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

$214,997
4
bds
|
3
ba
|
2,040
sqft
|
built
1888
5822 W Washington Blvd, Chicago, IL 60644
$755
Cash flow
18.3%
Cash-on-Cash Return
9.9%
Cap rate
1.3%
Rent to Value Ratio

Active

$100,000
3
bds
|
2
ba
|
0
sqft
|
built
1878
4022 W Carroll Ave, Chicago, IL 60624
$596
Cash flow
31.1%
Cash-on-Cash Return
13.4%
Cap rate
1.8%
Rent to Value Ratio
3,972 out of 4,615 properties for sale in Chicago, IL
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Active

$325,000
3
bds
|
2
ba
|
1,440
sqft
|
built
1894
2122 N Lorel Ave, Chicago, IL 60639
$-266
Cash flow
-4.3%
Cash-on-Cash Return
5.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$275,000
3
bds
|
2
ba
|
2,100
sqft
|
built
1913
5736 S Honore St, Chicago, IL 60636
$-56
Cash flow
-1.1%
Cash-on-Cash Return
6.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$164,900
1
bds
|
1
ba
|
800
sqft
|
built
1960
4800 S Chicago Beach Dr, Chicago, IL 60615
$-896
Cash flow
-28.3%
Cash-on-Cash Return
-0.3%
Cap rate
1.0%
Rent to Value Ratio

Active

$199,900
5
bds
|
3
ba
|
0
sqft
|
built
1883
6812 S Lafayette Ave, Chicago, IL 60621
$274
Cash flow
7.2%
Cash-on-Cash Return
7.9%
Cap rate
1.0%
Rent to Value Ratio

Active

$895,000
3
bds
|
2
ba
|
2,562
sqft
|
built
1906
2559 N Saint Louis Ave, Chicago, IL 60647
$-2,593
Cash flow
-15.1%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,650,000
5
bds
|
5
ba
|
4,100
sqft
|
built
2003
2728 N Seminary Ave, Chicago, IL 60614
$-4,676
Cash flow
-14.8%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$539,000
2
bds
|
2
ba
|
1,252
sqft
|
built
1924
310 S Michigan Ave, Chicago, IL 60604
$-2,848
Cash flow
-27.6%
Cash-on-Cash Return
-0.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$315,000
2
bds
|
2
ba
|
0
sqft
|
built
1927
1550 S Blue Island Ave, Chicago, IL 60608
$-620
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
1.0%
Rent to Value Ratio

Active

$200,000
0
bds
|
1
ba
|
600
sqft
|
built
1968
777 N Michigan Ave, Chicago, IL 60611
$-516
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio

Active

$399,999
2
bds
|
2
ba
|
1,260
sqft
|
built
2005
1250 S Michigan Ave, Chicago, IL 60605
$-1,193
Cash flow
-15.6%
Cash-on-Cash Return
2.7%
Cap rate
0.8%
Rent to Value Ratio

Active

$975,000
4
bds
|
3
ba
|
0
sqft
|
built
1912
3718 N Harding Ave, Chicago, IL 60618
$-2,328
Cash flow
-12.5%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$182,000
2
bds
|
1
ba
|
1,012
sqft
|
built
1957
601 E 32nd St, Chicago, IL 60616
$-615
Cash flow
-17.6%
Cash-on-Cash Return
1.6%
Cap rate
1.2%
Rent to Value Ratio

Active

$565,000
3
bds
|
2
ba
|
2,103
sqft
|
built
1954
6153 N Harding Ave, Chicago, IL 60659
$-1,098
Cash flow
-10.1%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$100,000
3
bds
|
2
ba
|
0
sqft
|
built
1878
4022 W Carroll Ave, Chicago, IL 60624
$596
Cash flow
31.1%
Cash-on-Cash Return
13.4%
Cap rate
1.8%
Rent to Value Ratio

Active

$320,000
5
bds
|
3
ba
|
3,000
sqft
|
built
1903
4025 W 24th St, Chicago, IL 60623
$-341
Cash flow
-5.6%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$505,000
2
bds
|
2
ba
|
1,250
sqft
|
built
2000
1100 W Montrose Ave, Chicago, IL 60613
$-1,054
Cash flow
-10.9%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$675,000
3
bds
|
3
ba
|
2,000
sqft
|
built
2018
5236 N Kenmore Ave, Chicago, IL 60640
$-960
Cash flow
-7.4%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$204,900
4
bds
|
2
ba
|
1,078
sqft
|
built
1929
5341 S Aberdeen St, Chicago, IL 60609
$417
Cash flow
10.6%
Cash-on-Cash Return
8.7%
Cap rate
1.1%
Rent to Value Ratio

Active

$650,000
3
bds
|
3
ba
|
0
sqft
|
built
2005
1949 W Nelson St, Chicago, IL 60657
$-1,270
Cash flow
-10.2%
Cash-on-Cash Return
3.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$390,000
1
bds
|
2
ba
|
1,050
sqft
|
built
2002
1355 W Washington Blvd, Chicago, IL 60607
$-907
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$425,000
2
bds
|
2
ba
|
1,350
sqft
|
built
1895
1503 S State St, Chicago, IL 60605
$-1,309
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.8%
Rent to Value Ratio

Active

$389,000
2
bds
|
1
ba
|
900
sqft
|
built
1980
30 E Huron St, Chicago, IL 60611
$-1,370
Cash flow
-18.4%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$245,000
4
bds
|
2
ba
|
1,630
sqft
|
built
1913
220 W 109th Pl, Chicago, IL 60628
$388
Cash flow
8.3%
Cash-on-Cash Return
8.2%
Cap rate
1.0%
Rent to Value Ratio

Active

$334,000
1
bds
|
1
ba
|
1,000
sqft
|
built
1920
1760 W Wrightwood Ave, Chicago, IL 60614
$-1,102
Cash flow
-17.2%
Cash-on-Cash Return
2.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$219,900
2
bds
|
2
ba
|
0
sqft
|
built
1893
2240 S Avers Ave, Chicago, IL 60623
$-24
Cash flow
-0.6%
Cash-on-Cash Return
6.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$229,900
3
bds
|
1
ba
|
1,000
sqft
|
built
1945
9632 S Yale Ave, Chicago, IL 60628
$313
Cash flow
7.1%
Cash-on-Cash Return
7.3%
Cap rate
1.0%
Rent to Value Ratio

Active

$214,997
4
bds
|
3
ba
|
2,040
sqft
|
built
1888
5822 W Washington Blvd, Chicago, IL 60644
$755
Cash flow
18.3%
Cash-on-Cash Return
9.9%
Cap rate
1.3%
Rent to Value Ratio

Active

$299,900
4
bds
|
2
ba
|
1,700
sqft
|
built
1925
7535 S Aberdeen St, Chicago, IL 60620
$-353
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$260,000
4
bds
|
2
ba
|
2,000
sqft
|
built
1930
8107 S Princeton Ave, Chicago, IL 60620
$570
Cash flow
11.4%
Cash-on-Cash Return
8.3%
Cap rate
1.1%
Rent to Value Ratio

Active

$645,000
4
bds
|
3
ba
|
0
sqft
|
built
1924
3247 W Berteau Ave, Chicago, IL 60618
$-2,503
Cash flow
-20.2%
Cash-on-Cash Return
1.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$379,900
2
bds
|
1
ba
|
800
sqft
|
built
1949
3304 N Ozanam Ave, Chicago, IL 60634
$-867
Cash flow
-11.9%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,775,000
3
bds
|
4
ba
|
4,200
sqft
|
built
1883
1957 W Schiller St, Chicago, IL 60622
$-7,468
Cash flow
-22.0%
Cash-on-Cash Return
1.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$350,000
2
bds
|
2
ba
|
1,400
sqft
|
built
1969
525 W Hawthorne Pl, Chicago, IL 60657
$-1,142
Cash flow
-17.0%
Cash-on-Cash Return
2.3%
Cap rate
0.9%
Rent to Value Ratio

Active

$4,050,000
5
bds
|
7
ba
|
5,918
sqft
|
built
1990
2209 N Seminary Ave, Chicago, IL 60614
$-22,736
Cash flow
-29.3%
Cash-on-Cash Return
-0.5%
Cap rate
0.2%
Rent to Value Ratio

Active

$975,000
11
bds
|
7
ba
|
0
sqft
|
built
1929
6321 N Talman Ave, Chicago, IL 60659
$-4,366
Cash flow
-23.4%
Cash-on-Cash Return
0.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$275,000
6
bds
|
2
ba
|
0
sqft
|
built
1925
1721 W Steuben St, Chicago, IL 60643
$52
Cash flow
1.0%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio

Active

$1,099,000
3
bds
|
3
ba
|
2,800
sqft
|
built
2005
506 W Roscoe St, Chicago, IL 60657
$-3,740
Cash flow
-17.8%
Cash-on-Cash Return
2.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$159,900
bds
|
1
ba
|
0
sqft
|
built
1951
3100 N Lake Shore Dr, Chicago, IL 60657
$351
Cash flow
11.5%
Cash-on-Cash Return
8.9%
Cap rate
1.6%
Rent to Value Ratio

Active

$135,000
bds
|
1
ba
|
600
sqft
|
built
1910
680 S Federal St, Chicago, IL 60605
$-268
Cash flow
-10.4%
Cash-on-Cash Return
3.9%
Cap rate
1.2%
Rent to Value Ratio

Active

$200,000
2
bds
|
1
ba
|
0
sqft
|
built
1968
3915 W Addison St, Chicago, IL 60618
$-210
Cash flow
-5.5%
Cash-on-Cash Return
4.4%
Cap rate
0.9%
Rent to Value Ratio