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.

1,705 out of 1,861 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

$180,000

2 bds | 2 ba | 932 sqft | built 1988
437 Fountainhead Cir, Kissimmee, FL 34741
$-305
Cash flow
-8.8%
Cash-on-Cash Return

4.1%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$239,900

2 bds | 1 ba | 750 sqft | built 1982
13 W Marbrisa Way, Kissimmee, FL 34743
$-270
Cash flow
-5.9%
Cash-on-Cash Return

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

$553,900

6 bds | 6 ba | 2,874 sqft | built 2010
2514 Dharma Cir, Kissimmee, FL 34746
$-1,306
Cash flow
-12.3%
Cash-on-Cash Return

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

$348,950

3 bds | 3 ba | 1,876 sqft | built 1998
5203 Jasmine Trace Ln, Kissimmee, FL 34758
$-740
Cash flow
-11.1%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$270,000

2 bds | 1 ba | 889 sqft | built 1952
721 S Clyde Ave, Kissimmee, FL 34741
$-453
Cash flow
-8.8%
Cash-on-Cash Return

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

$369,900

4 bds | 2 ba | 1,740 sqft | built 2000
123 S Roma Way, Kissimmee, FL 34746
$-642
Cash flow
-9.1%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$625,000

3 bds | 2 ba | 1,776 sqft | built 1982
3380 Blossom St, Kissimmee, FL 34746
$-2,141
Cash flow
-17.9%
Cash-on-Cash Return

2.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$189,000

2 bds | 2 ba | 937 sqft | built 1990
3034 Parkway Blvd, Kissimmee, FL 34747
$90
Cash flow
2.5%
Cash-on-Cash Return

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

$449,900

3 bds | 3 ba | 2,245 sqft | built 1991
2376 Nightingale Ln, Kissimmee, FL 34746
$-750
Cash flow
-8.7%
Cash-on-Cash Return

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

$2,800,000

5 bds | 3 ba | 3,652 sqft | built 1979
4151 Boggy Creek Rd, Kissimmee, FL 34744
$-11,702
Cash flow
-21.8%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$529,900

5 bds | 4 ba | 2,136 sqft | built 1999
2627 Autumn Creek Cir, Kissimmee, FL 34747
$-1,112
Cash flow
-10.9%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$399,000

3 bds | 2 ba | 1,672 sqft | built 2019
2416 White Poppy Dr, Kissimmee, FL 34747
$-1,000
Cash flow
-13.1%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$224,900

3 bds | 1 ba | 974 sqft | built 1995
909 San Paulo Way, Kissimmee, FL 34758
$-521
Cash flow
-12.1%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$725,000

5 bds | 5 ba | 3,081 sqft | built 2016
4740 Sleepy Hollow Dr, Kissimmee, FL 34746
$-2,161
Cash flow
-15.6%
Cash-on-Cash Return

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

$319,950

4 bds | 2 ba | 1,695 sqft | built 2022
246 Cheshire Ct, Kissimmee, FL 34758
$-466
Cash flow
-7.6%
Cash-on-Cash Return

4.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$378,000

4 bds | 2 ba | 2,099 sqft | built 2014
2983 Boating Blvd, Kissimmee, FL 34746
$-905
Cash flow
-12.5%
Cash-on-Cash Return

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

$400,000

3 bds | 4 ba | 2,268 sqft | built 2015
7667 Recife Dr, Kissimmee, FL 34747
$-912
Cash flow
-11.9%
Cash-on-Cash Return

3.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$460,000

4 bds | 5 ba | 2,090 sqft | built 2020
2170 Cooper Bell Pl, Kissimmee, FL 34747
$-2,051
Cash flow
-23.3%
Cash-on-Cash Return

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

$470,000

5 bds | 3 ba | 2,836 sqft | built 2019
383 Blue Lake Cir, Kissimmee, FL 34758
$-1,084
Cash flow
-12.0%
Cash-on-Cash Return

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

$385,000

3 bds | 2 ba | 1,580 sqft | built 1992
2779 Theresa Dr, Kissimmee, FL 34744
$-478
Cash flow
-6.5%
Cash-on-Cash Return

4.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$379,000

4 bds | 3 ba | 2,249 sqft | built 2017
1723 Brassie Ct, Kissimmee, FL 34746
$-633
Cash flow
-8.7%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$320,000

3 bds | 2 ba | 1,122 sqft | built 1992
657 Mc Kinley Ct, Kissimmee, FL 34758
$-696
Cash flow
-11.3%
Cash-on-Cash Return

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

$517,500

4 bds | 3 ba | 1,914 sqft | built 2018
4903 Windermere Ave, Kissimmee, FL 34746
$-1,590
Cash flow
-16.0%
Cash-on-Cash Return

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

$349,900

4 bds | 2 ba | 1,980 sqft | built 2006
4034 Bougainvillea Pl, Kissimmee, FL 34746
$-849
Cash flow
-12.7%
Cash-on-Cash Return

3.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$425,000

5 bds | 3 ba | 2,915 sqft | built 2020
4427 Blackbird St, Kissimmee, FL 34746
$-736
Cash flow
-9.0%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$285,000

3 bds | 2 ba | 1,300 sqft | built 2018
3229 Cupid Pl, Kissimmee, FL 34747
$-726
Cash flow
-13.3%
Cash-on-Cash Return

3.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$599,999

6 bds | 6 ba | 2,936 sqft | built 2015
341 E Lake St, Kissimmee, FL 34744
$-2,021
Cash flow
-17.6%
Cash-on-Cash Return

2.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$650,000

6 bds | 4 ba | 3,651 sqft | built 2006
3759 Eagle Isle Cir, Kissimmee, FL 34746
$-2,011
Cash flow
-16.1%
Cash-on-Cash Return

2.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$499,000

5 bds | 5 ba | 2,263 sqft | built 2020
2439 Dubai St, Kissimmee, FL 34747
$-1,171
Cash flow
-12.2%
Cash-on-Cash Return

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

$255,000

3 bds | 2 ba | 1,433 sqft | built 2007
3001 Greystone Loop, Kissimmee, FL 34741
$-757
Cash flow
-15.5%
Cash-on-Cash Return

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

$565,000

5 bds | 4 ba | 2,168 sqft | built 2021
4184 Paragraph Dr, Kissimmee, FL 34746
$-1,914
Cash flow
-17.7%
Cash-on-Cash Return

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

$335,000

3 bds | 2 ba | 1,483 sqft | built 2015
2860 Orange Haven Way, Kissimmee, FL 34746
$-617
Cash flow
-9.6%
Cash-on-Cash Return

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

$329,999

3 bds | 2 ba | 0 sqft | built 1990
211 Dalton Dr, Kissimmee, FL 34758
$-781
Cash flow
-12.3%
Cash-on-Cash Return

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

$339,900

3 bds | 3 ba | 1,470 sqft | built 2011
3002 Secret Lake Dr, Kissimmee, FL 34747
$-355
Cash flow
-5.4%
Cash-on-Cash Return

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

$377,000

3 bds | 3 ba | 1,797 sqft | built 2022
7433 Stone Creek Trl, Kissimmee, FL 34747
$-899
Cash flow
-12.4%
Cash-on-Cash Return

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

$324,900

3 bds | 2 ba | 1,612 sqft | built 1989
303 Silk Oak Dr, Kissimmee, FL 34743
$-442
Cash flow
-7.1%
Cash-on-Cash Return

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

$425,000

3 bds | 2 ba | 1,642 sqft | built 1995
2506 Shelby Cir, Kissimmee, FL 34743
$-855
Cash flow
-10.5%
Cash-on-Cash Return

3.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$279,500

3 bds | 2 ba | 1,296 sqft | built 2006
2620 Lodi Cir, Kissimmee, FL 34746
$-1,013
Cash flow
-18.9%
Cash-on-Cash Return

1.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$389,000

3 bds | 3 ba | 1,584 sqft | built 2020
3128 Camino Real Dr N, Kissimmee, FL 34744
$-1,049
Cash flow
-14.1%
Cash-on-Cash Return

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

$485,000

3 bds | 3 ba | 2,272 sqft | built 2023
1765 Petiole Pl, Kissimmee, FL 34744
$-722
Cash flow
-7.8%
Cash-on-Cash Return

4.4%
Cap rate
0.7%
Rent to Value Ratio