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 under contract
$85,000
3
bds
|
2
ba
|
1,224
sqft
|
built
1920
12014 S Harvard Ave, Chicago, IL 60628
$864
Cash flow
53.0%
Cash-on-Cash Return
18.5%
Cap rate
2.4%
Rent to Value Ratio
Pending
$101,250
5
bds
|
2
ba
|
2,013
sqft
|
built
1899
6717 S Aberdeen St, Chicago, IL 60621
$633
Cash flow
32.6%
Cash-on-Cash Return
13.8%
Cap rate
1.8%
Rent to Value Ratio
3,706 out of 4,262 properties for sale in Chicago, IL
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Active
$335,000
1
bds
|
1
ba
|
966
sqft
|
built
2008
1235 S Prairie Ave, Chicago, IL 60605
$-818
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$2,090,000
3
bds
|
5
ba
|
0
sqft
|
built
1905
3804 N Leavitt St, Chicago, IL 60618
$-10,055
Cash flow
-25.1%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
Active
$269,900
4
bds
|
3
ba
|
1,428
sqft
|
built
1904
6920 S Laflin St, Chicago, IL 60636
$381
Cash flow
7.4%
Cash-on-Cash Return
8.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$115,000
3
bds
|
1
ba
|
731
sqft
|
built
1965
13308 S Riverdale Ave, Chicago, IL 60827
$571
Cash flow
25.9%
Cash-on-Cash Return
12.2%
Cap rate
1.5%
Rent to Value Ratio
Active
$1,325,000
3
bds
|
4
ba
|
3,067
sqft
|
built
2004
1218 N Orleans St, Chicago, IL 60610
$-4,384
Cash flow
-17.3%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$525,000
3
bds
|
2
ba
|
0
sqft
|
built
1952
7255 N Oriole Ave, Chicago, IL 60631
$-1,069
Cash flow
-10.6%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$459,900
3
bds
|
4
ba
|
3,400
sqft
|
built
1921
7741 S Bennett Ave, Chicago, IL 60649
$-1,328
Cash flow
-15.1%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$850,000
4
bds
|
4
ba
|
3,404
sqft
|
built
1950
9333 S Oakley Ave, Chicago, IL 60643
$-798
Cash flow
-4.9%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$299,000
2
bds
|
2
ba
|
1,078
sqft
|
built
1945
11400 S Washtenaw Ave, Chicago, IL 60655
$-158
Cash flow
-2.8%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$799,800
2
bds
|
2
ba
|
0
sqft
|
built
2019
3828 N Racine Ave, Chicago, IL 60613
$-2,015
Cash flow
-13.1%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$230,000
1
bds
|
1
ba
|
800
sqft
|
built
2005
1255 S State St, Chicago, IL 60605
$-788
Cash flow
-17.9%
Cash-on-Cash Return
2.2%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$365,000
5
bds
|
3
ba
|
0
sqft
|
built
1953
7125 S Richmond St, Chicago, IL 60629
$-885
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$175,000
3
bds
|
2
ba
|
1,800
sqft
|
built
1910
9345 S Kimbark Ave, Chicago, IL 60619
$339
Cash flow
10.1%
Cash-on-Cash Return
8.6%
Cap rate
1.1%
Rent to Value Ratio
Active
$510,000
4
bds
|
2
ba
|
1,941
sqft
|
built
1927
6417 N Oxford Ave, Chicago, IL 60631
$-780
Cash flow
-8.0%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Pending
$101,250
5
bds
|
2
ba
|
2,013
sqft
|
built
1899
6717 S Aberdeen St, Chicago, IL 60621
$633
Cash flow
32.6%
Cash-on-Cash Return
13.8%
Cap rate
1.8%
Rent to Value Ratio
Active
$295,000
1
bds
|
1
ba
|
750
sqft
|
built
1968
1 E Scott St, Chicago, IL 60610
$-936
Cash flow
-16.6%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$599,900
3
bds
|
2
ba
|
1,484
sqft
|
built
1900
4039 N Kildare Ave, Chicago, IL 60641
$-1,308
Cash flow
-11.4%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$2,700,000
6
bds
|
6
ba
|
5,600
sqft
|
built
1912
1230 W Cornelia Ave, Chicago, IL 60657
$-11,778
Cash flow
-22.8%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$279,900
3
bds
|
2
ba
|
969
sqft
|
built
1963
9553 S Perry Ave, Chicago, IL 60628
$-428
Cash flow
-8.0%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$400,000
2
bds
|
2
ba
|
1,300
sqft
|
built
1918
5010 N Glenwood Ave, Chicago, IL 60640
$-844
Cash flow
-11.0%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$279,000
3
bds
|
2
ba
|
1,800
sqft
|
built
1952
12735 S Parnell Ave, Chicago, IL 60628
$-551
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$284,900
3
bds
|
3
ba
|
1,536
sqft
|
built
1946
10346 S King Dr, Chicago, IL 60628
$-169
Cash flow
-3.1%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$240,000
1
bds
|
1
ba
|
850
sqft
|
built
1923
3520 N Lake Shore Dr, Chicago, IL 60657
$-605
Cash flow
-13.2%
Cash-on-Cash Return
3.3%
Cap rate
1.0%
Rent to Value Ratio
Active
$299,900
1
bds
|
1
ba
|
0
sqft
|
built
2008
8 E Randolph St, Chicago, IL 60601
$-1,234
Cash flow
-21.5%
Cash-on-Cash Return
1.3%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$459,999
2
bds
|
3
ba
|
1,980
sqft
|
built
1955
3412 N Oleander Ave, Chicago, IL 60634
$-694
Cash flow
-7.9%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$599,000
3
bds
|
3
ba
|
2,000
sqft
|
built
1893
1924 N Lawndale Ave, Chicago, IL 60647
$-1,294
Cash flow
-11.3%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$819,000
5
bds
|
4
ba
|
2,800
sqft
|
built
1906
4244 N Ashland Ave, Chicago, IL 60613
$-1,085
Cash flow
-6.9%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$470,000
2
bds
|
2
ba
|
0
sqft
|
built
1947
1130 W Cornelia Ave, Chicago, IL 60657
$-1,109
Cash flow
-12.3%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$699,900
3
bds
|
2
ba
|
1,750
sqft
|
built
2009
1420 W Belmont Ave, Chicago, IL 60657
$-1,087
Cash flow
-8.1%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$325,000
2
bds
|
1
ba
|
0
sqft
|
built
1913
888 S Michigan Ave, Chicago, IL 60605
$-1,103
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$525,000
2
bds
|
2
ba
|
1,437
sqft
|
built
1912
165 N Canal St, Chicago, IL 60606
$-1,860
Cash flow
-18.5%
Cash-on-Cash Return
2.0%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$294,900
3
bds
|
2
ba
|
2,200
sqft
|
built
1948
10757 S Peoria St, Chicago, IL 60643
$147
Cash flow
2.6%
Cash-on-Cash Return
6.9%
Cap rate
0.9%
Rent to Value Ratio
Active
$249,900
5
bds
|
1
ba
|
985
sqft
|
built
1927
6742 S Honore St, Chicago, IL 60636
$-158
Cash flow
-3.3%
Cash-on-Cash Return
5.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$215,000
4
bds
|
2
ba
|
1,325
sqft
|
built
1928
8212 S Bishop St, Chicago, IL 60620
$256
Cash flow
6.2%
Cash-on-Cash Return
7.7%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$350,000
2
bds
|
2
ba
|
1,150
sqft
|
built
2009
1134 W Granville Ave, Chicago, IL 60660
$-1,141
Cash flow
-17.0%
Cash-on-Cash Return
2.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$237,000
1
bds
|
1
ba
|
1,001
sqft
|
built
1969
6007 N Sheridan Rd, Chicago, IL 60660
$-828
Cash flow
-18.2%
Cash-on-Cash Return
2.1%
Cap rate
0.8%
Rent to Value Ratio
Active under contract
$460,000
2
bds
|
2
ba
|
1,180
sqft
|
built
1991
111 W Maple St, Chicago, IL 60610
$-1,893
Cash flow
-21.5%
Cash-on-Cash Return
1.3%
Cap rate
0.7%
Rent to Value Ratio
Active
$170,000
1
bds
|
1
ba
|
650
sqft
|
built
1942
4950 N Marine Dr, Chicago, IL 60640
$-613
Cash flow
-18.8%
Cash-on-Cash Return
2.0%
Cap rate
1.0%
Rent to Value Ratio
Active under contract
$85,000
3
bds
|
2
ba
|
1,224
sqft
|
built
1920
12014 S Harvard Ave, Chicago, IL 60628
$864
Cash flow
53.0%
Cash-on-Cash Return
18.5%
Cap rate
2.4%
Rent to Value Ratio
Active under contract
$345,000
3
bds
|
1
ba
|
937
sqft
|
built
1955
5424 S Austin Ave, Chicago, IL 60638
$-98
Cash flow
-1.5%
Cash-on-Cash Return
5.9%
Cap rate
0.7%
Rent to Value Ratio