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
$255,000
3
bds
|
3
ba
|
2,600
sqft
|
built
1921
7955 S May St, Chicago, IL 60620
$485
Cash flow
9.9%
Cash-on-Cash Return
8.0%
Cap rate
1.1%
Rent to Value Ratio
Active
$182,000
7
bds
|
2
ba
|
0
sqft
|
built
1895
3931 W Lexington St, Chicago, IL 60624
$465
Cash flow
13.3%
Cash-on-Cash Return
8.7%
Cap rate
1.1%
Rent to Value Ratio
3,689 out of 4,243 properties for sale in Chicago, IL
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Active
$729,000
4
bds
|
4
ba
|
2,700
sqft
|
built
1893
4752 S Champlain Ave, Chicago, IL 60615
$-1,987
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$131,999
1
bds
|
1
ba
|
716
sqft
|
built
1941
128 W 115th St, Chicago, IL 60628
$415
Cash flow
16.4%
Cash-on-Cash Return
9.5%
Cap rate
1.2%
Rent to Value Ratio
Active
$290,000
1
bds
|
1
ba
|
1,100
sqft
|
built
1924
1046 W Balmoral Ave, Chicago, IL 60640
$-628
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$469,000
9
bds
|
3
ba
|
0
sqft
|
built
1896
1940 N Pulaski Rd, Chicago, IL 60639
$-1,153
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio
Active
$457,900
5
bds
|
3
ba
|
0
sqft
|
built
1947
5313 S Tripp Ave, Chicago, IL 60632
$-843
Cash flow
-9.6%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$289,999
3
bds
|
2
ba
|
1,428
sqft
|
built
1885
432 N Lawndale Ave, Chicago, IL 60624
$-271
Cash flow
-4.9%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$229,000
6
bds
|
4
ba
|
0
sqft
|
built
1961
1009 E 93rd St, Chicago, IL 60619
$-13
Cash flow
-0.3%
Cash-on-Cash Return
5.6%
Cap rate
1.0%
Rent to Value Ratio
Active
$399,999
3
bds
|
2
ba
|
1,008
sqft
|
built
1929
6111 S Menard Ave, Chicago, IL 60638
$-481
Cash flow
-6.3%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$335,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2006
2627 W 24th Pl, Chicago, IL 60608
$18
Cash flow
0.3%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$189,900
6
bds
|
3
ba
|
0
sqft
|
built
1896
10535 S Wabash Ave, Chicago, IL 60628
$366
Cash flow
10.1%
Cash-on-Cash Return
8.0%
Cap rate
1.1%
Rent to Value Ratio
Active
$325,000
2
bds
|
2
ba
|
1,100
sqft
|
built
2006
8 W Monroe St, Chicago, IL 60603
$-1,022
Cash flow
-16.4%
Cash-on-Cash Return
1.9%
Cap rate
0.9%
Rent to Value Ratio
Active
$439,900
5
bds
|
2
ba
|
935
sqft
|
built
1908
3433 W School St, Chicago, IL 60618
$-728
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$599,000
2
bds
|
2
ba
|
1,450
sqft
|
built
1911
330 S Michigan Ave, Chicago, IL 60604
$-2,270
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$689,000
4
bds
|
4
ba
|
3,600
sqft
|
built
1901
4944 W Cullom Ave, Chicago, IL 60641
$-1,720
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$899,900
4
bds
|
3
ba
|
2,800
sqft
|
built
1955
6248 N Keating Ave, Chicago, IL 60646
$-2,413
Cash flow
-14.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$499,900
2
bds
|
2
ba
|
1,600
sqft
|
built
2002
2729 N Sheffield Ave, Chicago, IL 60614
$-663
Cash flow
-6.9%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$274,000
1
bds
|
1
ba
|
725
sqft
|
built
1977
405 N Wabash Ave, Chicago, IL 60611
$-542
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
1.0%
Rent to Value Ratio
Active
$599,000
5
bds
|
3
ba
|
0
sqft
|
built
1921
3029 W Gunnison St, Chicago, IL 60625
$-1,954
Cash flow
-17.0%
Cash-on-Cash Return
1.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$320,000
2
bds
|
2
ba
|
0
sqft
|
built
1919
1150 W 15th St, Chicago, IL 60608
$-571
Cash flow
-9.3%
Cash-on-Cash Return
3.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$255,000
3
bds
|
3
ba
|
2,600
sqft
|
built
