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
$64,900
4
bds
|
2
ba
|
1,482
sqft
|
built
1972
5700 S Lowe Ave, Chicago, IL 60621
$1,248
Cash flow
22.4%
Cash-on-Cash Return
23.1%
Cap rate
3.1%
Rent to Value Ratio
Active
$260,000
4
bds
|
2
ba
|
2,000
sqft
|
built
1930
8107 S Princeton Ave, Chicago, IL 60620
$570
Cash flow
11.4%
Cash-on-Cash Return
8.3%
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
$1,475,000
5
bds
|
4
ba
|
4,140
sqft
|
built
2005
2234 W Fletcher St, Chicago, IL 60618
$-4,270
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$449,500
2
bds
|
2
ba
|
1,300
sqft
|
built
2002
1444 N Orleans St, Chicago, IL 60610
$-490
Cash flow
-5.7%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$265,000
2
bds
|
1
ba
|
0
sqft
|
built
1920
4510 N Ashland Ave, Chicago, IL 60640
$-345
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$769,000
9
bds
|
4
ba
|
0
sqft
|
built
1906
1630 N Avers Ave, Chicago, IL 60647
$-2,642
Cash flow
-17.9%
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
$-2,669
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,750,000
4
bds
|
3
ba
|
3,000
sqft
|
built
2021
1469 W Byron St, Chicago, IL 60613
$-5,083
Cash flow
-15.2%
Cash-on-Cash Return
2.2%
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
$-292
Cash flow
-4.1%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$349,900
2
bds
|
2
ba
|
0
sqft
|
built
2007
1122 W Catalpa Ave, Chicago, IL 60640
$-1,188
Cash flow
-17.7%
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
$-2,611
Cash flow
-20.2%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,299,000
11
bds
|
8
ba
|
0
sqft
|
built
1925
4906 N Whipple St, Chicago, IL 60625
$-5,232
Cash flow
-21.0%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$799,000
4
bds
|
3
ba
|
2,574
sqft
|
built
1976
2432 W Ohio St, Chicago, IL 60612
$-1,040
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$200,000
2
bds
|
1
ba
|
0
sqft
|
built
1968
3915 W Addison St, Chicago, IL 60618
$-210
Cash flow
-5.5%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$419,900
2
bds
|
2
ba
|
1,200
sqft
|
built
1990
401 E Ontario St, Chicago, IL 60611
$-1,402
Cash flow
-17.4%
Cash-on-Cash Return
1.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$235,000
4
bds
|
2
ba
|
1,200
sqft
|
built
1972
9433 S Burnside Ave, Chicago, IL 60619
$162
Cash flow
3.6%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$399,900
2
bds
|
2
ba
|
1,000
sqft
|
built
1942
3811 N Pioneer Ave, Chicago, IL 60634
$-846
Cash flow
-11.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$299,900
4
bds
|
2
ba
|
1,700
sqft
|
built
1925
7535 S Aberdeen St, Chicago, IL 60620
$-353
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$260,000
4
bds
|
2
ba
|
2,000
sqft
|
built
1930
8107 S Princeton Ave, Chicago, IL 60620
$570
Cash flow
11.4%
Cash-on-Cash Return
8.3%
Cap rate
1.1%
Rent to Value Ratio
Active
$229,900
3
bds
|
1
ba
|
1,000
sqft
|
built
1945
9632 S Yale Ave, Chicago, IL 60628
$313
Cash flow
7.1%
Cash-on-Cash Return
7.3%
Cap rate
1.0%
Rent to Value Ratio
Active
$419,999
2
bds
|
2
ba
|
1,624
sqft
|
built
1884
1621 N Central Park Ave, Chicago, IL 60647
$-192
Cash flow
-2.4%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$259,000
1
bds
|
1
ba
|
950
sqft
|
built
1985
70 W Huron St, Chicago, IL 60654
$-659
Cash flow
-13.3%
Cash-on-Cash Return
2.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$550,000
9
bds
|
4
ba
|
0
sqft
|
built
1915
3810 W Ohio St, Chicago, IL 60624
$-1,234
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$360,000
3
bds
|
2
ba
|
1,656
sqft
|
built
1958
5943 S Parkside Ave, Chicago, IL 60638
$-161
Cash flow
-2.3%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$629,999
3
bds
|
3
ba
|
3,242
sqft
|
built
1922
2822 N Keating Ave, Chicago, IL 60641
$-1,726
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$64,900
4
bds
|
2
ba
|
1,482
sqft
|
built
1972
5700 S Lowe Ave, Chicago, IL 60621
$1,248
Cash flow
22.4%
Cash-on-Cash Return
23.1%
Cap rate
3.1%
Rent to Value Ratio
Active under contract
$259,900
3
bds
|
2
ba
|
1,772
sqft
|
built
1961
314 W 106th Pl, Chicago, IL 60628
$-76
Cash flow
-1.5%
Cash-on-Cash Return
5.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$799,000
2
bds
|
2
ba
|
2,500
sqft
|
built
1908
411 W Ontario St, Chicago, IL 60654
$-2,731
Cash flow
-17.8%
Cash-on-Cash Return
1.6%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$1,350,000
4
bds
|
4
ba
|
0
sqft
|
built
2013
1807 W Ohio St, Chicago, IL 60622
$-4,040
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$437,000
4
bds
|
2
ba
|
1,508
sqft
|
built
1924
2947 S Farrell St, Chicago, IL 60608
$-1,111
Cash flow
-13.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$175,000
1
bds
|
1
ba
|
800
sqft
|
built
1923
4704 N Kasson Ave, Chicago, IL 60630
$-69
Cash flow
-2.1%
Cash-on-Cash Return
5.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$420,000
6
bds
|
2
ba
|
0
sqft
|
built
1925
8226 S Langley Ave, Chicago, IL 60619
$-606
Cash flow
-7.5%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$474,900
6
bds
|
3
ba
|
1,997
sqft
|
built
1917
1428 N Central Ave, Chicago, IL 60651
$-1,350
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$399,000
1
bds
|
1
ba
|
0
sqft
|
built
1910
411 W Ontario St, Chicago, IL 60654
$-926
Cash flow
-12.1%
Cash-on-Cash Return
2.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$739,900
3
bds
|
3
ba
|
0
sqft
|
built
1888
1202 W Huron St, Chicago, IL 60642
$-2,331
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$232,000
1
bds
|
1
ba
|
0
sqft
|
built
1923
1645 W Ogden Ave, Chicago, IL 60612
$-199
Cash flow
-4.5%
Cash-on-Cash Return
4.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$799,900
3
bds
|
2
ba
|
1,800
sqft
|
built
1886
3726 N Ashland Ave, Chicago, IL 60613
$-2,150
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$159,900
2
bds
|
1
ba
|
950
sqft
|
built
1924
6254 N Richmond St, Chicago, IL 60659
$-11
Cash flow
-0.4%
Cash-on-Cash Return
5.6%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$1,200,000
4
bds
|
4
ba
|
0
sqft
|
built
1890
2117 W Dickens Ave, Chicago, IL 60647
$-4,442
Cash flow
-19.3%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio
Active
$599,999
3
bds
|
2
ba
|
1,501
sqft
|
built
1925
1033 W 14th Pl, Chicago, IL 60608
$-1,904
Cash flow
-16.6%
Cash-on-Cash Return
1.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$192,500
1
bds
|
1
ba
|
0
sqft
|
built
1954
2909 N Sheridan Rd, Chicago, IL 60657
$-551
Cash flow
-14.9%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$714,500
9
bds
|
3
ba
|
0
sqft
|
built
1924
6030 N Claremont Ave, Chicago, IL 60659
$-2,082
Cash flow
-15.2%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio