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Beds/Baths

Bedrooms

Bathrooms

For Sale

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Property Type (6)

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Year Built

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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.

3,229 out of 4,711 properties for sale in Chicago, IL

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Property photo
Active
MRED

$829,900

3 bds | 4 ba | 3,000 sqft | built 1915
4720 N Kenneth Ave, Chicago, IL 60630
$-1,389
Cash flow
-8.7%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$109,900

3 bds | 3 ba | 2,500 sqft | built 1927
6922 S Jeffery Blvd, Chicago, IL 60649
$488
Cash flow
23.2%
Cash-on-Cash Return

11.0%
Cap rate
2.3%
Rent to Value Ratio
Property photo
Active
MRED

$311,900

1 bds | 1 ba | 862 sqft | built 1900
225 W Huron St, Chicago, IL 60654
$-705
Cash flow
-11.8%
Cash-on-Cash Return

3.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$391,000

4 bds | 2 ba | 1,700 sqft | built 1952
1327 E 52nd St, Chicago, IL 60615
$-561
Cash flow
-7.5%
Cash-on-Cash Return

4.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$50,000

4 bds | 2 ba | 1,402 sqft | built 1907
12014 S Princeton Ave, Chicago, IL 60628
$1,182
Cash flow
27.5%
Cash-on-Cash Return

28.4%
Cap rate
3.6%
Rent to Value Ratio
Property photo
Active
MRED

$129,000

3 bds | 2 ba | 1,023 sqft | built 1885
4254 S Cottage Grove Ave, Chicago, IL 60653
$202
Cash flow
8.2%
Cash-on-Cash Return

7.6%
Cap rate
1.6%
Rent to Value Ratio
Property photo
Active
MRED

$299,999

3 bds | 2 ba | 552 sqft | built 1908
6207 S Tripp Ave, Chicago, IL 60629
$675
Cash flow
11.7%
Cash-on-Cash Return

8.4%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$294,900

3 bds | 3 ba | 2,100 sqft | built 1943
9204 S Perry Ave, Chicago, IL 60620
$295
Cash flow
5.2%
Cash-on-Cash Return

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

$315,000

2 bds | 2 ba | 1,326 sqft | built 1904
161 W Harrison St, Chicago, IL 60605
$-605
Cash flow
-10.0%
Cash-on-Cash Return

3.4%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$995,000

1 bds | 2 ba | 1,419 sqft | built 2007
401 N Wabash Ave, Chicago, IL 60611
$-4,393
Cash flow
-23.0%
Cash-on-Cash Return

0.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$200,000

5 bds | 3 ba | 1,600 sqft | built 1888
10456 S Avenue L, Chicago, IL 60617
$536
Cash flow
14.0%
Cash-on-Cash Return

8.9%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$299,900

1 bds | 1 ba | 725 sqft | built 1962
300 N State St, Chicago, IL 60654
$-837
Cash flow
-14.6%
Cash-on-Cash Return

2.3%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$274,000

5 bds | 2 ba | 0 sqft | built 1876
442 N Harding Ave, Chicago, IL 60624
$124
Cash flow
2.4%
Cash-on-Cash Return

6.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$159,000

bds | 1 ba | 550 sqft | built 1960
3600 N Lake Shore Dr, Chicago, IL 60613
$-143
Cash flow
-4.7%
Cash-on-Cash Return

4.6%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$246,500

1 bds | 1 ba | 700 sqft | built 1987
211 E Ohio St, Chicago, IL 60611
$-624
Cash flow
-13.2%
Cash-on-Cash Return

2.6%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$560,000

3 bds | 3 ba | 0 sqft | built 1968
2626 N Lakeview Ave, Chicago, IL 60614
$-2,724
Cash flow
-25.4%
Cash-on-Cash Return

-0.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$599,000

8 bds | 3 ba | 0 sqft | built 1960
1329 N Latrobe Ave, Chicago, IL 60651
$-1,951
Cash flow
-17.0%
Cash-on-Cash Return

1.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$299,000

1 bds | 1 ba | 906 sqft | built 1906
6 N Michigan Ave, Chicago, IL 60602
$-665
Cash flow
-11.6%
Cash-on-Cash Return

3.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$595,000

2 bds | 2 ba | 1,650 sqft | built 1964
1325 N State Pkwy, Chicago, IL 60610
$-2,429
Cash flow
-21.3%
Cash-on-Cash Return

0.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$299,999

1 bds | 1 ba | 900 sqft | built 1969
130 S Canal St, Chicago, IL 60606
$-736
Cash flow
-12.8%
Cash-on-Cash Return

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

$450,000

1 bds | 2 ba | 2,040 sqft | built 1898
2342 W Taylor St, Chicago, IL 60612
$-200
Cash flow
-2.3%
Cash-on-Cash Return

5.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$200,000

6 bds | 3 ba | 0 sqft | built 1881
8410 S Burley Ave, Chicago, IL 60617
$219
Cash flow
5.7%
Cash-on-Cash Return

7.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$590,000

4 bds | 4 ba | 3,808 sqft | built 1890
638 E 65th St, Chicago, IL 60637
$-1,002
Cash flow
-8.9%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$21,000,000

5 bds | 6 ba | 25,000 sqft | built 1914
1355 N Astor St, Chicago, IL 60610
$-108,895
Cash flow
-27.1%
Cash-on-Cash Return

-0.5%
Cap rate
0.0%
Rent to Value Ratio
Property photo
Active
MRED

$575,000

1 bds | 2 ba | 1,455 sqft | built 1984
161 E Chicago Ave, Chicago, IL 60611
$-1,904
Cash flow
-17.3%
Cash-on-Cash Return

1.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$129,000

4 bds | 3 ba | 0 sqft | built 1888
7505 S Emerald Ave, Chicago, IL 60620
$449
Cash flow
18.2%
Cash-on-Cash Return

9.9%
Cap rate
1.3%
Rent to Value Ratio
Property photo
Active
MRED

$68,000

6 bds | 2 ba | 2,112 sqft | built 1890
7410 S Langley Ave, Chicago, IL 60619
$1,359
Cash flow
23.3%
Cash-on-Cash Return

24.0%
Cap rate
3.2%
Rent to Value Ratio
Property photo
Active
MRED

$234,900

3 bds | 2 ba | 1,400 sqft | built 1954
11318 S Avenue J, Chicago, IL 60617
$103
Cash flow
2.3%
Cash-on-Cash Return

6.2%
Cap rate
0.9%
Rent to Value Ratio
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 | 0 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

$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

$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

$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

$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

$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

$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

$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