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
$693
Cash flow
21.9%
Cash-on-Cash Return
10.7%
Cap rate
1.3%
Rent to Value Ratio

Active

$245,000
4
bds
|
2
ba
|
1,439
sqft
|
built
1898
7227 S Paulina St, Chicago, IL 60636
$582
Cash flow
12.4%
Cash-on-Cash Return
8.5%
Cap rate
1.1%
Rent to Value Ratio
3,689 out of 4,243 properties for sale in Chicago, IL
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Active

$815,000
3
bds
|
4
ba
|
3,600
sqft
|
built
1921
5141 W Dakin St, Chicago, IL 60641
$-1,729
Cash flow
-11.1%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$415,000
1
bds
|
1
ba
|
706
sqft
|
built
1968
505 N Lake Shore Dr, Chicago, IL 60611
$465
Cash flow
5.8%
Cash-on-Cash Return
7.0%
Cap rate
1.2%
Rent to Value Ratio

Active

$415,000
3
bds
|
2
ba
|
1,914
sqft
|
built
1993
5209 S Narragansett Ave, Chicago, IL 60638
$-314
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$325,000
1
bds
|
2
ba
|
0
sqft
|
built
1997
1418 W Cortez St, Chicago, IL 60642
$-306
Cash flow
-4.9%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$260,000
1
bds
|
1
ba
|
825
sqft
|
built
1963
1355 N Clark St, Chicago, IL 60610
$-522
Cash flow
-10.5%
Cash-on-Cash Return
3.3%
Cap rate
1.1%
Rent to Value Ratio

Active

$625,000
1
bds
|
2
ba
|
1,897
sqft
|
built
1974
1516 N State Pkwy, Chicago, IL 60610
$-2,121
Cash flow
-17.7%
Cash-on-Cash Return
1.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$319,900
8
bds
|
3
ba
|
0
sqft
|
built
1898
6948 S Eberhart Ave, Chicago, IL 60637
$-413
Cash flow
-6.7%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$389,900
4
bds
|
2
ba
|
1,107
sqft
|
built
1923
5941 W Waveland Ave, Chicago, IL 60634
$-267
Cash flow
-3.6%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$145,000
1
bds
|
1
ba
|
796
sqft
|
built
1982
4800 S Chicago Beach Dr, Chicago, IL 60615
$-315
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
1.4%
Rent to Value Ratio

Active

$304,999
4
bds
|
2
ba
|
1,312
sqft
|
built
1956
4918 S Luna Ave, Chicago, IL 60638
$-200
Cash flow
-3.4%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$245,000
4
bds
|
2
ba
|
1,439
sqft
|
built
1898
7227 S Paulina St, Chicago, IL 60636
$582
Cash flow
12.4%
Cash-on-Cash Return
8.5%
Cap rate
1.1%
Rent to Value Ratio

Active

$385,000
2
bds
|
2
ba
|
1,165
sqft
|
built
1989
200 N Dearborn St, Chicago, IL 60601
$-1,459
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$249,900
5
bds
|
2
ba
|
2,065
sqft
|
built
1963
250 W 119th St, Chicago, IL 60628
$-324
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$549,900
2
bds
|
2
ba
|
1,240
sqft
|
built
1983
10 E Ontario St, Chicago, IL 60611
$-2,054
Cash flow
-19.5%
Cash-on-Cash Return
1.2%
Cap rate
0.7%
Rent to Value Ratio

Pending

$549,900
10
bds
|
4
ba
|
0
sqft
|
built
1895
1533 E 65th Pl, Chicago, IL 60637
$-1,262
Cash flow
-12.0%
Cash-on-Cash Return
2.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$949,999
3
bds
|
3
ba
|
0
sqft
|
built
2005
2411 W Walton St, Chicago, IL 60622
$-1,965
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio

Active

$389,999
5
bds
|
2
ba
|
0
sqft
|
built
1910
5726 S Elizabeth St, Chicago, IL 60636
$-407
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$292,000
1
bds
|
1
ba
|
850
sqft
|
built
2005
545 N Dearborn St, Chicago, IL 60654
$-796
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.9%
Rent to Value Ratio

Active

$2,795,000
6
bds
|
6
ba
|
6,500
sqft
|
built
1890
2124 N Cleveland Ave, Chicago, IL 60614
$-12,473
Cash flow
-23.3%
Cash-on-Cash Return
0.3%
Cap rate
0.3%
Rent to Value Ratio

Active

$575,000
4
bds
|
5
ba
|
2,954
sqft
|
built
1956
9139 S Oakley Ave, Chicago, IL 60643
$-473
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,675,000
5
bds
|
4
ba
|
4,200
sqft
|
built
2019
2131 W Huron St, Chicago, IL 60612
$-3,190
Cash flow
-9.9%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$269,000
11
bds
|
5
ba
|
0
sqft
|
built
1884
8822 S Exchange Ave, Chicago, IL 60617
$-292
Cash flow
-5.7%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$499,900
3
bds
|
3
ba
|
3,400
sqft
|
built
1929
10215 S Charles St, Chicago, IL 60643
$-351
Cash flow
-3.7%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$330,000
2
bds
|
2
ba
|
980
sqft
|
built
1920
1001 W 15th St, Chicago, IL 60608
$-790
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.8%
Rent to Value Ratio

Active

$219,900
9
bds
|
4
ba
|
0
sqft
|
built
1925
10230 S Yates Blvd, Chicago, IL 60617
$-458
Cash flow
-10.9%
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
$-1,216
Cash flow
-13.5%
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
$-1,099
Cash flow
-11.2%
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
$-486
Cash flow
-4.8%
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
$-398
Cash flow
-8.5%
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
$693
Cash flow
21.9%
Cash-on-Cash Return
10.7%
Cap rate
1.3%
Rent to Value Ratio

Active under contract

$239,000
1
bds
|
1
ba
|
0
sqft
|
built
1961
555 W Cornelia Ave, Chicago, IL 60657
$-646
Cash flow
-14.1%
Cash-on-Cash Return
2.4%
Cap rate
1.0%
Rent to Value Ratio

Pending

$299,900
4
bds
|
2
ba
|
2,094
sqft
|
built
1885
5241 W Adams St, Chicago, IL 60644
$544
Cash flow
9.5%
Cash-on-Cash Return
7.9%
Cap rate
1.0%
Rent to Value Ratio

Active under contract

$399,000
9
bds
|
6
ba
|
0
sqft
|
built
1928
7804 S Burnham Ave, Chicago, IL 60649
$-1,075
Cash flow
-14.1%
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
$-27,694
Cash flow
-33.2%
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
$241
Cash flow
8.4%
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
$-1,080
Cash flow
-12.1%
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
$-4,651
Cash flow
-17.3%
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
$-4,482
Cash flow
-28.7%
Cash-on-Cash Return
-0.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$245,000
4
bds
|
1
ba
|
1,542
sqft
|
built
1919
5443 S Long Ave, Chicago, IL 60638
$74
Cash flow
1.6%
Cash-on-Cash Return
6.0%
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
$-827
Cash flow
-12.3%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio