Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

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.

3,965 out of 4,608 properties for sale in Chicago, IL

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
MRED

$750,000

1 bds | 2 ba | 919 sqft | built 2008
401 N Wabash Ave, Chicago, IL 60611
$-2,813
Cash flow
-19.6%
Cash-on-Cash Return

1.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$349,000

1 bds | 1 ba | 850 sqft | built 1963
400 E Randolph St, Chicago, IL 60601
$-1,140
Cash flow
-17.0%
Cash-on-Cash Return

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

$95,000

2 bds | 1 ba | 828 sqft | built 1903
6835 S Winchester Ave, Chicago, IL 60636
$601
Cash flow
33.0%
Cash-on-Cash Return

13.3%
Cap rate
1.7%
Rent to Value Ratio
Property photo
Active
MRED

$265,000

1 bds | 1 ba | 1,000 sqft | built 1962
21 W Goethe St, Chicago, IL 60610
$-1,226
Cash flow
-24.1%
Cash-on-Cash Return

0.1%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$299,900

3 bds | 2 ba | 1,279 sqft | built 1941
10522 S Albany Ave, Chicago, IL 60655
$272
Cash flow
4.7%
Cash-on-Cash Return

6.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$144,900

4 bds | 2 ba | 0 sqft | built 1888
9019 S Exchange Ave, Chicago, IL 60617
$671
Cash flow
24.2%
Cash-on-Cash Return

11.2%
Cap rate
1.4%
Rent to Value Ratio
Property photo
Active
MRED

$1,150,000

4 bds | 3 ba | 3,132 sqft | built 1936
1331 W Granville Ave, Chicago, IL 60660
$-1,836
Cash flow
-8.3%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$315,000

3 bds | 2 ba | 1,600 sqft | built 1920
1151 E Hyde Park Blvd, Chicago, IL 60615
$-183
Cash flow
-3.0%
Cash-on-Cash Return

5.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$649,000

2 bds | 2 ba | 1,376 sqft | built 2009
60 E Monroe St, Chicago, IL 60603
$-2,155
Cash flow
-17.3%
Cash-on-Cash Return

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

$899,000

2 bds | 2 ba | 1,700 sqft | built 1970
1212 N Lake Shore Dr, Chicago, IL 60610
$-4,254
Cash flow
-24.7%
Cash-on-Cash Return

n/a
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$179,000

3 bds | 1 ba | 1,200 sqft | built 1918
7443 S Wabash Ave, Chicago, IL 60619
$427
Cash flow
12.4%
Cash-on-Cash Return

8.5%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$925,000

3 bds | 4 ba | 0 sqft | built 2002
600 N Kingsbury St, Chicago, IL 60654
$-9,191
Cash flow
-51.8%
Cash-on-Cash Return

-6.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$349,900

2 bds | 2 ba | 2,100 sqft | built 1942
5221 S Mayfield Ave, Chicago, IL 60638
$-87
Cash flow
-1.3%
Cash-on-Cash Return

5.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$550,000

3 bds | 2 ba | 1,539 sqft | built 1905
3829 N Kilbourn Ave, Chicago, IL 60641
$-1,247
Cash flow
-11.8%
Cash-on-Cash Return

3.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$450,000

2 bds | 2 ba | 1,464 sqft | built 1974
155 N Harbor Dr, Chicago, IL 60601
$-1,486
Cash flow
-17.2%
Cash-on-Cash Return

1.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$110,000

0 bds | 1 ba | 500 sqft | built 1950
4880 N Marine Dr, Chicago, IL 60640
$-279
Cash flow
-13.2%
Cash-on-Cash Return

2.6%
Cap rate
1.2%
Rent to Value Ratio
Property photo
Active
MRED

$148,900

3 bds | 2 ba | 1,230 sqft | built 1925
7723 S Honore St, Chicago, IL 60620
$552
Cash flow
19.3%
Cash-on-Cash Return

10.1%
Cap rate
1.3%
Rent to Value Ratio
Property photo
Active
MRED

$349,900

2 bds | 1 ba | 1,200 sqft | built 1918
2675 W Grand Ave, Chicago, IL 60612
$-989
Cash flow
-14.7%
Cash-on-Cash Return

2.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$639,000

3 bds | 2 ba | 0 sqft | built 1928
5030 S Archer Ave, Chicago, IL 60632
$-1,529
Cash flow
-12.5%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$1,148,000

3 bds | 3 ba | 2,157 sqft | built 2005
130 N Garland Ct, Chicago, IL 60602
$-5,814
Cash flow
-26.4%
Cash-on-Cash Return

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

$195,000

2 bds | 1 ba | 0 sqft | built 1970
5241 N East River Rd, Chicago, IL 60656
$-122
Cash flow
-3.3%
Cash-on-Cash Return

5.5%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$253,000

6 bds | 2 ba | 0 sqft | built 1893
5633 S Ada St, Chicago, IL 60636
$42
Cash flow
0.9%
Cash-on-Cash Return

5.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$440,000

4 bds | 3 ba | 0 sqft | built 1909
162 N La Crosse Ave, Chicago, IL 60644
$-599
Cash flow
-7.1%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$370,000

4 bds | 3 ba | 2,656 sqft | built 1924
8022 S Euclid Ave, Chicago, IL 60617
$-720
Cash flow
-10.2%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$899,000

3 bds | 3 ba | 2,123 sqft | built 1929
758 N Larrabee St, Chicago, IL 60654
$-5,520
Cash flow
-32.0%
Cash-on-Cash Return

-1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$184,900

2 bds | 1 ba | 1,000 sqft | built 1953
6118 N Sheridan Rd, Chicago, IL 60660
$-361
Cash flow
-10.2%
Cash-on-Cash Return

3.3%
Cap rate
1.2%
Rent to Value Ratio
Property photo
Active
MRED

$349,999

3 bds | 3 ba | 1,800 sqft | built 1999
7015 S Indiana Ave, Chicago, IL 60637
$-136
Cash flow
-2.0%
Cash-on-Cash Return

5.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$445,000

2 bds | 2 ba | 1,200 sqft | built 1974
500 W Superior St, Chicago, IL 60654
$-1,710
Cash flow
-20.0%
Cash-on-Cash Return

1.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$99,900

2 bds | 1 ba | 950 sqft | built 1901
115 E 60th St, Chicago, IL 60637
$162
Cash flow
8.5%
Cash-on-Cash Return

7.6%
Cap rate
1.4%
Rent to Value Ratio
Property photo
Active
MRED

$345,900

4 bds | 2 ba | 3,200 sqft | built 1929
9035 S Marshfield Ave, Chicago, IL 60620
$-257
Cash flow
-3.9%
Cash-on-Cash Return

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

$227,000

1 bds | 1 ba | 0 sqft | built 2007
1122 W Catalpa Ave, Chicago, IL 60640
$-556
Cash flow
-12.8%
Cash-on-Cash Return

2.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$515,000

1 bds | 1 ba | 1,100 sqft | built 1968
505 N Lake Shore Dr, Chicago, IL 60611
$-1,614
Cash flow
-16.4%
Cash-on-Cash Return

1.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$350,000

5 bds | 2 ba | 0 sqft | built 1900
4838 W Fulton St, Chicago, IL 60644
$-332
Cash flow
-4.9%
Cash-on-Cash Return

4.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$112,999

2 bds | 1 ba | 1,000 sqft | built 1922
5931 S Troy St, Chicago, IL 60629
$263
Cash flow
12.1%
Cash-on-Cash Return

8.5%
Cap rate
1.2%
Rent to Value Ratio
Property photo
Active
MRED

$439,000

3 bds | 4 ba | 2,000 sqft | built 1959
10639 S Whipple St, Chicago, IL 60655
$-33
Cash flow
-0.4%
Cash-on-Cash Return

5.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$425,000

2 bds | 2 ba | 1,500 sqft | built 2006
1111 S State St, Chicago, IL 60605
$-1,420
Cash flow
-17.4%
Cash-on-Cash Return

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

$175,000

3 bds | 3 ba | 1,500 sqft | built 1908
11722 S Parnell Ave, Chicago, IL 60628
$627
Cash flow
18.7%
Cash-on-Cash Return

10.0%
Cap rate
1.3%
Rent to Value Ratio
Property photo
Active
MRED

$319,900

3 bds | 4 ba | 1,800 sqft | built 1923
7658 S Lafayette Ave, Chicago, IL 60620
$-204
Cash flow
-3.3%
Cash-on-Cash Return

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

$769,900

3 bds | 3 ba | 2,000 sqft | built 1982
400 E Ohio St, Chicago, IL 60611
$-3,243
Cash flow
-22.0%
Cash-on-Cash Return

0.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$675,000

2 bds | 2 ba | 1,500 sqft | built 1884
1000 W Washington Blvd, Chicago, IL 60607
$-1,943
Cash flow
-15.0%
Cash-on-Cash Return

2.2%
Cap rate
0.7%
Rent to Value Ratio