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
$79,900
3
bds
|
2
ba
|
2,100
sqft
|
built
1908
7029 S Vernon Ave, Chicago, IL 60637
$813
Cash flow
53.1%
Cash-on-Cash Return
17.9%
Cap rate
2.5%
Rent to Value Ratio
Active
$245,000
5
bds
|
2
ba
|
1,800
sqft
|
built
1913
11427 S Stewart Ave, Chicago, IL 60628
$729
Cash flow
15.5%
Cash-on-Cash Return
9.2%
Cap rate
1.1%
Rent to Value Ratio
3,734 out of 4,286 properties for sale in Chicago, IL
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Active
$330,000
1
bds
|
1
ba
|
600
sqft
|
built
1997
1645 W School St, Chicago, IL 60657
$-213
Cash flow
-3.4%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$349,900
3
bds
|
3
ba
|
900
sqft
|
built
1912
5512 W Wrightwood Ave, Chicago, IL 60639
$-361
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$310,000
4
bds
|
3
ba
|
2,476
sqft
|
built
1925
6721 S Ada St, Chicago, IL 60636
$-630
Cash flow
-10.6%
Cash-on-Cash Return
3.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$875,000
2
bds
|
2
ba
|
1,538
sqft
|
built
2012
118 E Erie St, Chicago, IL 60611
$-4,570
Cash flow
-27.2%
Cash-on-Cash Return
-0.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,199,000
3
bds
|
4
ba
|
0
sqft
|
built
1891
1534 W Henderson St, Chicago, IL 60657
$-2,602
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$299,900
2
bds
|
1
ba
|
1,000
sqft
|
built
1963
222 E Pearson St, Chicago, IL 60611
$-1,314
Cash flow
-22.9%
Cash-on-Cash Return
0.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$399,900
3
bds
|
2
ba
|
1,500
sqft
|
built
1952
10505 S Central Park Ave, Chicago, IL 60655
$-427
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$719,900
4
bds
|
2
ba
|
0
sqft
|
built
1892
530 N Ashland Ave, Chicago, IL 60622
$-2,445
Cash flow
-17.7%
Cash-on-Cash Return
1.6%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$379,000
2
bds
|
1
ba
|
1,000
sqft
|
built
1900
559 W Surf St, Chicago, IL 60657
$-824
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$435,000
3
bds
|
3
ba
|
2,195
sqft
|
built
1948
6967 W Wolfram St, Chicago, IL 60634
$-465
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$549,900
2
bds
|
2
ba
|
1,400
sqft
|
built
1919
1725 W North Ave, Chicago, IL 60622
$-1,323
Cash flow
-12.6%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$359,000
3
bds
|
2
ba
|
1,344
sqft
|
built
1948
1701 N Sayre Ave, Chicago, IL 60707
$20
Cash flow
0.3%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$79,900
3
bds
|
2
ba
|
2,100
sqft
|
built
1908
7029 S Vernon Ave, Chicago, IL 60637
$813
Cash flow
53.1%
Cash-on-Cash Return
17.9%
Cap rate
2.5%
Rent to Value Ratio
Active
$212,000
bds
|
1
ba
|
0
sqft
|
built
1995
440 N Wabash Ave, Chicago, IL 60611
$-574
Cash flow
-14.1%
Cash-on-Cash Return
2.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$285,000
1
bds
|
1
ba
|
756
sqft
|
built
1972
100 E Walton St, Chicago, IL 60611
$-999
Cash flow
-18.3%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$449,000
3
bds
|
3
ba
|
1,872
sqft
|
built
1901
4036 N Bernard St, Chicago, IL 60618
$-547
Cash flow
-6.4%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$340,000
2
bds
|
2
ba
|
1,100
sqft
|
built
1906
1322 S Wabash Ave, Chicago, IL 60605
$-937
Cash flow
-14.4%
Cash-on-Cash Return
2.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$300,000
1
bds
|
1
ba
|
800
sqft
|
built
1972
1660 N La Salle Dr, Chicago, IL 60614
$-504
Cash flow
-8.8%
Cash-on-Cash Return
3.7%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$975,000
6
bds
|
6
ba
|
0
sqft
|
built
1870
1140 W Barry Ave, Chicago, IL 60657
$-2,791
Cash flow
-14.9%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$359,900
3
bds
|
3
ba
|
1,800
sqft
|
built
1908
4051 S Rockwell St, Chicago, IL 60632
$-314
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$208,000
bds
|
1
ba
|
516
sqft
|
built
1992
440 N Wabash Ave, Chicago, IL 60611
$-547
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$150,000
3
bds
|
2
ba
|
1,288
sqft
|
built
1922
7649 S Luella Ave, Chicago, IL 60649
$613
Cash flow
21.3%
Cash-on-Cash Return
10.6%
Cap rate
1.5%
Rent to Value Ratio
Active
$440,000
1
bds
|
2
ba
|
1,145
sqft
|
built
1997
57 E Delaware Pl, Chicago, IL 60611
$-1,919
Cash flow
-22.8%
Cash-on-Cash Return
0.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$449,900
3
bds
|
2
ba
|
0
sqft
|
built
1951
6559 S Kilpatrick Ave, Chicago, IL 60629
$-1,012
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$245,000
5
bds
|
2
ba
|
1,800
sqft
|
built
1913
11427 S Stewart Ave, Chicago, IL 60628
$729
Cash flow
15.5%
Cash-on-Cash Return
9.2%
Cap rate
1.1%
Rent to Value Ratio
Active
$314,999
3
bds
|
1
ba
|
1,430
sqft
|
built
1900
2103 N Long Ave, Chicago, IL 60639
$-48
Cash flow
-0.8%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$1,099,000
7
bds
|
3
ba
|
0
sqft
|
built
1908
2115 N Sawyer Ave, Chicago, IL 60647
$-3,824
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$304,988
4
bds
|
2
ba
|
1,810
sqft
|
built
1951
3526 W 80th Pl, Chicago, IL 60652
$229
Cash flow
3.9%
Cash-on-Cash Return
6.6%
Cap rate
0.9%
Rent to Value Ratio
Active
$249,900
1
bds
|
1
ba
|
596
sqft
|
built
1890
2233 W Shakespeare Ave, Chicago, IL 60647
$-559
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$385,000
2
bds
|
2
ba
|
1,250
sqft
|
built
1962
3550 N Lake Shore Dr, Chicago, IL 60657
$-962
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$189,900
1
bds
|
1
ba
|
600
sqft
|
built
1974
5455 N Sheridan Rd, Chicago, IL 60640
$-120
Cash flow
-3.3%
Cash-on-Cash Return
4.9%
Cap rate
1.2%
Rent to Value Ratio
Active
$269,000
3
bds
|
2
ba
|
1,058
sqft
|
built
1926
5407 S Justine St, Chicago, IL 60609
$-207
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$150,000
4
bds
|
2
ba
|
980
sqft
|
built
1888
3307 W 37th Pl, Chicago, IL 60632
$120
Cash flow
4.2%
Cash-on-Cash Return
6.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$605,000
2
bds
|
2
ba
|
1,600
sqft
|
built
2005
5051 N Clark St, Chicago, IL 60640
$-1,344
Cash flow
-11.6%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$300,000
3
bds
|
2
ba
|
1,193
sqft
|
built
1984
7043 W 73rd St, Chicago, IL 60638
$-292
Cash flow
-5.1%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$574,900
3
bds
|
3
ba
|
2,400
sqft
|
built
1973
4567 N Merrimac Ave, Chicago, IL 60630
$-953
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$329,900
3
bds
|
2
ba
|
1,414
sqft
|
built
1953
11334 S Central Park Ave, Chicago, IL 60655
$93
Cash flow
1.5%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$475,000
3
bds
|
3
ba
|
1,500
sqft
|
built
1942
6057 W Melrose St, Chicago, IL 60634
$-514
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$360,000
3
bds
|
2
ba
|
1,150
sqft
|
built
1977
5907 W 124th St, Chicago, IL 60803
$-573
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$1,625,000
4
bds
|
4
ba
|
4,672
sqft
|
built
1996
1541 W Altgeld St, Chicago, IL 60614
$-5,132
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio