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
$165,000
3
bds
|
3
ba
|
1,717
sqft
|
built
1912
32 W 109th Pl, Chicago, IL 60628
$610
Cash flow
19.3%
Cash-on-Cash Return
10.7%
Cap rate
1.3%
Rent to Value Ratio
Active
$299,900
4
bds
|
2
ba
|
2,094
sqft
|
built
1885
5241 W Adams St, Chicago, IL 60644
$393
Cash flow
6.8%
Cash-on-Cash Return
7.9%
Cap rate
1.0%
Rent to Value Ratio
3,740 out of 4,294 properties for sale in Chicago, IL
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Active
$219,900
9
bds
|
4
ba
|
0
sqft
|
built
1925
10230 S Yates Blvd, Chicago, IL 60617
$-569
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$469,000
6
bds
|
2
ba
|
0
sqft
|
built
1924
5092 W Monroe St, Chicago, IL 60644
$-1,453
Cash flow
-16.2%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$510,000
2
bds
|
3
ba
|
0
sqft
|
built
1901
2150 W North Ave, Chicago, IL 60647
$-1,357
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$525,000
2
bds
|
3
ba
|
2,200
sqft
|
built
2003
1505 N Talman Ave, Chicago, IL 60622
$-751
Cash flow
-7.5%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$244,900
1
bds
|
1
ba
|
0
sqft
|
built
1952
3410 N Lake Shore Dr, Chicago, IL 60657
$-521
Cash flow
-11.1%
Cash-on-Cash Return
3.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$165,000
3
bds
|
3
ba
|
1,717
sqft
|
built
1912
32 W 109th Pl, Chicago, IL 60628
$610
Cash flow
19.3%
Cash-on-Cash Return
10.7%
Cap rate
1.3%
Rent to Value Ratio
Active
$239,000
1
bds
|
1
ba
|
0
sqft
|
built
1961
555 W Cornelia Ave, Chicago, IL 60657
$-767
Cash flow
-16.7%
Cash-on-Cash Return
2.4%
Cap rate
1.0%
Rent to Value Ratio
Active
$299,900
4
bds
|
2
ba
|
2,094
sqft
|
built
1885
5241 W Adams St, Chicago, IL 60644
$393
Cash flow
6.8%
Cash-on-Cash Return
7.9%
Cap rate
1.0%
Rent to Value Ratio
Active
$399,000
9
bds
|
6
ba
|
0
sqft
|
built
1928
7804 S Burnham Ave, Chicago, IL 60649
$-1,276
Cash flow
-16.7%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$4,350,000
3
bds
|
4
ba
|
3,972
sqft
|
built
2008
11 E Walton St, Chicago, IL 60611
$-29,888
Cash flow
-35.8%
Cash-on-Cash Return
-2.0%
Cap rate
0.2%
Rent to Value Ratio
Active under contract
$150,000
bds
|
1
ba
|
0
sqft
|
built
1970
1 E Scott St, Chicago, IL 60610
$165
Cash flow
5.7%
Cash-on-Cash Return
7.6%
Cap rate
1.7%
Rent to Value Ratio
Active
$464,900
2
bds
|
1
ba
|
0
sqft
|
built
1970
1560 N Sandburg Ter, Chicago, IL 60610
$-1,315
Cash flow
-14.8%
Cash-on-Cash Return
2.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,399,000
3
bds
|
3
ba
|
3,200
sqft
|
built
1998
358 W Huron St, Chicago, IL 60654
$-5,356
Cash flow
-20.0%
Cash-on-Cash Return
1.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$815,000
2
bds
|
2
ba
|
2,058
sqft
|
built
1989
132 E Delaware Pl, Chicago, IL 60611
$-4,893
Cash flow
-31.3%
Cash-on-Cash Return
-0.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$259,000
4
bds
|
1
ba
|
1,542
sqft
|
built
1919
5443 S Long Ave, Chicago, IL 60638
$-123
Cash flow
-2.5%
Cash-on-Cash Return
5.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$350,000
2
bds
|
2
ba
|
1,500
sqft
|
built
2007
4325 N Cicero Ave, Chicago, IL 60641
$-1,004
Cash flow
-15.0%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$319,900
2
bds
|
1
ba
|
0
sqft
|
built
1905
1423 N Ashland Ave, Chicago, IL 60622
$-647
Cash flow
-10.6%
Cash-on-Cash Return
3.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$399,900
2
bds
|
2
ba
|
1,074
sqft
|
built
1934
1847 N Kedzie Ave, Chicago, IL 60647
$-1,058
Cash flow
-13.8%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$149,900
3
bds
|
1
ba
|
0
sqft
|
built
1953
4505 S Kilpatrick Ave, Chicago, IL 60632
$-65
Cash flow
-2.3%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$309,900
2
bds
|
2
ba
|
1,100
sqft
|
built
1983
801 S Plymouth Ct, Chicago, IL 60605
$-984
Cash flow
-16.6%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$2,995,000
4
bds
|
5
ba
|
5,200
sqft
|
built
2000
800 N Michigan Ave, Chicago, IL 60611
$-20,528
Cash flow
-35.8%
Cash-on-Cash Return
-1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$464,900
2
bds
|
1
ba
|
0
sqft
|
built
1970
1560 N Sandburg Ter, Chicago, IL 60610
$-1,124
Cash flow
-12.6%
Cash-on-Cash Return
3.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$519,900
5
bds
|
3
ba
|
2,756
sqft
|
built
1950
6321 N Merrimac Ave, Chicago, IL 60646
$-801
Cash flow
-8.0%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$295,000
1
bds
|
1
ba
|
900
sqft
|
built
1893
525 N Halsted St, Chicago, IL 60642
$-662
Cash flow
-11.7%
Cash-on-Cash Return
3.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$315,000
3
bds
|
2
ba
|
1,025
sqft
|
built
1958
4021 W 82nd Pl, Chicago, IL 60652
$-221
Cash flow
-3.7%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$572,000
3
bds
|
3
ba
|
3,000
sqft
|
built
1910
4339 W Schubert Ave, Chicago, IL 60639
$-1,291
Cash flow
-11.8%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$499,900
2
bds
|
3
ba
|
0
sqft
|
built
1990
4228 W Harrington Ln, Chicago, IL 60646
$-1,348
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$349,000
1
bds
|
1
ba
|
1,150
sqft
|
built
1898
345 N Canal St, Chicago, IL 60606
$-1,481
Cash flow
-22.1%
Cash-on-Cash Return
1.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$625,000
2
bds
|
3
ba
|
1,650
sqft
|
built
1988
1443 W Wrightwood Ave, Chicago, IL 60614
$-1,536
Cash flow
-12.8%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$394,999
3
bds
|
1
ba
|
1,200
sqft
|
built
1911
2118 W North Ave, Chicago, IL 60647
$-861
Cash flow
-11.4%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$295,000
1
bds
|
1
ba
|
950
sqft
|
built
1973
4170 N Marine Dr, Chicago, IL 60613
$-1,110
Cash flow
-19.6%
Cash-on-Cash Return
1.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$615,000
4
bds
|
3
ba
|
1,963
sqft
|
built
1900
3306 W Le Moyne St, Chicago, IL 60651
$-2,101
Cash flow
-17.8%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$795,000
2
bds
|
2
ba
|
1,575
sqft
|
built
2003
25 E Superior St, Chicago, IL 60611
$-3,466
Cash flow
-22.7%
Cash-on-Cash Return
1.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$419,900
7
bds
|
3
ba
|
0
sqft
|
built
1910
7144 S Champlain Ave, Chicago, IL 60619
$-1,024
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,500,000
5
bds
|
7
ba
|
6,500
sqft
|
built
1885
34 E Bellevue Pl, Chicago, IL 60611
$-18,247
Cash flow
-27.2%
Cash-on-Cash Return
0.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$269,999
3
bds
|
2
ba
|
1,882
sqft
|
built
1961
457 E 91st St, Chicago, IL 60619
$222
Cash flow
4.3%
Cash-on-Cash Return
7.3%
Cap rate
0.9%
Rent to Value Ratio
Active
$375,000
1
bds
|
1
ba
|
0
sqft
|
built
2005
125 S Green St, Chicago, IL 60607
$-1,284
Cash flow
-17.9%
Cash-on-Cash Return
2.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$349,900
3
bds
|
2
ba
|
2,458
sqft
|
built
1958
2101 W 82nd Pl, Chicago, IL 60620
$-806
Cash flow
-12.0%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$319,900
2
bds
|
2
ba
|
1,200
sqft
|
built
1989
6430 W Belle Plaine Ave, Chicago, IL 60634
$-673
Cash flow
-11.0%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$420,000
4
bds
|
3
ba
|
3,000
sqft
|
built
1920
7427 S Bennett Ave, Chicago, IL 60649
$-86
Cash flow
-1.1%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio