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
$139,900
4
bds
|
2
ba
|
1,298
sqft
|
built
1924
7640 S Bishop St, Chicago, IL 60620
$586
Cash flow
21.9%
Cash-on-Cash Return
10.7%
Cap rate
1.4%
Rent to Value Ratio
Active
$219,637
3
bds
|
2
ba
|
1,600
sqft
|
built
2001
3235 W Warren Blvd, Chicago, IL 60624
$562
Cash flow
13.4%
Cash-on-Cash Return
8.7%
Cap rate
1.1%
Rent to Value Ratio
3,969 out of 4,611 properties for sale in Chicago, IL
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Active
$2,500,000
5
bds
|
6
ba
|
4,680
sqft
|
built
2020
1624 W Pierce Ave, Chicago, IL 60622
$-7,997
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$219,500
3
bds
|
1
ba
|
1,292
sqft
|
built
1899
3609 S California Ave, Chicago, IL 60632
$-179
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$225,000
2
bds
|
2
ba
|
1,000
sqft
|
built
1962
5401 S Hyde Park Blvd, Chicago, IL 60615
$-570
Cash flow
-13.2%
Cash-on-Cash Return
2.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$1,000,000
3
bds
|
3
ba
|
2,157
sqft
|
built
2004
130 N Garland Ct, Chicago, IL 60602
$-4,073
Cash flow
-21.3%
Cash-on-Cash Return
0.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$420,000
2
bds
|
2
ba
|
0
sqft
|
built
1902
900 N Kingsbury St, Chicago, IL 60610
$-799
Cash flow
-9.9%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$900,000
8
bds
|
4
ba
|
0
sqft
|
built
1918
4240 W Henderson St, Chicago, IL 60641
$-3,338
Cash flow
-19.4%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio
Active
$144,999
1
bds
|
1
ba
|
800
sqft
|
built
1971
2605 S Indiana Ave, Chicago, IL 60616
$-356
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
1.2%
Rent to Value Ratio
Active
$260,000
3
bds
|
3
ba
|
1,700
sqft
|
built
1908
3544 W Congress Pkwy, Chicago, IL 60624
$443
Cash flow
8.9%
Cash-on-Cash Return
7.7%
Cap rate
1.1%
Rent to Value Ratio
Active
$279,000
3
bds
|
1
ba
|
900
sqft
|
built
1941
5133 W 64th St, Chicago, IL 60638
$54
Cash flow
1.0%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$219,637
3
bds
|
2
ba
|
1,600
sqft
|
built
2001
3235 W Warren Blvd, Chicago, IL 60624
$562
Cash flow
13.4%
Cash-on-Cash Return
8.7%
Cap rate
1.1%
Rent to Value Ratio
Active
$250,000
2
bds
|
1
ba
|
0
sqft
|
built
1920
6711 N Lakewood Ave, Chicago, IL 60626
$-427
Cash flow
-8.9%
Cash-on-Cash Return
3.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$219,900
bds
|
1
ba
|
650
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-451
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$129,900
1
bds
|
1
ba
|
0
sqft
|
built
1884
2949 W Adams St, Chicago, IL 60612
$468
Cash flow
18.8%
Cash-on-Cash Return
10.0%
Cap rate
1.4%
Rent to Value Ratio
Active
$304,000
2
bds
|
2
ba
|
1,188
sqft
|
built
2008
347 E 25th Pl, Chicago, IL 60616
$-314
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,995,000
3
bds
|
4
ba
|
6,000
sqft
|
built
1924
680 N Lake Shore Dr, Chicago, IL 60611
$-13,521
Cash flow
-35.4%
Cash-on-Cash Return
-2.5%
Cap rate
0.2%
Rent to Value Ratio
Active
$599,900
4
bds
|
4
ba
|
0
sqft
|
built
1879
2416 W Fillmore St, Chicago, IL 60612
$-1,337
Cash flow
-11.6%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$264,000
3
bds
|
3
ba
|
1,300
sqft
|
built
1950
11218 S Avenue G, Chicago, IL 60617
$-288
Cash flow
-5.7%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$349,900
1
bds
|
1
ba
|
0
sqft
|
built
2007
225 S Sangamon St, Chicago, IL 60607
$-813
Cash flow
-12.1%
Cash-on-Cash Return
2.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$5,500,000
7
bds
|
7
ba
|
0
sqft
|
built
1898
1646 N Leavitt St, Chicago, IL 60647
$-26,368
Cash flow
-25.0%
Cash-on-Cash Return
-0.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$237,500
1
bds
|
1
ba
|
770
sqft
|
built
1989
200 N Dearborn St, Chicago, IL 60601
$-415
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
1.1%
Rent to Value Ratio
Active
$245,000
1
bds
|
1
ba
|
800
sqft
|
built
1973
655 W Irving Park Rd, Chicago, IL 60613
$-728
Cash flow
-15.5%
Cash-on-Cash Return
2.1%
Cap rate
1.0%
Rent to Value Ratio
Active
$625,000
3
bds
|
4
ba
|
2,608
sqft
|
built
1944
5530 S Normandy Ave, Chicago, IL 60638
$-529
Cash flow
-4.4%
Cash-on-Cash Return
4.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$9,450,000
7
bds
|
6
ba
|
8,691
sqft
|
built
2010
1853 N Burling St, Chicago, IL 60614
$-47,321
Cash flow
-26.1%
Cash-on-Cash Return
-0.3%
Cap rate
0.1%
Rent to Value Ratio
Active
$169,900
2
bds
|
2
ba
|
1,500
sqft
|
built
1967
7033 N Kedzie Ave, Chicago, IL 60645
$-580
Cash flow
-17.8%
Cash-on-Cash Return
1.6%
Cap rate
1.2%
Rent to Value Ratio
Active
$825,000
2
bds
|
2
ba
|
0
sqft
|
built
1912
1017 W Washington Blvd, Chicago, IL 60607
$-2,381
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$248,000
4
bds
|
2
ba
|
1,800
sqft
|
built
1957
707 E 93rd St, Chicago, IL 60619
$47
Cash flow
1.0%
Cash-on-Cash Return
5.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,990,000
6
bds
|
7
ba
|
6,350
sqft
|
built
2007
3628 N Lakewood Ave, Chicago, IL 60613
$-10,922
Cash flow
-19.1%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$495,000
2
bds
|
2
ba
|
0
sqft
|
built
2005
651 N Milwaukee Ave, Chicago, IL 60642
$-1,558
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$249,000
1
bds
|
1
ba
|
0
sqft
|
built
2007
1464 S Michigan Ave, Chicago, IL 60605
$-864
Cash flow
-18.1%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$999,000
4
bds
|
3
ba
|
3,400
sqft
|
built
1929
421 W Melrose St, Chicago, IL 60657
$-5,847
Cash flow
-30.5%
Cash-on-Cash Return
-1.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$999,000
2
bds
|
2
ba
|
0
sqft
|
built
1926
680 N Lake Shore Dr, Chicago, IL 60611
$-5,101
Cash flow
-26.6%
Cash-on-Cash Return
-0.4%
Cap rate
0.3%
Rent to Value Ratio
Active
$372,500
7
bds
|
3
ba
|
0
sqft
|
built
1906
1417 E 69th Pl, Chicago, IL 60637
$-694
Cash flow
-9.7%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,449,995
3
bds
|
3
ba
|
2,273
sqft
|
built
2019
360 W Erie St, Chicago, IL 60654
$-4,729
Cash flow
-17.0%
Cash-on-Cash Return
1.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$100,000
4
bds
|
1
ba
|
976
sqft
|
built
1920
7813 S Rhodes Ave, Chicago, IL 60619
$355
Cash flow
18.5%
Cash-on-Cash Return
10.5%
Cap rate
1.4%
Rent to Value Ratio
Active
$262,000
1
bds
|
1
ba
|
850
sqft
|
built
1988
33 W Delaware Pl, Chicago, IL 60610
$-822
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
1.0%
Rent to Value Ratio
Active
$260,000
3
bds
|
2
ba
|
1,700
sqft
|
built
1890
6547 S Woodlawn Ave, Chicago, IL 60637
$-331
Cash flow
-6.6%
Cash-on-Cash Return
4.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$139,900
4
bds
|
2
ba
|
1,298
sqft
|
built
1924
7640 S Bishop St, Chicago, IL 60620
$586
Cash flow
21.9%
Cash-on-Cash Return
10.7%
Cap rate
1.4%
Rent to Value Ratio
Active
$3,150,000
2
bds
|
3
ba
|
2,610
sqft
|
built
2018
9 W Walton St, Chicago, IL 60610
$-17,307
Cash flow
-28.7%
Cash-on-Cash Return
-0.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$575,000
4
bds
|
3
ba
|
2,168
sqft
|
built
1933
4026 N Pittsburgh Ave, Chicago, IL 60634
$-1,052
Cash flow
-9.5%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$235,000
3
bds
|
1
ba
|
1,650
sqft
|
built
1903
907 N Lockwood Ave, Chicago, IL 60651
$384
Cash flow
8.5%
Cash-on-Cash Return
7.6%
Cap rate
1.0%
Rent to Value Ratio