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

Kissimmee, FL Investment Properties for Sale

Browse homes for sale and investment properties in Kissimmee, FL. Refine your search by price, property type, or more.

1,714 out of 1,870 properties for sale in Kissimmee, FL

Limited Results Shown

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

Property photo
Active
StellarMLS

$275,000

3 bds | 3 ba | 1,406 sqft | built 1999
1642 Windsor Oak Ct, Kissimmee, FL 34744
$-352
Cash flow
-6.7%
Cash-on-Cash Return

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

$329,900

4 bds | 3 ba | 1,616 sqft | built 2001
8704 Knightsbridge Ct, Kissimmee, FL 34747
$-1,009
Cash flow
-16.0%
Cash-on-Cash Return

2.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$367,900

3 bds | 2 ba | 1,413 sqft | built 1995
2301 Finwick Ct, Kissimmee, FL 34743
$-795
Cash flow
-11.3%
Cash-on-Cash Return

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

$335,000

4 bds | 2 ba | 1,808 sqft | built 2019
830 Cabaret Ct, Kissimmee, FL 34759
$-687
Cash flow
-10.7%
Cash-on-Cash Return

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

$430,000

4 bds | 3 ba | 2,091 sqft | built 2023
200 Citrine Loop, Kissimmee, FL 34758
$-1,086
Cash flow
-13.2%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$438,000

4 bds | 3 ba | 2,162 sqft | built 2006
4447 Maple Chase Trl, Kissimmee, FL 34758
$-627
Cash flow
-7.5%
Cash-on-Cash Return

4.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$329,990

2 bds | 2 ba | 1,512 sqft | built 2000
3244 River Branch Cir, Kissimmee, FL 34741
$-898
Cash flow
-14.2%
Cash-on-Cash Return

3.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$519,900

4 bds | 3 ba | 1,914 sqft | built 2019
4983 Windermere Ave, Kissimmee, FL 34746
$-1,509
Cash flow
-15.1%
Cash-on-Cash Return

2.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$470,000

4 bds | 2 ba | 1,824 sqft | built 2023
1278 Asher Mason Ave, Kissimmee, FL 34744
$-1,267
Cash flow
-14.1%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$335,000

4 bds | 3 ba | 2,103 sqft | built 2005
609 Linnet Ct, Kissimmee, FL 34759
$-634
Cash flow
-9.9%
Cash-on-Cash Return

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

$374,900

3 bds | 3 ba | 1,300 sqft | built 2003
1621 Sunny St, Kissimmee, FL 34741
$-647
Cash flow
-9.0%
Cash-on-Cash Return

4.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Pending
StellarMLS

$679,900

3 bds | 2 ba | 1,975 sqft | built 1994
1391 Terry Ln, Kissimmee, FL 34744
$-1,929
Cash flow
-14.8%
Cash-on-Cash Return

2.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$234,900

3 bds | 2 ba | 1,268 sqft | built 2001
8101 Coconut Palm Way, Kissimmee, FL 34747
$-301
Cash flow
-6.7%
Cash-on-Cash Return

4.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$520,000

4 bds | 3 ba | 2,282 sqft | built 2021
2598 Trielle Ave, Kissimmee, FL 34741
$-1,506
Cash flow
-15.1%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$495,000

4 bds | 3 ba | 2,761 sqft | built 2013
1043 Tourmaline Dr, Kissimmee, FL 34746
$-1,507
Cash flow
-15.9%
Cash-on-Cash Return

2.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$255,000

2 bds | 3 ba | 1,161 sqft | built 2010
3019 White Orchid Rd, Kissimmee, FL 34747
$-730
Cash flow
-14.9%
Cash-on-Cash Return

2.8%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$320,000

4 bds | 2 ba | 2,093 sqft | built 2005
1321 Dunbarton Ct, Kissimmee, FL 34758
$-606
Cash flow
-9.9%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Pending
StellarMLS

$819,700

3 bds | 2 ba | 2,660 sqft | built 1988
8310 Happy Trl, Kissimmee, FL 34747
$-2,702
Cash flow
-17.2%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SEF

$419,000

3 bds | 3 ba | 0 sqft | built 2019
1515 Carey Palm Cir, Kissimmee, FL 34747
$-780
Cash flow
-9.7%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,750,000

15 bds | 17 ba | 6,374 sqft | built 2023
3880 Sonoma Blvd, Kissimmee, FL 34741
$-8,521
Cash flow
-25.4%
Cash-on-Cash Return

0.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$394,000

4 bds | 2 ba | 1,822 sqft | built 2001
664 Eagle Pointe S, Kissimmee, FL 34746
$-1,063
Cash flow
-14.1%
Cash-on-Cash Return

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

$459,900

4 bds | 3 ba | 1,914 sqft | built 2015
4875 Clock Tower Dr, Kissimmee, FL 34746
$-1,610
Cash flow
-18.3%
Cash-on-Cash Return

2.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$305,000

3 bds | 2 ba | 1,442 sqft | built 1997
812 Adour Dr, Kissimmee, FL 34759
$-588
Cash flow
-10.1%
Cash-on-Cash Return

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

$685,000

8 bds | 6 ba | 3,667 sqft | built 2004
8518 La Isla Dr, Kissimmee, FL 34747
$-2,177
Cash flow
-16.6%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$510,000

5 bds | 4 ba | 2,492 sqft | built 2019
8926 Zurich Ln, Kissimmee, FL 34747
$-1,488
Cash flow
-15.2%
Cash-on-Cash Return

2.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$325,000

2 bds | 2 ba | 1,126 sqft | built 2020
3150 Paradox Cir, Kissimmee, FL 34746
$-1,240
Cash flow
-19.9%
Cash-on-Cash Return

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

$615,088

3 bds | 3 ba | 1,880 sqft | built 1998
476 Water St, Kissimmee, FL 34747
$-2,402
Cash flow
-20.4%
Cash-on-Cash Return

1.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$410,000

3 bds | 2 ba | 1,383 sqft | built 2002
2406 Placid Way, Kissimmee, FL 34758
$-899
Cash flow
-11.4%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Pending
StellarMLS

$379,000

3 bds | 2 ba | 1,302 sqft | built 2018
344 Buenaventura Blvd, Kissimmee, FL 34743
$-724
Cash flow
-10.0%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$440,000

4 bds | 3 ba | 2,383 sqft | built 2006
2332 Andrews Valley Dr, Kissimmee, FL 34758
$-1,018
Cash flow
-12.1%
Cash-on-Cash Return

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

$279,900

4 bds | 3 ba | 1,880 sqft | built 2007
2737 Club Cortile Cir, Kissimmee, FL 34746
$-565
Cash flow
-10.5%
Cash-on-Cash Return

3.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$649,999

6 bds | 5 ba | 3,789 sqft | built 2018
9038 Sunshine Ridge Loop, Kissimmee, FL 34747
$-1,846
Cash flow
-14.8%
Cash-on-Cash Return

2.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$299,990

3 bds | 2 ba | 1,728 sqft | built 1997
1064 Universal Rest Pl, Kissimmee, FL 34744
$-494
Cash flow
-8.6%
Cash-on-Cash Return

4.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$510,000

5 bds | 4 ba | 2,492 sqft | built 2019
8930 Zurich Ln, Kissimmee, FL 34747
$-1,416
Cash flow
-14.5%
Cash-on-Cash Return

3.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Pending
StellarMLS

$205,000

3 bds | 2 ba | 1,296 sqft | built 2003
4008 San Gallo Dr, Kissimmee, FL 34741
$-601
Cash flow
-15.3%
Cash-on-Cash Return

2.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$350,000

3 bds | 3 ba | 1,440 sqft | built 2003
2346 Silver Palm Dr, Kissimmee, FL 34747
$-1,093
Cash flow
-16.3%
Cash-on-Cash Return

2.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Pending
StellarMLS

$350,000

4 bds | 3 ba | 1,694 sqft | built 2014
5356 Diplomat Ct, Kissimmee, FL 34746
$-895
Cash flow
-13.3%
Cash-on-Cash Return

3.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$290,000

3 bds | 3 ba | 1,471 sqft | built 1989
109 Lakepointe Cir, Kissimmee, FL 34743
$-634
Cash flow
-11.4%
Cash-on-Cash Return

3.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$379,900

4 bds | 3 ba | 2,388 sqft | built 2001
4208 Lugano Ct, Kissimmee, FL 34746
$-1,040
Cash flow
-14.3%
Cash-on-Cash Return

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

$380,000

2 bds | 2 ba | 1,465 sqft | built 2001
1038 Waterside Dr, Kissimmee, FL 34747
$-999
Cash flow
-13.7%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio