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

$175,000
3
bds
|
2
ba
|
1,373
sqft
|
built
1882
450 W 60th Pl, Chicago, IL 60621
$558
Cash flow
16.6%
Cash-on-Cash Return
10.1%
Cap rate
1.3%
Rent to Value Ratio

Active

$165,500
3
bds
|
2
ba
|
1,100
sqft
|
built
1910
8619 S Laflin St, Chicago, IL 60620
$355
Cash flow
11.2%
Cash-on-Cash Return
8.9%
Cap rate
1.2%
Rent to Value Ratio
3,740 out of 4,294 properties for sale in Chicago, IL
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Active

$2,200,000
3
bds
|
3
ba
|
4,500
sqft
|
built
1984
161 E Chicago Ave, Chicago, IL 60611
$-15,388
Cash flow
-36.5%
Cash-on-Cash Return
-2.1%
Cap rate
0.3%
Rent to Value Ratio

Active

$219,900
1
bds
|
1
ba
|
995
sqft
|
built
2006
2335 W Belle Plaine Ave, Chicago, IL 60618
$-492
Cash flow
-11.7%
Cash-on-Cash Return
3.6%
Cap rate
0.9%
Rent to Value Ratio

Active

$245,000
1
bds
|
1
ba
|
1,100
sqft
|
built
1972
2828 N Burling St, Chicago, IL 60657
$-446
Cash flow
-9.5%
Cash-on-Cash Return
4.1%
Cap rate
0.9%
Rent to Value Ratio

Active

$6,000,000
4
bds
|
6
ba
|
4,029
sqft
|
built
2008
401 N Wabash Ave, Chicago, IL 60611
$-36,456
Cash flow
-31.7%
Cash-on-Cash Return
-1.0%
Cap rate
0.2%
Rent to Value Ratio

Active

$175,000
7
bds
|
2
ba
|
0
sqft
|
built
1895
1515 W Garfield Blvd, Chicago, IL 60636
$-258
Cash flow
-7.7%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$349,000
11
bds
|
5
ba
|
0
sqft
|
built
1902
8846 S Houston Ave, Chicago, IL 60617
$-818
Cash flow
-12.2%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$199,999
3
bds
|
2
ba
|
1,200
sqft
|
built
2007
3008 W Flournoy St, Chicago, IL 60612
$165
Cash flow
4.3%
Cash-on-Cash Return
7.3%
Cap rate
1.1%
Rent to Value Ratio

Active

$485,000
3
bds
|
2
ba
|
1,391
sqft
|
built
2006
1720 S Michigan Ave, Chicago, IL 60616
$-1,853
Cash flow
-19.9%
Cash-on-Cash Return
1.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$199,999
3
bds
|
2
ba
|
1,300
sqft
|
built
2007
3008 W Flournoy St, Chicago, IL 60612
$27
Cash flow
0.7%
Cash-on-Cash Return
6.4%
Cap rate
1.0%
Rent to Value Ratio

Active

$515,000
8
bds
|
8
ba
|
0
sqft
|
built
1892
1817 S Ashland Ave, Chicago, IL 60608
$-1,606
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.3%
Rent to Value Ratio

Active

$349,900
4
bds
|
2
ba
|
1,741
sqft
|
built
1904
5644 S Wabash Ave, Chicago, IL 60637
$-876
Cash flow
-13.1%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$165,500
3
bds
|
2
ba
|
1,100
sqft
|
built
1910
8619 S Laflin St, Chicago, IL 60620
$355
Cash flow
11.2%
Cash-on-Cash Return
8.9%
Cap rate
1.2%
Rent to Value Ratio

Active

$209,900
1
bds
|
1
ba
|
920
sqft
|
built
2007
2335 W Belle Plaine Ave, Chicago, IL 60618
$-434
Cash flow
-10.8%
Cash-on-Cash Return
3.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$320,000
4
bds
|
2
ba
|
0
sqft
|
built
1923
8014 S Jeffery Blvd, Chicago, IL 60617
$-347
Cash flow
-5.7%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$10,000,000
4
bds
|
7
ba
|
9,000
sqft
|
built
2024
1867 N Burling St, Chicago, IL 60614
$-48,365
Cash flow
-25.2%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio

Active

$475,000
1
bds
|
1
ba
|
850
sqft
|
built
1972
1030 N State St, Chicago, IL 60610
$-1,287
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$5,200,000
7
bds
|
6
ba
|
8,400
sqft
|
built
2010
1515 N North Park Ave, Chicago, IL 60610
$-26,871
Cash flow
-27.0%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$525,000
3
bds
|
2
ba
|
1,402
sqft
|
built
1880
512 N Leavitt St, Chicago, IL 60612
$-991
Cash flow
-9.8%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$175,000
3
bds
|
2
ba
|
1,373
sqft
|
built
1882
450 W 60th Pl, Chicago, IL 60621
$558
Cash flow
16.6%
Cash-on-Cash Return
10.1%
Cap rate
1.3%
Rent to Value Ratio

Active

$950,000
4
bds
|
1
ba
|
2,041
sqft
|
built
1892
4610 N Damen Ave, Chicago, IL 60625
$-2,760
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio