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
$773
Cash flow
50.5%
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
$605
Cash flow
12.9%
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 under contract
$399,900
3
bds
|
2
ba
|
1,800
sqft
|
built
2008
5010 W Lawrence Ave, Chicago, IL 60630
$-1,066
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$349,900
3
bds
|
3
ba
|
900
sqft
|
built
1912
5512 W Wrightwood Ave, Chicago, IL 60639
$-537
Cash flow
-8.0%
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
$-786
Cash flow
-13.2%
Cash-on-Cash Return
3.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$399,900
3
bds
|
2
ba
|
1,500
sqft
|
built
1952
10505 S Central Park Ave, Chicago, IL 60655
$-629
Cash flow
-8.2%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,199,000
3
bds
|
4
ba
|
0
sqft
|
built
1891
1534 W Henderson St, Chicago, IL 60657
$-3,207
Cash flow
-14.0%
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
$-1,465
Cash flow
-25.5%
Cash-on-Cash Return
0.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$875,000
2
bds
|
2
ba
|
1,538
sqft
|
built
2012
118 E Erie St, Chicago, IL 60611
$-5,011
Cash flow
-29.9%
Cash-on-Cash Return
-0.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$719,900
4
bds
|
2
ba
|
0
sqft
|
built
1892
530 N Ashland Ave, Chicago, IL 60622
$-2,808
Cash flow
-20.4%
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
$-1,015
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$549,900
2
bds
|
2
ba
|
1,400
sqft
|
built
1919
1725 W North Ave, Chicago, IL 60622
$-1,601
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$449,000
3
bds
|
3
ba
|
1,872
sqft
|
built
1901
4036 N Bernard St, Chicago, IL 60618
$-773
Cash flow
-9.0%
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
$-1,108
Cash flow
-17.0%
Cash-on-Cash Return
2.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$359,000
3
bds
|
2
ba
|
1,344
sqft
|
built
1948
1701 N Sayre Ave, Chicago, IL 60707
$-161
Cash flow
-2.3%
Cash-on-Cash Return
5.7%
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
$-1,142
Cash flow
-20.9%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$975,000
6
bds
|
6
ba
|
0
sqft
|
built
1870
1140 W Barry Ave, Chicago, IL 60657
$-3,283
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
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
$-684
Cash flow
-8.2%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$79,900
3
bds
|
2
ba
|
2,100
sqft
|
built
1908
7029 S Vernon Ave, Chicago, IL 60637
$773
Cash flow
50.5%
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
$-681
Cash flow
-16.8%
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
$-655
Cash flow
-11.4%
Cash-on-Cash Return
3.7%
Cap rate
1.0%
Rent to Value Ratio
Active
$359,900
3
bds
|
3
ba
|
1,800
sqft
|
built
1908
4051 S Rockwell St, Chicago, IL 60632
$-496
Cash flow
-7.2%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$440,000
1
bds
|
2
ba
|
1,145
sqft
|
built
1997
57 E Delaware Pl, Chicago, IL 60611
$-2,141
Cash flow
-25.4%
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
$-1,239
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$208,000
bds
|
1
ba
|
516
sqft
|
built
1992
440 N Wabash Ave, Chicago, IL 60611
$-652
Cash flow
-16.4%
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
$537
Cash flow
18.7%
Cash-on-Cash Return
10.6%
Cap rate
1.5%
Rent to Value Ratio
Active
$304,988
4
bds
|
2
ba
|
1,810
sqft
|
built
1951
3526 W 80th Pl, Chicago, IL 60652
$75
Cash flow
1.3%
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
$-685
Cash flow
-14.3%
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
$-1,156
Cash flow
-15.7%
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
$-215
Cash flow
-5.9%
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
$-343
Cash flow
-6.7%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$314,999
3
bds
|
1
ba
|
1,430
sqft
|
built
1900
2103 N Long Ave, Chicago, IL 60639
$-207
Cash flow
-3.4%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$245,000
5
bds
|
2
ba
|
1,800
sqft
|
built
1913
11427 S Stewart Ave, Chicago, IL 60628
$605
Cash flow
12.9%
Cash-on-Cash Return
9.2%
Cap rate
1.1%
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
$-4,378
Cash flow
-20.8%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$150,000
4
bds
|
2
ba
|
980
sqft
|
built
1888
3307 W 37th Pl, Chicago, IL 60632
$44
Cash flow
1.5%
Cash-on-Cash Return
6.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$574,900
3
bds
|
3
ba
|
2,400
sqft
|
built
1973
4567 N Merrimac Ave, Chicago, IL 60630
$-1,243
Cash flow
-11.3%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$605,000
2
bds
|
2
ba
|
1,600
sqft
|
built
2005
5051 N Clark St, Chicago, IL 60640
$-1,649
Cash flow
-14.2%
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
$-443
Cash flow
-7.7%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
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
$-74
Cash flow
-1.2%
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
$-753
Cash flow
-8.3%
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
$-754
Cash flow
-10.9%
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
$-5,952
Cash flow
-19.1%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio