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.

2,008 out of 2,175 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

$190,000

2 bds | 1 ba | 872 sqft | built 1970
1006 Plantation Dr, Kissimmee, FL 34741
$-34
Cash flow
-0.9%
Cash-on-Cash Return

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

$394,500

4 bds | 2 ba | 1,220 sqft | built 1997
111 Windy Dune Ct, Kissimmee, FL 34743
$-698
Cash flow
-9.2%
Cash-on-Cash Return

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

$220,000

2 bds | 2 ba | 1,445 sqft | built 2007
9051 Treasure Trove Ln, Kissimmee, FL 34747
$-580
Cash flow
-13.8%
Cash-on-Cash Return

3.0%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
StellarMLS

$300,000

3 bds | 2 ba | 1,357 sqft | built 1998
8711 Rockingham Ter, Kissimmee, FL 34747
$110
Cash flow
1.9%
Cash-on-Cash Return

6.6%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$275,000

3 bds | 2 ba | 1,453 sqft | built 1998
910 Nancy Ct, Kissimmee, FL 34759
$-422
Cash flow
-8.0%
Cash-on-Cash Return

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

$398,000

4 bds | 3 ba | 1,694 sqft | built 2014
2901 Edenshire Way, Kissimmee, FL 34746
$-1,103
Cash flow
-14.5%
Cash-on-Cash Return

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

$499,000

4 bds | 3 ba | 2,151 sqft | built 2021
1767 Bee Nice Dr, Kissimmee, FL 34744
$-1,337
Cash flow
-14.0%
Cash-on-Cash Return

2.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$409,000

3 bds | 3 ba | 2,232 sqft | built 1996
148 Harwood Cir, Kissimmee, FL 34744
$-655
Cash flow
-8.4%
Cash-on-Cash Return

4.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$595,000

4 bds | 3 ba | 1,914 sqft | built 2022
4241 Paragraph Dr, Kissimmee, FL 34746
$-981
Cash flow
-8.6%
Cash-on-Cash Return

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

$380,000

4 bds | 3 ba | 1,636 sqft | built 2008
4577 Alberto Cir, Kissimmee, FL 34746
$-961
Cash flow
-13.2%
Cash-on-Cash Return

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

$354,900

3 bds | 3 ba | 1,452 sqft | built 2021
1800 Houston St, Kissimmee, FL 34743
$-784
Cash flow
-11.5%
Cash-on-Cash Return

3.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$225,000

3 bds | 2 ba | 1,287 sqft | built 1990
2743 N Poinciana Blvd, Kissimmee, FL 34746
$-667
Cash flow
-15.5%
Cash-on-Cash Return

2.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$259,900

3 bds | 2 ba | 1,268 sqft | built 2003
2306 Silver Palm Dr, Kissimmee, FL 34747
$-583
Cash flow
-11.7%
Cash-on-Cash Return

3.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$673,000

6 bds | 5 ba | 2,987 sqft | built 2020
8933 Amelia Downs Trl, Kissimmee, FL 34747
$-2,099
Cash flow
-16.3%
Cash-on-Cash Return

2.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$440,000

3 bds | 3 ba | 1,684 sqft | built 2006
2545 Harris Blvd, Kissimmee, FL 34746
$-490
Cash flow
-5.8%
Cash-on-Cash Return

4.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$550,000

6 bds | 4 ba | 2,658 sqft | built 1999
2606 Royal Fern Pl, Kissimmee, FL 34758
$-960
Cash flow
-9.1%
Cash-on-Cash Return

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

$475,000

4 bds | 3 ba | 1,649 sqft | built 2015
5107 Killarney Way, Kissimmee, FL 34746
$-1,120
Cash flow
-12.3%
Cash-on-Cash Return

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

$370,000

4 bds | 3 ba | 1,340 sqft | built 2009
3083 Yellow Lantana Ln, Kissimmee, FL 34747
$-1,018
Cash flow
-14.4%
Cash-on-Cash Return

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

$749,989

6 bds | 5 ba | 3,203 sqft | built 2018
7650 Fairfax Dr, Kissimmee, FL 34747
$-2,165
Cash flow
-15.1%
Cash-on-Cash Return

2.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$599,000

6 bds | 4 ba | 2,872 sqft | built 2019
4501 Monado Dr, Kissimmee, FL 34746
$-1,675
Cash flow
-14.6%
Cash-on-Cash Return

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

$348,000

2 bds | 2 ba | 1,126 sqft | built 2018
4741 Clock Tower Dr, Kissimmee, FL 34746
$-1,228
Cash flow
-18.4%
Cash-on-Cash Return

1.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$349,000

3 bds | 3 ba | 2,079 sqft | built 2007
2018 Gold Spring Cv, Kissimmee, FL 34743
$-622
Cash flow
-9.3%
Cash-on-Cash Return

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

$399,999

3 bds | 2 ba | 1,392 sqft | built 2001
701 Westpark Way, Kissimmee, FL 34747
$-761
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$719,000

6 bds | 5 ba | 3,291 sqft | built 2016
4738 Sleepy Hollow Dr, Kissimmee, FL 34746
$-1,988
Cash flow
-14.4%
Cash-on-Cash Return

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

$835,000

9 bds | 7 ba | 4,363 sqft | built 2019
1840 Caribbean View Ter, Kissimmee, FL 34747
$-2,009
Cash flow
-12.6%
Cash-on-Cash Return

3.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$514,800

5 bds | 5 ba | 2,294 sqft | built 2021
2166 Fleming Mist Pl, Kissimmee, FL 34747
$-1,367
Cash flow
-13.9%
Cash-on-Cash Return

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

$565,000

6 bds | 4 ba | 2,872 sqft | built 2019
4571 Cabello Loop, Kissimmee, FL 34746
$-1,501
Cash flow
-13.9%
Cash-on-Cash Return

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

$395,990

3 bds | 3 ba | 1,802 sqft | built 2022
1608 Cross Prairie Pkwy, Kissimmee, FL 34744
$-822
Cash flow
-10.8%
Cash-on-Cash Return

3.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$243,000

2 bds | 2 ba | 1,038 sqft | built 1986
453 Hunter Cir, Kissimmee, FL 34758
$-552
Cash flow
-11.9%
Cash-on-Cash Return

3.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$284,000

2 bds | 2 ba | 1,014 sqft | built 1987
315 Lauderdale Ct, Kissimmee, FL 34759
$-524
Cash flow
-9.6%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$399,800

3 bds | 2 ba | 1,329 sqft | built 2020
3150 Paradox Cir, Kissimmee, FL 34746
$-1,384
Cash flow
-18.1%
Cash-on-Cash Return

2.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$589,000

3 bds | 4 ba | 2,195 sqft | built 2018
7482 Brooklyn Dr, Kissimmee, FL 34747
$-1,651
Cash flow
-14.6%
Cash-on-Cash Return

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

$750,000

8 bds | 5 ba | 3,248 sqft | built 2019
4565 Cabello Loop, Kissimmee, FL 34746
$-2,173
Cash flow
-15.1%
Cash-on-Cash Return

2.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$379,000

2 bds | 3 ba | 1,465 sqft | built 2001
1054 Waterside Dr, Kissimmee, FL 34747
$-690
Cash flow
-9.5%
Cash-on-Cash Return

4.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$339,000

4 bds | 3 ba | 1,694 sqft | built 2018
3212 Cupid Pl, Kissimmee, FL 34747
$-999
Cash flow
-15.4%
Cash-on-Cash Return

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

$499,990

4 bds | 3 ba | 1,914 sqft | built 2017
3053 Gatsby St, Kissimmee, FL 34746
$-1,687
Cash flow
-17.6%
Cash-on-Cash Return

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

$530,000

5 bds | 4 ba | 4,155 sqft | built 2004
3211 Eagle Watch Dr, Kissimmee, FL 34746
$-1,167
Cash flow
-11.5%
Cash-on-Cash Return

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

$515,000

5 bds | 4 ba | 2,263 sqft | built 2019
8921 Sydney Ave, Kissimmee, FL 34747
$-1,538
Cash flow
-15.6%
Cash-on-Cash Return

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

$550,000

5 bds | 4 ba | 2,636 sqft | built 2004
3571 Maple Ridge Loop, Kissimmee, FL 34741
$-839
Cash flow
-8.0%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$489,000

4 bds | 3 ba | 1,791 sqft | built 2002
2660 Oneida Loop, Kissimmee, FL 34747
$-872
Cash flow
-9.3%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio