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Beds/Baths

Bedrooms

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Property Type (6)

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Cash on Cash Return

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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.

3,734 out of 4,286 properties for sale in Chicago, IL

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Property photo
Active
MRED

$2,299,000

8 bds | 5 ba | 0 sqft | built 1894
2128 W Evergreen Ave, Chicago, IL 60622
$-9,638
Cash flow
-21.9%
Cash-on-Cash Return

0.6%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$225,000

3 bds | 3 ba | 1,789 sqft | built 1900
6209 S Dorchester Ave, Chicago, IL 60637
$-559
Cash flow
-13.0%
Cash-on-Cash Return

2.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$359,000

1 bds | 1 ba | 850 sqft | built 1969
512 W Barry Ave, Chicago, IL 60657
$-1,027
Cash flow
-14.9%
Cash-on-Cash Return

2.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$259,000

6 bds | 2 ba | 0 sqft | built 1888
4823 S Prairie Ave, Chicago, IL 60615
$-177
Cash flow
-3.6%
Cash-on-Cash Return

4.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$950,000

8 bds | 3 ba | 0 sqft | built 1891
929 N Fairfield Ave, Chicago, IL 60622
$-2,914
Cash flow
-16.0%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$550,000

2 bds | 2 ba | 1,300 sqft | built 1982
360 E Randolph St, Chicago, IL 60601
$-1,810
Cash flow
-17.2%
Cash-on-Cash Return

1.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$390,000

4 bds | 3 ba | 2,449 sqft | built 1999
8547 S Drake Ave, Chicago, IL 60652
$-94
Cash flow
-1.3%
Cash-on-Cash Return

5.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$2,900,000

3 bds | 3 ba | 3,225 sqft | built 2000
800 N Michigan Ave, Chicago, IL 60611
$-15,372
Cash flow
-27.7%
Cash-on-Cash Return

-0.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$2,950,000

4 bds | 6 ba | 4,800 sqft | built 2025
1342 W Wellington Ave, Chicago, IL 60657
$-7,658
Cash flow
-13.5%
Cash-on-Cash Return

2.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$899,000

4 bds | 3 ba | 2,500 sqft | built 1963
2400 N Lakeview Ave, Chicago, IL 60614
$-2,589
Cash flow
-15.0%
Cash-on-Cash Return

2.2%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$240,000

3 bds | 2 ba | 2,200 sqft | built 1921
10240 S State St, Chicago, IL 60628
$700
Cash flow
15.2%
Cash-on-Cash Return

9.2%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$239,000

6 bds | 3 ba | 2,600 sqft | built 1903
6916 S Lowe Ave, Chicago, IL 60621
$179
Cash flow
3.9%
Cash-on-Cash Return

6.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$90,500

2 bds | 1 ba | 1,106 sqft | built 1952
8338 S Ingleside Ave, Chicago, IL 60619
$582
Cash flow
33.6%
Cash-on-Cash Return

13.4%
Cap rate
1.8%
Rent to Value Ratio
Property photo
Active
MRED

$90,500

4 bds | 2 ba | 0 sqft | built 1898
11854 S Lafayette Ave, Chicago, IL 60628
$452
Cash flow
26.1%
Cash-on-Cash Return

11.7%
Cap rate
1.5%
Rent to Value Ratio
Property photo
Active
MRED

$100,000

2 bds | 1 ba | 980 sqft | built 1951
2258 E 96th St, Chicago, IL 60617
$575
Cash flow
30.0%
Cash-on-Cash Return

12.6%
Cap rate
1.6%
Rent to Value Ratio
Property photo
Active
MRED

$90,500

3 bds | 1 ba | 1,092 sqft | built 1968
11641 S Sangamon St, Chicago, IL 60643
$564
Cash flow
32.5%
Cash-on-Cash Return

13.2%
Cap rate
1.8%
Rent to Value Ratio
Property photo
Active
MRED

$80,500

2 bds | 1 ba | 1,088 sqft | built 1971
355 W 105th Pl, Chicago, IL 60628
$594
Cash flow
38.5%
Cash-on-Cash Return

14.5%
Cap rate
2.0%
Rent to Value Ratio
Property photo
Active
MRED

$159,000

2 bds | 2 ba | 1,650 sqft | built 1930
10440 S Sangamon St, Chicago, IL 60643
$491
Cash flow
16.1%
Cash-on-Cash Return

9.4%
Cap rate
1.4%
Rent to Value Ratio
Property photo
Active
MRED

$590,000

12 bds | 6 ba | 0 sqft | built 1889
4735 S Indiana Ave, Chicago, IL 60615
$-2,385
Cash flow
-21.1%
Cash-on-Cash Return

0.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$500,000

6 bds | 3 ba | 2,392 sqft | built 1896
4205 S Prairie Ave, Chicago, IL 60653
$-655
Cash flow
-6.8%
Cash-on-Cash Return

4.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$565,000

2 bds | 2 ba | 1,367 sqft | built 2004
1717 S Prairie Ave, Chicago, IL 60616
$-1,715
Cash flow
-15.8%
Cash-on-Cash Return

2.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$750,000

3 bds | 4 ba | 3,000 sqft | built 2015
3407 S Calumet Ave, Chicago, IL 60616
$-417
Cash flow
-2.9%
Cash-on-Cash Return

5.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$299,900

4 bds | 3 ba | 2,200 sqft | built 1959
1409 E 90th St, Chicago, IL 60619
$307
Cash flow
5.3%
Cash-on-Cash Return

6.9%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$238,500

bds | 1 ba | 700 sqft | built 1990
401 E Ontario St, Chicago, IL 60611
$-805
Cash flow
-17.6%
Cash-on-Cash Return

1.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$599,000

3 bds | 2 ba | 1,770 sqft | built 1965
1440 N Lake Shore Dr, Chicago, IL 60610
$-2,257
Cash flow
-19.7%
Cash-on-Cash Return

1.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$299,000

3 bds | 2 ba | 0 sqft | built 1883
3228 S Paulina St, Chicago, IL 60608
$-160
Cash flow
-2.8%
Cash-on-Cash Return

5.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$1,045,000

1 bds | 3 ba | 2,230 sqft | built 1964
1040 N Lake Shore Dr, Chicago, IL 60611
$-5,093
Cash flow
-25.4%
Cash-on-Cash Return

-0.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$134,999

3 bds | 1 ba | 880 sqft | built 1953
12219 S Throop St, Chicago, IL 60643
$600
Cash flow
23.2%
Cash-on-Cash Return

11.0%
Cap rate
1.5%
Rent to Value Ratio
Property photo
Active
MRED

$275,000

4 bds | 2 ba | 1,440 sqft | built 1921
7953 S Avalon Ave, Chicago, IL 60619
$2
Cash flow
0.0%
Cash-on-Cash Return

5.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$279,900

2 bds | 3 ba | 0 sqft | built 1900
7147 S University Ave, Chicago, IL 60619
$92
Cash flow
1.7%
Cash-on-Cash Return

6.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$235,000

1 bds | 1 ba | 840 sqft | built 1975
655 W Irving Park Rd, Chicago, IL 60613
$-456
Cash flow
-10.1%
Cash-on-Cash Return

3.3%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$375,000

4 bds | 3 ba | 0 sqft | built 1926
6830 S Michigan Ave, Chicago, IL 60637
$-256
Cash flow
-3.6%
Cash-on-Cash Return

4.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$299,000

3 bds | 3 ba | 2,252 sqft | built 1891
8440 S Peoria St, Chicago, IL 60620
$-217
Cash flow
-3.8%
Cash-on-Cash Return

4.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$225,000

3 bds | 3 ba | 1,653 sqft | built 1925
7513 S Aberdeen St, Chicago, IL 60620
$144
Cash flow
3.3%
Cash-on-Cash Return

6.4%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
MRED

$120,000

1 bds | 1 ba | 900 sqft | built 1968
6730 S South Shore Dr, Chicago, IL 60649
$-333
Cash flow
-14.5%
Cash-on-Cash Return

2.4%
Cap rate
1.5%
Rent to Value Ratio
Property photo
Active
MRED

$1,084,900

3 bds | 3 ba | 2,200 sqft | built 2008
1211 S Prairie Ave, Chicago, IL 60605
$-3,523
Cash flow
-16.9%
Cash-on-Cash Return

1.8%
Cap rate
0.7%
Rent to Value Ratio
Active
MRED

$275,000

4 bds | 2 ba | 2,500 sqft | built 1972
4764 S Shields Ave, Chicago, IL 60609
$511
Cash flow
9.7%
Cash-on-Cash Return

7.9%
Cap rate
1.0%
Rent to Value Ratio
Active
MRED

$230,000

1 bds | 1 ba | 610 sqft | built 1925
1645 W Ogden Ave, Chicago, IL 60612
$-437
Cash flow
-9.9%
Cash-on-Cash Return

3.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$150,000

4 bds | 2 ba | 0 sqft | built 1890
5637 S Green St, Chicago, IL 60621
$463
Cash flow
16.1%
Cash-on-Cash Return

9.4%
Cap rate
1.2%
Rent to Value Ratio
Property photo
Active
MRED

$1,995,000

7 bds | 6 ba | 0 sqft | built 1881
3035 N Southport Ave, Chicago, IL 60657
$-8,868
Cash flow
-23.2%
Cash-on-Cash Return

0.3%
Cap rate
0.2%
Rent to Value Ratio