1921
7955 S May St, Chicago, IL 60620
$485
Cash flow
9.9%
Cash-on-Cash Return
8.0%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$450,000
2
bds
|
2
ba
|
1,150
sqft
|
built
2000
847 W Monroe St, Chicago, IL 60607
$-844
Cash flow
-9.8%
Cash-on-Cash Return
3.4%
Cap rate
0.8%
Rent to Value Ratio
Active
$215,000
1
bds
|
1
ba
|
900
sqft
|
built
2005
4537 S Drexel Blvd, Chicago, IL 60653
$-310
Cash flow
-7.5%
Cash-on-Cash Return
3.9%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$950,000
2
bds
|
3
ba
|
1,600
sqft
|
built
1995
1020 W Armitage Ave, Chicago, IL 60614
$-2,753
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio
Active under contract
$475,000
2
bds
|
2
ba
|
1,200
sqft
|
built
2002
3717 N Wilton Ave, Chicago, IL 60613
$-769
Cash flow
-8.4%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$182,000
7
bds
|
2
ba
|
0
sqft
|
built
1895
3931 W Lexington St, Chicago, IL 60624
$465
Cash flow
13.3%
Cash-on-Cash Return
8.7%
Cap rate
1.1%
Rent to Value Ratio
Active under contract
$425,000
4
bds
|
2
ba
|
1,220
sqft
|
built
1952
6205 W Berteau Ave, Chicago, IL 60634
$-272
Cash flow
-3.3%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$425,000
7
bds
|
2
ba
|
0
sqft
|
built
1911
7115 S Champlain Ave, Chicago, IL 60619
$-1,100
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$697,747
2
bds
|
3
ba
|
1,648
sqft
|
built
1964
777 N Michigan Ave, Chicago, IL 60611
$-2,746
Cash flow
-20.5%
Cash-on-Cash Return
1.0%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$229,000
1
bds
|
1
ba
|
650
sqft
|
built
1972
100 E Walton St, Chicago, IL 60611
$-507
Cash flow
-11.6%
Cash-on-Cash Return
3.0%
Cap rate
1.0%
Rent to Value Ratio
Active
$147,500
1
bds
|
1
ba
|
750
sqft
|
built
1970
6301 N Sheridan Rd, Chicago, IL 60660
$-363
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
1.4%
Rent to Value Ratio
Active
$138,808
2
bds
|
1
ba
|
714
sqft
|
built
1903
1233 S Karlov Ave, Chicago, IL 60623
$-11
Cash flow
-0.4%
Cash-on-Cash Return
5.6%
Cap rate
1.2%
Rent to Value Ratio
Active
$379,000
1
bds
|
1
ba
|
0
sqft
|
built
1913
1040 W Adams St, Chicago, IL 60607
$-1,579
Cash flow
-21.7%
Cash-on-Cash Return
0.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$275,000
1
bds
|
1
ba
|
0
sqft
|
built
1906
1322 S Wabash Ave, Chicago, IL 60605
$-328
Cash flow
-6.2%
Cash-on-Cash Return
4.2%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$189,900
2
bds
|
1
ba
|
1,100
sqft
|
built
1951
11433 S Artesian Ave, Chicago, IL 60655
$464
Cash flow
12.7%
Cash-on-Cash Return
8.6%
Cap rate
1.2%
Rent to Value Ratio
Active
$181,000
3
bds
|
2
ba
|
1,325
sqft
|
built
2006
3037 W Polk St, Chicago, IL 60612
$165
Cash flow
4.8%
Cash-on-Cash Return
6.8%
Cap rate
1.1%
Rent to Value Ratio
Active
$499,999
2
bds
|
2
ba
|
1,500
sqft
|
built
1999
1243 S Wabash Ave, Chicago, IL 60605
$-1,549
Cash flow
-16.2%
Cash-on-Cash Return
2.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$220,000
5
bds
|
2
ba
|
0
sqft
|
built
1949
8533 S Muskegon Ave, Chicago, IL 60617
$101
Cash flow
2.4%
Cash-on-Cash Return
6.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$324,900
2
bds
|
1
ba
|
980
sqft
|
built
2005
4950 N Western Ave, Chicago, IL 60625
$-693
Cash flow
-11.1%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$175,000
1
bds
|
1
ba
|
0
sqft
|
built
1929
4860 W Warner Ave, Chicago, IL 60641
$-176
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.9%
Rent to Value Ratio
Active under contract
$275,000
3
bds
|
1
ba
|
988
sqft
|
built
1956
8069 S Kolmar Ave, Chicago, IL 60652
$373
Cash flow
7.1%
Cash-on-Cash Return
7.3%
Cap rate
1.0%
Rent to Value Ratio