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
$249,900
4
bds
|
3
ba
|
2,060
sqft
|
built
1961
626 E 90th St, Chicago, IL 60619
$382
Cash flow
8.0%
Cash-on-Cash Return
8.1%
Cap rate
1.1%
Rent to Value Ratio
Active
$150,000
6
bds
|
2
ba
|
0
sqft
|
built
1890
4321 W Maypole Ave, Chicago, IL 60624
$315
Cash flow
11.0%
Cash-on-Cash Return
8.8%
Cap rate
1.2%
Rent to Value Ratio
3,750 out of 4,301 properties for sale in Chicago, IL
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Active
$369,900
4
bds
|
3
ba
|
1,480
sqft
|
built
1954
5930 W School St, Chicago, IL 60634
$-287
Cash flow
-4.0%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$229,900
2
bds
|
2
ba
|
1,028
sqft
|
built
1971
1527 W Chase Ave, Chicago, IL 60626
$-132
Cash flow
-3.0%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$289,900
3
bds
|
2
ba
|
0
sqft
|
built
1919
7633 N Greenview Ave, Chicago, IL 60626
$-490
Cash flow
-8.8%
Cash-on-Cash Return
4.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$849,000
3
bds
|
2
ba
|
1,800
sqft
|
built
2006
849 N Franklin St, Chicago, IL 60610
$-3,286
Cash flow
-20.2%
Cash-on-Cash Return
1.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$519,900
2
bds
|
2
ba
|
1,450
sqft
|
built
2002
669 N Peoria St, Chicago, IL 60642
$-1,066
Cash flow
-10.7%
Cash-on-Cash Return
3.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$150,000
6
bds
|
2
ba
|
0
sqft
|
built
1890
4321 W Maypole Ave, Chicago, IL 60624
$315
Cash flow
11.0%
Cash-on-Cash Return
8.8%
Cap rate
1.2%
Rent to Value Ratio
Active
$298,000
3
bds
|
2
ba
|
2,100
sqft
|
built
1919
8344 S Ada St, Chicago, IL 60620
$-478
Cash flow
-8.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$399,900
2
bds
|
1
ba
|
0
sqft
|
built
1962
1455 N Sandburg Ter, Chicago, IL 60610
$-763
Cash flow
-10.0%
Cash-on-Cash Return
4.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$795,000
3
bds
|
4
ba
|
1,750
sqft
|
built
1908
4134 W Roscoe St, Chicago, IL 60641
$-3,438
Cash flow
-22.6%
Cash-on-Cash Return
1.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$475,000
5
bds
|
3
ba
|
3,507
sqft
|
built
1947
6158 S Austin Ave, Chicago, IL 60638
$-1,234
Cash flow
-13.6%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$775,000
7
bds
|
4
ba
|
0
sqft
|
built
1928
2625 W Greenleaf Ave, Chicago, IL 60645
$-3,319
Cash flow
-22.3%
Cash-on-Cash Return
1.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$219,900
4
bds
|
2
ba
|
1,400
sqft
|
built
1949
1329 E 89th Pl, Chicago, IL 60619
$137
Cash flow
3.3%
Cash-on-Cash Return
7.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$599,000
3
bds
|
3
ba
|
1,800
sqft
|
built
2002
1622 W Ontario St, Chicago, IL 60622
$-1,382
Cash flow
-12.0%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$349,900
3
bds
|
2
ba
|
1,901
sqft
|
built
1960
3781 W 76th St, Chicago, IL 60652
$-443
Cash flow
-6.6%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$259,999
3
bds
|
2
ba
|
1,048
sqft
|
built
1968
7709 S Champlain Ave, Chicago, IL 60619
$240
Cash flow
4.8%
Cash-on-Cash Return
7.4%
Cap rate
1.0%
Rent to Value Ratio
Active
$549,000
2
bds
|
2
ba
|
1,650
sqft
|
built
1963
1325 N State Pkwy, Chicago, IL 60610
$-2,507
Cash flow
-23.8%
Cash-on-Cash Return
0.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$579,900
5
bds
|
2
ba
|
0
sqft
|
built
1916
5028 N Sawyer Ave, Chicago, IL 60625
$-1,807
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$349,900
2
bds
|
2
ba
|
1,250
sqft
|
built
1973
5415 N Sheridan Rd, Chicago, IL 60640
$-1,484
Cash flow
-22.1%
Cash-on-Cash Return
1.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$360,000
