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
$60,000
3
bds
|
1
ba
|
840
sqft
|
built
1898
10803 S Edbrooke Ave, Chicago, IL 60628
$1,090
Cash flow
21.2%
Cash-on-Cash Return
21.8%
Cap rate
2.8%
Rent to Value Ratio
Active
$214,900
4
bds
|
2
ba
|
1,603
sqft
|
built
1924
1404 W 97th St, Chicago, IL 60643
$756
Cash flow
18.4%
Cash-on-Cash Return
9.9%
Cap rate
1.3%
Rent to Value Ratio
3,229 out of 4,711 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.
Active
$825,000
6
bds
|
3
ba
|
2,120
sqft
|
built
1918
2231 N Lawndale Ave, Chicago, IL 60647
$-1,952
Cash flow
-12.3%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$275,000
3
bds
|
3
ba
|
1,700
sqft
|
built
1907
7825 S Saint Lawrence Ave, Chicago, IL 60619
$-361
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$625,000
2
bds
|
3
ba
|
1,650
sqft
|
built
1988
1443 W Wrightwood Ave, Chicago, IL 60614
$-1,221
Cash flow
-10.2%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$185,000
2
bds
|
2
ba
|
0
sqft
|
built
1973
2605 S Indiana Ave, Chicago, IL 60616
$-613
Cash flow
-17.3%
Cash-on-Cash Return
1.7%
Cap rate
1.2%
Rent to Value Ratio
Active
$674,999
4
bds
|
5
ba
|
2,143
sqft
|
built
1904
2305 W 111th Pl, Chicago, IL 60643
$-1,511
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$499,900
2
bds
|
3
ba
|
0
sqft
|
built
1990
4228 W Harrington Ln, Chicago, IL 60646
$-1,096
Cash flow
-11.4%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$349,000
1
bds
|
1
ba
|
1,150
sqft
|
built
1898
345 N Canal St, Chicago, IL 60606
$-1,305
Cash flow
-19.5%
Cash-on-Cash Return
1.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$459,900
4
bds
|
2
ba
|
1,332
sqft
|
built
1925
4843 W Schubert Ave, Chicago, IL 60639
$-407
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$294,900
3
bds
|
2
ba
|
1,234
sqft
|
built
1954
10201 S California Ave, Chicago, IL 60655
$123
Cash flow
2.2%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$439,000
4
bds
|
3
ba
|
2,156
sqft
|
built
1898
3425 W Carroll Ave, Chicago, IL 60624
$-75
Cash flow
-0.9%
Cash-on-Cash Return
5.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$339,000
1
bds
|
1
ba
|
741
sqft
|
built
2003
1255 N Orleans St, Chicago, IL 60610
$-994
Cash flow
-15.3%
Cash-on-Cash Return
2.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$565,000
1
bds
|
2
ba
|
1,244
sqft
|
built
2007
340 E Randolph St, Chicago, IL 60601
$-1,808
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$674,900
2
bds
|
2
ba
|
0
sqft
|
built
1897
817 W Washington Blvd, Chicago, IL 60607
$-2,409
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$800,000
6
bds
|
3
ba
|
0
sqft
|
built
1898
2909 N Hoyne Ave, Chicago, IL 60618
$-2,758
Cash flow
-18.0%
Cash-on-Cash Return
1.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$374,999
8
bds
|
2
ba
|
0
sqft
|
built
1888
5522 S Wells St, Chicago, IL 60621
$49
Cash flow
0.7%
Cash-on-Cash Return
5.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$399,999
2
bds
|
2
ba
|
1,400
sqft
|
built
2007
1464 S Michigan Ave, Chicago, IL 60605
$-825
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$289,900
3
bds
|
2
ba
|
1,000
sqft
|
built
1922
8235 S Woodlawn Ave, Chicago, IL 60619
$-306
Cash flow
-5.5%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$214,900
4
bds
|
2
ba
|
1,603
sqft
|
built
1924
1404 W 97th St, Chicago, IL 60643
$756
Cash flow
18.4%
Cash-on-Cash Return
9.9%
Cap rate
1.3%
Rent to Value Ratio
Active
$364,900
1
bds
|
1
ba
|
1,138
sqft
|
built
1910
400 S Green St, Chicago, IL 60607
$-714
Cash flow
-10.2%
Cash-on-Cash Return
3.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$229,000
1
bds
|
1
ba
|
1,117
sqft
|
built
1971
6033 N Sheridan Rd, Chicago, IL 60660
$-616
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$60,000
3
bds
|
1
ba
|
840
sqft
|
built
1898
10803 S Edbrooke Ave, Chicago, IL 60628
$1,090
Cash flow
21.2%
Cash-on-Cash Return
21.8%
Cap rate
2.8%
Rent to Value Ratio
Active under contract
$250,000
2
bds
|
1
ba
|
1,035
sqft
|
built
1900
3348 N Narragansett Ave, Chicago, IL 60634
$278
Cash flow
5.8%
Cash-on-Cash Return
7.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$849,999
3
bds
|
4
ba
|
4,100
sqft
|
built
1904
4825 W Ainslie St, Chicago, IL 60630
$-2,376
Cash flow
-14.6%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$560,000
3
bds
|
5
ba
|
2,600
sqft
|
built
2012
4355 S Lake Park Ave, Chicago, IL 60653
$-1,151
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$499,500
4
bds
|
3
ba
|
2,025
sqft
|
built
2007
4714 W Berteau Ave, Chicago, IL 60641
$-1,421
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$159,999
1
bds
|
1
ba
|
0
sqft
|
built
1951
708 W Bittersweet Pl, Chicago, IL 60613
$-399
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
1.0%
Rent to Value Ratio
Active
$919,000
8
bds
|
6
ba
|
0
sqft
|
built
1911
4933 S Wabash Ave, Chicago, IL 60615
$-1,516
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$324,900
3
bds
|
2
ba
|
1,866
sqft
|
built
1918
4119 N Moody Ave, Chicago, IL 60634
$77
Cash flow
1.2%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$399,900
2
bds
|
1
ba
|
0
sqft
|
built
1922
5247 N Kimball Ave, Chicago, IL 60625
$-297
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$349,900
3
bds
|
3
ba
|
900
sqft
|
built
1912
5512 W Wrightwood Ave, Chicago, IL 60639
$-361
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$550,000
3
bds
|
3
ba
|
1,337
sqft
|
built
1960
5654 N Manor Ln, Chicago, IL 60631
$-1,001
Cash flow
-9.5%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$355,000
2
bds
|
1
ba
|
2,000
sqft
|
built
1933
4121 N Moody Ave, Chicago, IL 60634
$25
Cash flow
0.4%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$849,900
5
bds
|
4
ba
|
0
sqft
|
built
1897
1330 W Norwood St, Chicago, IL 60660
$-2,873
Cash flow
-17.6%
Cash-on-Cash Return
1.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$634,900
4
bds
|
4
ba
|
2,900
sqft
|
built
1940
9340 S Vanderpoel Ave, Chicago, IL 60643
$-1,189
Cash flow
-9.8%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$600,000
2
bds
|
2
ba
|
1,600
sqft
|
built
2016
1008 N Larrabee St, Chicago, IL 60610
$-840
Cash flow
-7.3%
Cash-on-Cash Return
4.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$430,000
8
bds
|
4
ba
|
0
sqft
|
built
1920
1044 W 34th Pl, Chicago, IL 60608
$-1,150
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$384,999
2
bds
|
1
ba
|
1,000
sqft
|
built
2003
1435 N Mohawk St, Chicago, IL 60610
$-780
Cash flow
-10.6%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,350,000
4
bds
|
3
ba
|
3,200
sqft
|
built
2015
2503 N Maplewood Ave, Chicago, IL 60647
$-4,516
Cash flow
-17.5%
Cash-on-Cash Return
1.7%
Cap rate
0.4%
Rent to Value Ratio
Active
$675,000
3
bds
|
4
ba
|
2,763
sqft
|
built
1890
1940 S Racine Ave, Chicago, IL 60608
$-1,771
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$210,000
1
bds
|
1
ba
|
900
sqft
|
built
1962
4250 N Marine Dr, Chicago, IL 60613
$-559
Cash flow
-13.9%
Cash-on-Cash Return
2.5%
Cap rate
1.0%
Rent to Value Ratio