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
$85,000
4
bds
|
2
ba
|
1,900
sqft
|
built
1908
7238 S May St, Chicago, IL 60621
$635
Cash flow
39.0%
Cash-on-Cash Return
14.6%
Cap rate
1.9%
Rent to Value Ratio
Active
$180,000
3
bds
|
3
ba
|
1,648
sqft
|
built
1943
7940 S Crandon Ave, Chicago, IL 60617
$426
Cash flow
12.3%
Cash-on-Cash Return
8.5%
Cap rate
1.2%
Rent to Value Ratio
3,965 out of 4,608 properties for sale in Chicago, IL
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Active
$1,150,000
3
bds
|
3
ba
|
2,775
sqft
|
built
2007
30 W Erie St, Chicago, IL 60654
$-4,871
Cash flow
-22.1%
Cash-on-Cash Return
0.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$180,000
2
bds
|
2
ba
|
1,150
sqft
|
built
2001
6439 S Greenwood Ave, Chicago, IL 60637
$306
Cash flow
8.9%
Cash-on-Cash Return
7.7%
Cap rate
1.0%
Rent to Value Ratio
Active
$390,000
4
bds
|
4
ba
|
2,000
sqft
|
built
1893
844 N Laramie Ave, Chicago, IL 60651
$-971
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio
Active
$339,900
3
bds
|
2
ba
|
1,296
sqft
|
built
1894
2335 W 110th Pl, Chicago, IL 60643
$58
Cash flow
0.9%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$154,900
3
bds
|
2
ba
|
1,408
sqft
|
built
1941
8258 S Marshfield Ave, Chicago, IL 60620
$245
Cash flow
8.3%
Cash-on-Cash Return
7.6%
Cap rate
1.2%
Rent to Value Ratio
Active
$565,000
2
bds
|
2
ba
|
1,257
sqft
|
built
1991
474 N Lake Shore Dr, Chicago, IL 60611
$-1,545
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$899,000
3
bds
|
3
ba
|
2,700
sqft
|
built
2003
33 W Ontario St, Chicago, IL 60654
$-3,530
Cash flow
-20.5%
Cash-on-Cash Return
1.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$83,000
1
bds
|
1
ba
|
735
sqft
|
built
1964
6730 S South Shore Dr, Chicago, IL 60649
$-331
Cash flow
-20.8%
Cash-on-Cash Return
0.9%
Cap rate
1.4%
Rent to Value Ratio
Active
$549,000
5
bds
|
3
ba
|
0
sqft
|
built
1900
925 W 31st St, Chicago, IL 60608
$-1,279
Cash flow
-12.2%
Cash-on-Cash Return
3.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,735,000
3
bds
|
4
ba
|
4,000
sqft
|
built
1975
1501 N State Pkwy, Chicago, IL 60610
$-12,457
Cash flow
-37.5%
Cash-on-Cash Return
-2.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$255,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1948
1939 N Sawyer Ave, Chicago, IL 60647
$-578
Cash flow
-11.8%
Cash-on-Cash Return
3.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$175,000
1
bds
|
1
ba
|
825
sqft
|
built
1973
4343 N Clarendon Ave, Chicago, IL 60613
$-394
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
1.3%
Rent to Value Ratio
Active
$1,200,000
4
bds
|
4
ba
|
2,997
sqft
|
built
2003
1226 W 33rd Pl, Chicago, IL 60608
$-3,064
Cash flow
-13.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$300,000
6
bds
|
4
ba
|
0
sqft
|
built
1890
4805 S Elizabeth St, Chicago, IL 60609
$-404
Cash flow
-7.0%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$599,000
3
bds
|
2
ba
|
1,850
sqft
|
built
1990
401 E Ontario St, Chicago, IL 60611
$-2,005
Cash flow
-17.5%
Cash-on-Cash Return
1.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$149,000
2
bds
|
2
ba
|
1,200
sqft
|
built
1892
4337 S Prairie Ave, Chicago, IL 60653
$19
Cash flow
0.7%
Cash-on-Cash Return
5.8%
Cap rate
1.3%
Rent to Value Ratio
Active
$1,650,000
2
bds
|
3
ba
|
2,510
sqft
|
built
1985
161 E Chicago Ave, Chicago, IL 60611
$-5,729
Cash flow
-18.1%
Cash-on-Cash Return
1.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$210,000
0
bds
|
1
ba
|
642
sqft
|
built
1991
474 N Lake Shore Dr, Chicago, IL 60611
$-472
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$290,000
5
bds
|
2
ba
|
1,530
sqft
|
built
1890
7417 S Saint Lawrence Ave, Chicago, IL 60619
$48
Cash flow
0.9%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$725,000
2
bds
|
2
ba
|
1,500
sqft
|
built
1963
1300 N Lake Shore Dr, Chicago, IL 60610
$-3,342
Cash flow
-24.1%
Cash-on-Cash Return
0.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$85,000
4
bds
|
2
ba
|
1,900
sqft
|
built
1908
7238 S May St, Chicago, IL 60621
$635
Cash flow
39.0%
Cash-on-Cash Return
14.6%
Cap rate
1.9%
Rent to Value Ratio
Active
$435,000
2
bds
|
1
ba
|
1,100
sqft
|
built
2001
1301 W Madison St, Chicago, IL 60607
$-850
Cash flow
-10.2%
Cash-on-Cash Return
3.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$273,000
3
bds
|
2
ba
|
1,582
sqft
|
built
1923
4938 W Wrightwood Ave, Chicago, IL 60639
$214
Cash flow
4.1%
Cash-on-Cash Return
6.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$690,000
1
bds
|
2
ba
|
1,324
sqft
|
built
2008
401 N Wabash Ave, Chicago, IL 60611
$-3,324
Cash flow
-25.1%
Cash-on-Cash Return
-0.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,095,000
2
bds
|
3
ba
|
2,700
sqft
|
built
2003
33 W Ontario St, Chicago, IL 60654
$-7,668
Cash flow
-36.5%
Cash-on-Cash Return
-2.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$188,000
2
bds
|
2
ba
|
0
sqft
|
built
1963
1450 E 55th Pl, Chicago, IL 60637
$-462
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
1.3%
Rent to Value Ratio
Active
$457,000
1
bds
|
2
ba
|
1,280
sqft
|
built
2008
65 E Monroe St, Chicago, IL 60603
$-1,740
Cash flow
-19.9%
Cash-on-Cash Return
1.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$899,000
4
bds
|
4
ba
|
3,800
sqft
|
built
1904
4115 N Ridgeway Ave, Chicago, IL 60618
$-2,441
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$499,900
5
bds
|
3
ba
|
0
sqft
|
built
1903
2124 W 24th St, Chicago, IL 60608
$-1,216
Cash flow
-12.7%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$595,000
2
bds
|
2
ba
|
1,500
sqft
|
built
2013
65 E Monroe St, Chicago, IL 60603
$-2,142
Cash flow
-18.8%
Cash-on-Cash Return
1.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$225,000
2
bds
|
1
ba
|
900
sqft
|
built
1971
3115 N Nashville Ave, Chicago, IL 60634
$-465
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,799,500
6
bds
|
6
ba
|
6,300
sqft
|
built
2009
2730 N Hartland Ct, Chicago, IL 60614
$-9,949
Cash flow
-18.5%
Cash-on-Cash Return
1.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$210,000
4
bds
|
1
ba
|
1,200
sqft
|
built
1899
2417 S Trumbull Ave, Chicago, IL 60623
$2
Cash flow
0.0%
Cash-on-Cash Return
5.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$359,000
6
bds
|
2
ba
|
0
sqft
|
built
1888
3637 S Hermitage Ave, Chicago, IL 60609
$-190
Cash flow
-2.8%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$180,000
3
bds
|
3
ba
|
1,648
sqft
|
built
1943
7940 S Crandon Ave, Chicago, IL 60617
$426
Cash flow
12.3%
Cash-on-Cash Return
8.5%
Cap rate
1.2%
Rent to Value Ratio
Active
$1,275,000
3
bds
|
3
ba
|
2,215
sqft
|
built
2007
450 E Waterside Dr, Chicago, IL 60601
$-4,814
Cash flow
-19.7%
Cash-on-Cash Return
1.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$375,000
16
bds
|
8
ba
|
0
sqft
|
built
1923
2445 E 74th Pl, Chicago, IL 60649
$-1,180
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$324,995
7
bds
|
3
ba
|
0
sqft
|
built
1905
6241 S Bishop St, Chicago, IL 60636
$-161
Cash flow
-2.6%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$215,000
2
bds
|
1
ba
|
0
sqft
|
built
1920
5473 S Ingleside Ave, Chicago, IL 60615
$-570
Cash flow
-13.8%
Cash-on-Cash Return
2.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,625,000
2
bds
|
2
ba
|
3,500
sqft
|
built
1902
1017 W Washington Blvd, Chicago, IL 60607
$-6,112
Cash flow
-19.6%
Cash-on-Cash Return
1.2%
Cap rate
0.4%
Rent to Value Ratio