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
$907
Cash flow
55.7%
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
$684
Cash flow
35.2%
Cash-on-Cash Return
13.8%
Cap rate
1.8%
Rent to Value Ratio
3,689 out of 4,243 properties for sale in Chicago, IL
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Active
$799,800
2
bds
|
2
ba
|
0
sqft
|
built
2019
3828 N Racine Ave, Chicago, IL 60613
$-1,612
Cash flow
-10.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$850,000
4
bds
|
4
ba
|
3,404
sqft
|
built
1950
9333 S Oakley Ave, Chicago, IL 60643
$-369
Cash flow
-2.3%
Cash-on-Cash Return
5.2%
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
$-9,001
Cash flow
-22.5%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
Active
$335,000
1
bds
|
1
ba
|
966
sqft
|
built
2008
1235 S Prairie Ave, Chicago, IL 60605
$-649
Cash flow
-10.1%
Cash-on-Cash Return
3.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$115,000
3
bds
|
1
ba
|
731
sqft
|
built
1965
13308 S Riverdale Ave, Chicago, IL 60827
$629
Cash flow
28.5%
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
$-3,715
Cash flow
-14.6%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$269,900
4
bds
|
3
ba
|
1,428
sqft
|
built
1904
6920 S Laflin St, Chicago, IL 60636
$517
Cash flow
10.0%
Cash-on-Cash Return
8.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$510,000
4
bds
|
2
ba
|
1,941
sqft
|
built
1927
6417 N Oxford Ave, Chicago, IL 60631
$-522
Cash flow
-5.3%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$175,000
3
bds
|
2
ba
|
1,800
sqft
|
built
1910
9345 S Kimbark Ave, Chicago, IL 60619
$427
Cash flow
12.7%
Cash-on-Cash Return
8.6%
Cap rate
1.1%
Rent to Value Ratio
Pending
$101,250
5
bds
|
2
ba
|
2,013
sqft
|
built
1899
6717 S Aberdeen St, Chicago, IL 60621
$684
Cash flow
35.2%
Cash-on-Cash Return
13.8%
Cap rate
1.8%
Rent to Value Ratio
Active
$299,900
1
bds
|
1
ba
|
0
sqft
|
built
2008
8 E Randolph St, Chicago, IL 60601
$-1,083
Cash flow
-18.8%
Cash-on-Cash Return
1.3%
Cap rate
0.8%
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
$-1,005
Cash flow
-8.7%
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
$-10,416
Cash flow
-20.1%
Cash-on-Cash Return
1.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$295,000
1
bds
|
1
ba
|
750
sqft
|
built
1968
1 E Scott St, Chicago, IL 60610
$-787
Cash flow
-13.9%
Cash-on-Cash Return
2.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$279,900
3
bds
|
2
ba
|
969
sqft
|
built
1963
9553 S Perry Ave, Chicago, IL 60628
$-287
Cash flow
-5.3%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
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
$-462
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
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
$-642
Cash flow
-8.4%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$325,000
2
bds
|
1
ba
|
0
sqft
|
built
1913
888 S Michigan Ave, Chicago, IL 60605
$-939
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$240,000
1
bds
|
1
ba
|
850
sqft
|
built
1923
3520 N Lake Shore Dr, Chicago, IL 60657
$-484
Cash flow
-10.5%
Cash-on-Cash Return
3.3%
Cap rate
1.0%
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
$-734
Cash flow
-5.5%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
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
$-992
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$279,000
3
bds
|
2
ba
|
1,800
sqft
|
built
1952
12735 S Parnell Ave, Chicago, IL 60628
$-410
Cash flow
-7.7%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$525,000
2
bds
|
2
ba
|
1,437
sqft
|
built
1912
165 N Canal St, Chicago, IL 60606
$-1,595
Cash flow
-15.9%
Cash-on-Cash Return
2.0%
Cap rate
0.7%
Rent to Value Ratio
Active
$249,900
5
bds
|
1
ba
|
985
sqft
|
built
1927
6742 S Honore St, Chicago, IL 60636
$-32
Cash flow
-0.7%
Cash-on-Cash Return
5.5%
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
$-872
Cash flow
-9.7%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$819,000
5
bds
|
4
ba
|
2,800
sqft
|
built
1906
4244 N Ashland Ave, Chicago, IL 60613
$-672
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
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
$295
Cash flow
5.2%
Cash-on-Cash Return
6.9%
Cap rate
0.9%
Rent to Value Ratio
Active
$284,900
3
bds
|
3
ba
|
1,536
sqft
|
built
1946
10346 S King Dr, Chicago, IL 60628
$-25
Cash flow
-0.5%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$485,000
2
bds
|
2
ba
|
1,225
sqft
|
built
1991
195 N Harbor Dr, Chicago, IL 60601
$-1,478
Cash flow
-15.9%
Cash-on-Cash Return
2.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$170,000
1
bds
|
1
ba
|
650
sqft
|
built
1942
4950 N Marine Dr, Chicago, IL 60640
$-527
Cash flow
-16.2%
Cash-on-Cash Return
2.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$299,000
4
bds
|
2
ba
|
1,800
sqft
|
built
1891
119 W 110th St, Chicago, IL 60628
$-484
Cash flow
-8.4%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$345,000
3
bds
|
1
ba
|
937
sqft
|
built
1955
5424 S Austin Ave, Chicago, IL 60638
$76
Cash flow
1.1%
Cash-on-Cash Return
5.9%
Cap rate
0.7%
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
$907
Cash flow
55.7%
Cash-on-Cash Return
18.5%
Cap rate
2.4%
Rent to Value Ratio
Active
$240,000
1
bds
|
1
ba
|
850
sqft
|
built
2006
6560 W Diversey Ave, Chicago, IL 60707
$-25
Cash flow
-0.5%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$799,000
3
bds
|
3
ba
|
0
sqft
|
built
2002
3353 N Kenmore Ave, Chicago, IL 60657
$-1,641
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$379,900
2
bds
|
2
ba
|
1,226
sqft
|
built
1925
1110 W 15th St, Chicago, IL 60608
$-1,305
Cash flow
-17.9%
Cash-on-Cash Return
1.6%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$620,000
2
bds
|
2
ba
|
1,200
sqft
|
built
2003
2700 N Halsted St, Chicago, IL 60614
$-1,394
Cash flow
-11.7%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
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
$-964
Cash flow
-14.4%
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
$-709
Cash flow
-15.6%
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
$-1,661
Cash flow
-18.8%
Cash-on-Cash Return
1.3%
Cap rate
0.7%
Rent to Value Ratio