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.

3,972 out of 4,615 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

$335,000

2 bds | 2 ba | 1,200 sqft | built 2005
4235 N Kedzie Ave, Chicago, IL 60618
$-1,024
Cash flow
-15.9%
Cash-on-Cash Return

2.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$1,150,000

3 bds | 5 ba | 3,600 sqft | built 1989
455 W 38th St, Chicago, IL 60609
$-4,439
Cash flow
-20.1%
Cash-on-Cash Return

1.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$289,000

2 bds | 2 ba | 0 sqft | built 1960
5355 S Tripp Ave, Chicago, IL 60632
$45
Cash flow
0.8%
Cash-on-Cash Return

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

$420,000

2 bds | 2 ba | 0 sqft | built 2008
565 W Quincy St, Chicago, IL 60661
$-1,129
Cash flow
-14.0%
Cash-on-Cash Return

2.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$735,000

4 bds | 4 ba | 2,820 sqft | built 1926
7324 W Lunt Ave, Chicago, IL 60631
$-1,332
Cash flow
-9.5%
Cash-on-Cash Return

3.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$515,000

1 bds | 2 ba | 1,141 sqft | built 2007
420 E Waterside Dr, Chicago, IL 60601
$-2,039
Cash flow
-20.7%
Cash-on-Cash Return

0.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$595,000

3 bds | 2 ba | 1,650 sqft | built 1965
260 E Chestnut St, Chicago, IL 60611
$-2,300
Cash flow
-20.2%
Cash-on-Cash Return

1.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$140,000

1 bds | 1 ba | 0 sqft | built 1960
1937 W Pratt Blvd, Chicago, IL 60626
$-98
Cash flow
-3.7%
Cash-on-Cash Return

4.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$130,000

bds | 1 ba | 480 sqft | built 1972
2605 S Indiana Ave, Chicago, IL 60616
$-95
Cash flow
-3.8%
Cash-on-Cash Return

4.8%
Cap rate
1.2%
Rent to Value Ratio
Property photo
Active
MRED

$535,000

2 bds | 2 ba | 0 sqft | built 1912
400 S Green St, Chicago, IL 60607
$-1,298
Cash flow
-12.7%
Cash-on-Cash Return

2.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$342,500

2 bds | 1 ba | 1,200 sqft | built 2008
6000 N Cicero Ave, Chicago, IL 60646
$-742
Cash flow
-11.3%
Cash-on-Cash Return

3.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$290,000

3 bds | 2 ba | 0 sqft | built 2004
4242 S Vincennes Ave, Chicago, IL 60653
$-243
Cash flow
-4.4%
Cash-on-Cash Return

4.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$294,999

3 bds | 2 ba | 0 sqft | built 2010
4532 S Indiana Ave, Chicago, IL 60653
$27
Cash flow
0.5%
Cash-on-Cash Return

5.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$59,500

1 bds | 1 ba | 850 sqft | built 1922
8926 S Euclid Ave, Chicago, IL 60617
$1,064
Cash flow
20.8%
Cash-on-Cash Return

21.5%
Cap rate
3.2%
Rent to Value Ratio
Property photo
Active
MRED

$230,000

3 bds | 1 ba | 1,012 sqft | built 1957
7715 S Kilpatrick Ave, Chicago, IL 60652
$50
Cash flow
1.1%
Cash-on-Cash Return

5.9%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$189,000

3 bds | 2 ba | 1,004 sqft | built 1903
8418 S Colfax Ave, Chicago, IL 60617
$155
Cash flow
4.3%
Cash-on-Cash Return

6.7%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
MRED

$47,500

5 bds | 2 ba | 0 sqft | built 1900
627 E 92nd St, Chicago, IL 60619
$1,101
Cash flow
27.0%
Cash-on-Cash Return

27.8%
Cap rate
3.8%
Rent to Value Ratio
Property photo
Active
MRED

$875,000

8 bds | 4 ba | 0 sqft | built 1925
6134 N Campbell Ave, Chicago, IL 60659
$-3,088
Cash flow
-18.4%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MRED

$3,000,000

3 bds | 4 ba | 9,279 sqft | built 2005
415 E North Water St, Chicago, IL 60611
$-31,286
Cash flow
-54.4%
Cash-on-Cash Return

-6.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MRED

$259,000

1 bds | 1 ba | 0 sqft | built 2002
758 N Larrabee St, Chicago, IL 60654
$-294
Cash flow
-5.9%
Cash-on-Cash Return

4.3%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
MRED

$779,999

2 bds | 3 ba | 2,944 sqft | built 1878
1123 W 19th St, Chicago, IL 60608
$-689
Cash flow
-4.6%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$380,000

8 bds | 3 ba | 0 sqft | built 1914
1613 S Central Park Ave, Chicago, IL 60623
$-456
Cash flow
-6.3%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MRED

$1,745,000

3 bds | 3 ba | 2,800 sqft | built 1875
314 W Menomonee St, Chicago, IL 60614
$-4,410
Cash flow
-13.2%
Cash-on-Cash Return

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

$225,000

bds | 1 ba | 650 sqft | built 1931
2000 N Lincoln Park W, Chicago, IL 60614
$-505
Cash flow
-11.7%
Cash-on-Cash Return

3.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$59,000

4 bds | 2 ba | 0 sqft | built 1917
10452 S State St, Chicago, IL 60628
$1,189
Cash flow
23.5%
Cash-on-Cash Return

24.2%
Cap rate
3.1%
Rent to Value Ratio
Property photo
Active
MRED

$59,900

3 bds | 2 ba | 1,535 sqft | built 1893
2955 E 80th Pl, Chicago, IL 60617
$1,016
Cash flow
19.8%
Cash-on-Cash Return

20.4%
Cap rate
2.7%
Rent to Value Ratio
Property photo
Active
MRED

$295,000

4 bds | 2 ba | 1,523 sqft | built 1930
9912 S Yale Ave, Chicago, IL 60628
$404
Cash flow
7.1%
Cash-on-Cash Return

7.3%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$315,000

1 bds | 1 ba | 0 sqft | built 2007
3920 N Sheridan Rd, Chicago, IL 60613
$-678
Cash flow
-11.2%
Cash-on-Cash Return

3.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
MRED

$299,000

2 bds | 2 ba | 911 sqft | built 2005
1720 S Michigan Ave, Chicago, IL 60616
$-668
Cash flow
-11.7%
Cash-on-Cash Return

3.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
MRED

$319,900

4 bds | 2 ba | 1,016 sqft | built 1926
7240 S Oakley Ave, Chicago, IL 60636
$-552
Cash flow
-9.0%
Cash-on-Cash Return

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

$299,000

1 bds | 1 ba | 876 sqft | built 1955
900 N Lake Shore Dr, Chicago, IL 60611
$-923
Cash flow
-16.1%
Cash-on-Cash Return

2.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$259,000

3 bds | 2 ba | 1,700 sqft | built 2005
6526 S Kimbark Ave, Chicago, IL 60637
$-199
Cash flow
-4.0%
Cash-on-Cash Return

4.8%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
MRED

$549,999

8 bds | 3 ba | 0 sqft | built 1911
2701 W 24th Pl, Chicago, IL 60608
$-1,741
Cash flow
-16.5%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MRED

$90,000

3 bds | 2 ba | 1,200 sqft | built 1973
10616 S Lafayette Ave, Chicago, IL 60628
$875
Cash flow
50.7%
Cash-on-Cash Return

17.3%
Cap rate
2.2%
Rent to Value Ratio
Property photo
Active
MRED

$679,000

4 bds | 2 ba | 2,900 sqft | built 1908
4616 N Kostner Ave, Chicago, IL 60630
$-507
Cash flow
-3.9%
Cash-on-Cash Return

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

$185,000

5 bds | 2 ba | 0 sqft | built 1890
5336 S Honore St, Chicago, IL 60609
$493
Cash flow
13.9%
Cash-on-Cash Return

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

$380,000

10 bds | 3 ba | 0 sqft | built 1898
4146 W Jackson Blvd, Chicago, IL 60624
$-903
Cash flow
-12.4%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MRED

$515,000

2 bds | 2 ba | 1,600 sqft | built 1964
260 E Chestnut St, Chicago, IL 60611
$-1,777
Cash flow
-18.0%
Cash-on-Cash Return

1.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
MRED

$899,995

6 bds | 4 ba | 3,627 sqft | built 1940
5801 N Drake Ave, Chicago, IL 60659
$-532
Cash flow
-3.1%
Cash-on-Cash Return

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

$369,900

4 bds | 3 ba | 2,500 sqft | built 1903
7042 S Eberhart Ave, Chicago, IL 60637
$-303
Cash flow
-4.3%
Cash-on-Cash Return

4.7%
Cap rate
0.6%
Rent to Value Ratio