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Property Type (6)

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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

Property photo
Active
MRED

$175,000

3 bds | 2 ba | 1,373 sqft | built 1882
450 W 60th Pl, Chicago, IL 60621
$646
Cash flow
19.3%
Cash-on-Cash Return
10.1%
Cap rate
1.3%
Rent to Value Ratio
Property photo
Active
MRED

$320,000

4 bds | 2 ba | 0 sqft | built 1923
8014 S Jeffery Blvd, Chicago, IL 60617
$-185
Cash flow
-3.0%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio
3,969 out of 4,611 properties for sale in Chicago, IL

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
MRED

$209,900

1 bds | 1 ba | 920 sqft | built 2007
2335 W Belle Plaine Ave, Chicago, IL 60618
$-328
Cash flow
-8.2%
Cash-on-Cash Return
3.8%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
MRED

$320,000

4 bds | 2 ba | 0 sqft | built 1923
8014 S Jeffery Blvd, Chicago, IL 60617
$-185
Cash flow
-3.0%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$10,000,000

4 bds | 7 ba | 9,000 sqft | built 2024
1867 N Burling St, Chicago, IL 60614
$-43,321
Cash flow
-22.6%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MRED

$475,000

1 bds | 1 ba | 850 sqft | built 1972
1030 N State St, Chicago, IL 60610
$-1,048
Cash flow
-11.5%
Cash-on-Cash Return
3.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$825,000

6 bds | 3 ba | 3,473 sqft | built 1903
612 N Ogden Ave, Chicago, IL 60642
$-3,631
Cash flow
-23.0%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$5,200,000

7 bds | 6 ba | 8,400 sqft | built 2010
1515 N North Park Ave, Chicago, IL 60610
$-24,248
Cash flow
-24.3%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MRED

$525,000

3 bds | 2 ba | 1,402 sqft | built 1880
512 N Leavitt St, Chicago, IL 60612
$-726
Cash flow
-7.2%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$175,000

3 bds | 2 ba | 1,373 sqft | built 1882
450 W 60th Pl, Chicago, IL 60621
$646
Cash flow
19.3%
Cash-on-Cash Return
10.1%
Cap rate
1.3%
Rent to Value Ratio
Property photo
Active
MRED

$950,000

4 bds | 1 ba | 2,041 sqft | built 1892
4610 N Damen Ave, Chicago, IL 60625
$-2,281
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
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