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

$59,000
4
bds
|
2
ba
|
0
sqft
|
built
1917
10452 S State St, Chicago, IL 60628
$1,189
Cash flow
23.5%
Cash-on-Cash Return
24.2%
Cap rate
3.1%
Rent to Value Ratio

Active

$47,500
5
bds
|
2
ba
|
0
sqft
|
built
1900
627 E 92nd St, Chicago, IL 60619
$1,101
Cash flow
27.0%
Cash-on-Cash Return
27.8%
Cap rate
3.8%
Rent to Value Ratio
3,972 out of 4,615 properties for sale in Chicago, IL
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Active

$335,000
2
bds
|
2
ba
|
1,200
sqft
|
built
2005
4235 N Kedzie Ave, Chicago, IL 60618
$-1,024
Cash flow
-15.9%
Cash-on-Cash Return
2.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,150,000
3
bds
|
5
ba
|
3,600
sqft
|
built
1989
455 W 38th St, Chicago, IL 60609
$-4,439
Cash flow
-20.1%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio

Active

$289,000
2
bds
|
2
ba
|
0
sqft
|
built
1960
5355 S Tripp Ave, Chicago, IL 60632
$45
Cash flow
0.8%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$420,000
2
bds
|
2
ba
|
0
sqft
|
built
2008
565 W Quincy St, Chicago, IL 60661
$-1,129
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$735,000
4
bds
|
4
ba
|
2,820
sqft
|
built
1926
7324 W Lunt Ave, Chicago, IL 60631
$-1,332
Cash flow
-9.5%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$515,000
1
bds
|
2
ba
|
1,141
sqft
|
built
2007
420 E Waterside Dr, Chicago, IL 60601
$-2,039
Cash flow
-20.7%
Cash-on-Cash Return
0.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$595,000
3
bds
|
2
ba
|
1,650
sqft
|
built
1965
260 E Chestnut St, Chicago, IL 60611
$-2,300
Cash flow
-20.2%
Cash-on-Cash Return
1.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$140,000
1
bds
|
1
ba
|
0
sqft
|
built
1960
1937 W Pratt Blvd, Chicago, IL 60626
$-98
Cash flow
-3.7%
Cash-on-Cash Return
4.8%
Cap rate
0.9%
Rent to Value Ratio

Active

$130,000
bds
|
1
ba
|
480
sqft
|
built
1972
2605 S Indiana Ave, Chicago, IL 60616
$-95
Cash flow
-3.8%
Cash-on-Cash Return
4.8%
Cap rate
1.2%
Rent to Value Ratio

Active

$535,000
2
bds
|
2
ba
|
0
sqft
|
built
1912
400 S Green St, Chicago, IL 60607
$-1,298
Cash flow
-12.7%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$342,500
2
bds
|
1
ba
|
1,200
sqft
|
built
2008
6000 N Cicero Ave, Chicago, IL 60646
$-742
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$290,000
3
bds
|
2
ba
|
0
sqft
|
built
2004
4242 S Vincennes Ave, Chicago, IL 60653
$-243
Cash flow
-4.4%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$294,999
3
bds
|
2
ba
|
0
sqft
|
built
2010
4532 S Indiana Ave, Chicago, IL 60653
$27
Cash flow
0.5%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio

Active

$59,500
1
bds
|
1
ba
|
850
sqft
|
built
1922
8926 S Euclid Ave, Chicago, IL 60617
$1,064
Cash flow
20.8%
Cash-on-Cash Return
21.5%
Cap rate
3.2%
Rent to Value Ratio

Active

$230,000
3
bds
|
1
ba
|
1,012
sqft
|
built
1957
7715 S Kilpatrick Ave, Chicago, IL 60652
$50
Cash flow
1.1%
Cash-on-Cash Return
5.9%
Cap rate
0.9%
Rent to Value Ratio

Active

$189,000
3
bds
|
2
ba
|
1,004
sqft
|
built
1903
8418 S Colfax Ave, Chicago, IL 60617
$155
Cash flow
4.3%
Cash-on-Cash Return
6.7%
Cap rate
1.0%
Rent to Value Ratio

Active

$47,500
5
bds
|
2
ba
|
0
sqft
|
built
1900
627 E 92nd St, Chicago, IL 60619
$1,101
Cash flow
27.0%
Cash-on-Cash Return
27.8%
Cap rate
3.8%
Rent to Value Ratio

Active

$875,000
8
bds
|
4
ba
|
0
sqft
|
built
1925
6134 N Campbell Ave, Chicago, IL 60659
$-3,088
Cash flow
-18.4%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$3,000,000
3
bds
|
4
ba
|
9,279
sqft
|
built
2005
415 E North Water St, Chicago, IL 60611
$-31,286
Cash flow
-54.4%
Cash-on-Cash Return
-6.8%
Cap rate
0.2%
Rent to Value Ratio

Active

$259,000
1
bds
|
1
ba
|
0
sqft
|
built
2002
758 N Larrabee St, Chicago, IL 60654
$-294
Cash flow
-5.9%
Cash-on-Cash Return
4.3%
Cap rate
1.1%
Rent to Value Ratio

Active

$779,999
2
bds
|
3
ba
|
2,944
sqft
|
built
1878
1123 W 19th St, Chicago, IL 60608
$-689
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$380,000
8
bds
|
3
ba
|
0
sqft
|
built
1914
1613 S Central Park Ave, Chicago, IL 60623
$-456
Cash flow
-6.3%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,745,000
3
bds
|
3
ba
|
2,800
sqft
|
built
1875
314 W Menomonee St, Chicago, IL 60614
$-4,410
Cash flow
-13.2%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$225,000
bds
|
1
ba
|
650
sqft
|
built
1931
2000 N Lincoln Park W, Chicago, IL 60614
$-505
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.9%
Rent to Value Ratio

Active

$59,000
4
bds
|
2
ba
|
0
sqft
|
built
1917
10452 S State St, Chicago, IL 60628
$1,189
Cash flow
23.5%
Cash-on-Cash Return
24.2%
Cap rate
3.1%
Rent to Value Ratio

Active

$59,900
3
bds
|
2
ba
|
1,535
sqft
|
built
1893
2955 E 80th Pl, Chicago, IL 60617
$1,016
Cash flow
19.8%
Cash-on-Cash Return
20.4%
Cap rate
2.7%
Rent to Value Ratio

Active

$295,000
4
bds
|
2
ba
|
1,523
sqft
|
built
1930
9912 S Yale Ave, Chicago, IL 60628
$404
Cash flow
7.1%
Cash-on-Cash Return
7.3%
Cap rate
0.9%
Rent to Value Ratio

Active

$315,000
1
bds
|
1
ba
|
0
sqft
|
built
2007
3920 N Sheridan Rd, Chicago, IL 60613
$-678
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$299,000
2
bds
|
2
ba
|
911
sqft
|
built
2005
1720 S Michigan Ave, Chicago, IL 60616
$-668
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.9%
Rent to Value Ratio

Active

$319,900
4
bds
|
2
ba
|
1,016
sqft
|
built
1926
7240 S Oakley Ave, Chicago, IL 60636
$-552
Cash flow
-9.0%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$299,000
1
bds
|
1
ba
|
876
sqft
|
built
1955
900 N Lake Shore Dr, Chicago, IL 60611
$-923
Cash flow
-16.1%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$259,000
3
bds
|
2
ba
|
1,700
sqft
|
built
2005
6526 S Kimbark Ave, Chicago, IL 60637
$-199
Cash flow
-4.0%
Cash-on-Cash Return
4.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$549,999
8
bds
|
3
ba
|
0
sqft
|
built
1911
2701 W 24th Pl, Chicago, IL 60608
$-1,741
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$90,000
3
bds
|
2
ba
|
1,200
sqft
|
built
1973
10616 S Lafayette Ave, Chicago, IL 60628
$875
Cash flow
50.7%
Cash-on-Cash Return
17.3%
Cap rate
2.2%
Rent to Value Ratio

Active

$679,000
4
bds
|
2
ba
|
2,900
sqft
|
built
1908
4616 N Kostner Ave, Chicago, IL 60630
$-507
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$185,000
5
bds
|
2
ba
|
0
sqft
|
built
1890
5336 S Honore St, Chicago, IL 60609
$493
Cash flow
13.9%
Cash-on-Cash Return
8.9%
Cap rate
1.1%
Rent to Value Ratio

Active

$380,000
10
bds
|
3
ba
|
0
sqft
|
built
1898
4146 W Jackson Blvd, Chicago, IL 60624
$-903
Cash flow
-12.4%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$515,000
2
bds
|
2
ba
|
1,600
sqft
|
built
1964
260 E Chestnut St, Chicago, IL 60611
$-1,777
Cash flow
-18.0%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$899,995
6
bds
|
4
ba
|
3,627
sqft
|
built
1940
5801 N Drake Ave, Chicago, IL 60659
$-532
Cash flow
-3.1%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$369,900
4
bds
|
3
ba
|
2,500
sqft
|
built
1903
7042 S Eberhart Ave, Chicago, IL 60637
$-303
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.6%
Rent to Value Ratio