on-Cash Return
-3.7%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$625,000
3
bds
|
2
ba
|
1,600
sqft
|
built
2006
2033 N Damen Ave, Chicago, IL 60647
$-1,732
Cash flow
-14.5%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$74,700
3
bds
|
1
ba
|
1,008
sqft
|
built
1882
1017 N Avers Ave, Chicago, IL 60651
$1,312
Cash flow
20.5%
Cash-on-Cash Return
21.1%
Cap rate
2.9%
Rent to Value Ratio
Active
$850,000
2
bds
|
3
ba
|
1,850
sqft
|
built
1985
161 E Chicago Ave, Chicago, IL 60611
$-4,158
Cash flow
-25.5%
Cash-on-Cash Return
0.4%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$399,900
5
bds
|
3
ba
|
2,300
sqft
|
built
1923
5042 W Wolfram St, Chicago, IL 60641
$-168
Cash flow
-2.2%
Cash-on-Cash Return
5.8%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$1,100,000
4
bds
|
5
ba
|
3,210
sqft
|
built
2007
6229 N Newark Ave, Chicago, IL 60631
$-2,510
Cash flow
-11.9%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$549,000
6
bds
|
3
ba
|
0
sqft
|
built
1924
2155 N Mobile Ave, Chicago, IL 60639
$-1,845
Cash flow
-17.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$349,900
3
bds
|
2
ba
|
1,650
sqft
|
built
1930
5142 S Greenwood Ave, Chicago, IL 60615
$-614
Cash flow
-9.2%
Cash-on-Cash Return
4.2%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$499,900
2
bds
|
3
ba
|
3,585
sqft
|
built
1966
11844 S Oakley Ave, Chicago, IL 60643
$-920
Cash flow
-9.6%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$269,900
2
bds
|
3
ba
|
1,750
sqft
|
built
1944
9835 S Drexel Ave, Chicago, IL 60628
$-260
Cash flow
-5.0%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$135,000
1
bds
|
1
ba
|
850
sqft
|
built
1968
6700 S South Shore Dr, Chicago, IL 60649
$-350
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
1.0%
Rent to Value Ratio
Active
$199,900
3
bds
|
2
ba
|
1,525
sqft
|
built
1915
7736 S Oglesby Ave, Chicago, IL 60649
$278
Cash flow
7.3%
Cash-on-Cash Return
8.0%
Cap rate
1.1%
Rent to Value Ratio
Active
$715,000
2
bds
|
2
ba
|
0
sqft
|
built
1928
5510 N Sheridan Rd, Chicago, IL 60640
$-3,900
Cash flow
-28.5%
Cash-on-Cash Return
-0.3%
Cap rate
0.4%
Rent to Value Ratio