3
bds
|
2
ba
|
2,400
sqft
|
built
1920
9151 S Normal Ave, Chicago, IL 60620
$-30
Cash flow
-0.4%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$599,999
3
bds
|
4
ba
|
2,800
sqft
|
built
1913
4914 S Washington Park Ct, Chicago, IL 60615
$-1,058
Cash flow
-9.2%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$365,000
2
bds
|
2
ba
|
1,339
sqft
|
built
1996
5360 N Lowell Ave, Chicago, IL 60630
$-982
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$484,888
2
bds
|
2
ba
|
1,150
sqft
|
built
2006
700 N Larrabee St, Chicago, IL 60654
$-2,074
Cash flow
-22.3%
Cash-on-Cash Return
1.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$475,000
2
bds
|
1
ba
|
800
sqft
|
built
1970
1560 N Sandburg Ter, Chicago, IL 60610
$-1,502
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$334,900
4
bds
|
3
ba
|
2,654
sqft
|
built
1890
8211 S Cornell Ave, Chicago, IL 60617
$-51
Cash flow
-0.8%
Cash-on-Cash Return
6.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$874,900
4
bds
|
5
ba
|
3,720
sqft
|
built
2018
3305 S Racine Ave, Chicago, IL 60608
$-916
Cash flow
-5.5%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$249,900
4
bds
|
3
ba
|
2,060
sqft
|
built
1961
626 E 90th St, Chicago, IL 60619
$382
Cash flow
8.0%
Cash-on-Cash Return
8.1%
Cap rate
1.1%
Rent to Value Ratio
Active
$1,475,000
5
bds
|
4
ba
|
4,140
sqft
|
built
2005
2234 W Fletcher St, Chicago, IL 60618
$-5,014
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$265,000
2
bds
|
1
ba
|
0
sqft
|
built
1920
4510 N Ashland Ave, Chicago, IL 60640
$-479
Cash flow
-9.4%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$449,500
2
bds
|
2
ba
|
1,300
sqft
|
built
2002
1444 N Orleans St, Chicago, IL 60610
$-717
Cash flow
-8.3%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,299,000
11
bds
|
8
ba
|
0
sqft
|
built
1925
4906 N Whipple St, Chicago, IL 60625
$-5,888
Cash flow
-23.6%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$575,000
7
bds
|
2
ba
|
0
sqft
|
built
1911
6111 S Eberhart Ave, Chicago, IL 60637
$-1,818
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,750,000
4
bds
|
3
ba
|
3,000
sqft
|
built
2021
1469 W Byron St, Chicago, IL 60613
$-3,631
Cash flow
-10.8%
Cash-on-Cash Return
3.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$374,900
3
bds
|
2
ba
|
1,128
sqft
|
built
1963
10842 S Sacramento Ave, Chicago, IL 60655
$-481
Cash flow
-6.7%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$769,000
9
bds
|
4
ba
|
0
sqft
|
built
1906
1630 N Avers Ave, Chicago, IL 60647
$-3,030
Cash flow
-20.6%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,350,000
3
bds
|
4
ba
|
4,200
sqft
|
built
2006
2128 N Winchester Ave, Chicago, IL 60614
$-3,350
Cash flow
-12.9%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$349,900
2
bds
|
2
ba
|
0
sqft
|
built
2007
1122 W Catalpa Ave, Chicago, IL 60640
$-1,364
Cash flow
-20.3%
Cash-on-Cash Return
1.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$675,000
9
bds
|
6
ba
|
0
sqft
|
built
2005
2716 W Polk St, Chicago, IL 60612
$-2,952
Cash flow
-22.8%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$799,000
4
bds
|
3
ba
|
2,574
sqft
|
built
1976
2432 W Ohio St, Chicago, IL 60612
$-1,443
Cash flow
-9.4%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$379,900
3
bds
|
2
ba
|
1,184
sqft
|
built
1997
1703 S Ruble St, Chicago, IL 60616
$-285
Cash flow
-3.9%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$200,000
2
bds
|
1
ba
|
0
sqft
|
built
1968
3915 W Addison St, Chicago, IL 60618
$-311
Cash flow
-8.1%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio