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.

410 out of 2,577 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
StellarMLS

$235,500

3 bds | 2 ba | 1,214 sqft | built 1990
46 Silver Falls Cir, Kissimmee, FL 34743
$-203
Cash flow
-4.5%
Cash-on-Cash Return

5.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$825,000

8 bds | 6 ba | 3,612 sqft | built 2016
7527 Marker Ave, Kissimmee, FL 34747
$-3,293
Cash flow
-20.8%
Cash-on-Cash Return

1.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
StellarMLS

$260,000

3 bds | 2 ba | 1,296 sqft | built 2004
2203 San Vittorino Cir, Kissimmee, FL 34741
$-733
Cash flow
-14.7%
Cash-on-Cash Return

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

$379,000

4 bds | 2 ba | 2,010 sqft | built 2005
5273 Sunset Canyon Dr, Kissimmee, FL 34758
$-460
Cash flow
-6.3%
Cash-on-Cash Return

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

$500,000

4 bds | 3 ba | 1,960 sqft | built 2005
2805 Lido Key Ct, Kissimmee, FL 34747
$-1,515
Cash flow
-15.8%
Cash-on-Cash Return

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

$399,900

3 bds | 2 ba | 1,410 sqft | built 1988
3260 Pinto Dr, Kissimmee, FL 34746
$-892
Cash flow
-11.6%
Cash-on-Cash Return

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

$249,900

3 bds | 3 ba | 1,277 sqft | built 2002
1084 Park Ridge Cir, Kissimmee, FL 34746
$-766
Cash flow
-16.0%
Cash-on-Cash Return

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

$415,000

4 bds | 3 ba | 1,960 sqft | built 2005
2728 Portchester Ct, Kissimmee, FL 34744
$-943
Cash flow
-11.9%
Cash-on-Cash Return

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

$294,000

3 bds | 2 ba | 1,333 sqft | built 1983
572 Floral Dr, Kissimmee, FL 34743
$-359
Cash flow
-6.4%
Cash-on-Cash Return

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

$447,000

3 bds | 2 ba | 1,706 sqft | built 2021
2547 Trielle Ave, Kissimmee, FL 34741
$-1,274
Cash flow
-14.9%
Cash-on-Cash Return

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

$650,000

9 bds | 6 ba | 4,391 sqft | built 2016
2186 Tripoli Ct, Kissimmee, FL 34747
$-2,164
Cash flow
-17.4%
Cash-on-Cash Return

2.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
StellarMLS

$229,000

2 bds | 2 ba | 1,062 sqft | built 2008
3175 Feltrim Pl, Kissimmee, FL 34747
$-154
Cash flow
-3.5%
Cash-on-Cash Return

5.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$545,000

4 bds | 3 ba | 2,830 sqft | built 2018
3966 Steer Beach Pl, Kissimmee, FL 34746
$-1,446
Cash flow
-13.8%
Cash-on-Cash Return

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

$875,000

3 bds | 3 ba | 1,787 sqft | built 2022
3036 Parrot Head Pl, Kissimmee, FL 34747
$-3,942
Cash flow
-23.5%
Cash-on-Cash Return

0.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$419,999

4 bds | 3 ba | 2,252 sqft | built 2015
997 La Mirada Ct, Kissimmee, FL 34744
$-942
Cash flow
-11.7%
Cash-on-Cash Return

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

$305,000

2 bds | 2 ba | 1,162 sqft | built 1982
123 Tuxpan Ln, Kissimmee, FL 34743
$-533
Cash flow
-9.1%
Cash-on-Cash Return

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

$1,325,000

4 bds | 3 ba | 3,474 sqft | built 1999
204 Celebration Blvd, Kissimmee, FL 34747
$-4,304
Cash flow
-16.9%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$375,000

3 bds | 3 ba | 1,435 sqft | built 2007
2706 Camaro Dr, Kissimmee, FL 34746
$-559
Cash flow
-7.8%
Cash-on-Cash Return

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

$1,630,000

12 bds | 12 ba | 4,762 sqft | built 2023
2436 Rama Dr, Kissimmee, FL 34746
$-6,183
Cash flow
-19.8%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$575,000

3 bds | 3 ba | 2,535 sqft | built 1990
2500 Derby Dr, Kissimmee, FL 34744
$-1,304
Cash flow
-11.8%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
StellarMLS

$499,000

4 bds | 3 ba | 2,133 sqft | built 2023
1590 Contentment Loop, Kissimmee, FL 34744
$-1,470
Cash flow
-15.4%
Cash-on-Cash Return

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

$210,000

2 bds | 2 ba | 1,026 sqft | built 1999
2208 Antigua Pl, Kissimmee, FL 34741
$-170
Cash flow
-4.2%
Cash-on-Cash Return

5.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$479,000

3 bds | 4 ba | 1,422 sqft | built 2018
3062 Pirate Way, Kissimmee, FL 34747
$-1,431
Cash flow
-15.6%
Cash-on-Cash Return

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

$479,990

4 bds | 4 ba | 1,637 sqft | built 2015
3181 Tocoa Cir, Kissimmee, FL 34746
$-1,169
Cash flow
-12.7%
Cash-on-Cash Return

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

$284,850

3 bds | 3 ba | 1,468 sqft | built 2006
1180 S Beach Cir, Kissimmee, FL 34746
$-757
Cash flow
-13.9%
Cash-on-Cash Return

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

$400,000

4 bds | 2 ba | 1,767 sqft | built 1990
116 Blackwater Ct, Kissimmee, FL 34743
$-740
Cash flow
-9.7%
Cash-on-Cash Return

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

$420,000

3 bds | 2 ba | 1,607 sqft | built 1992
2376 Flamingo Lakes Dr, Kissimmee, FL 34743
$-880
Cash flow
-10.9%
Cash-on-Cash Return

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

$1,139,900

9 bds | 9 ba | 5,030 sqft | built 2018
7647 Fairfax Dr, Kissimmee, FL 34747
$-3,604
Cash flow
-16.5%
Cash-on-Cash Return

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

$249,950

3 bds | 2 ba | 1,780 sqft | built 1985
1675 Louis Dr, Kissimmee, FL 34758
$-279
Cash flow
-5.8%
Cash-on-Cash Return

4.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$270,000

4 bds | 3 ba | 1,470 sqft | built 2005
2204 San Vittorino Cir, Kissimmee, FL 34741
$-672
Cash flow
-13.0%
Cash-on-Cash Return

3.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Beaches

$249,000

2 bds | 2 ba | 1,074 sqft | built 1986
1834 Foxhall Cir, Kissimmee, FL 34741
$-584
Cash flow
-12.2%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
SEF

$361,000

3 bds | 2 ba | 1,326 sqft | built 1988
154 Sandalwood Dr, Kissimmee, FL 34743
$-458
Cash flow
-6.6%
Cash-on-Cash Return

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

$450,000

5 bds | 5 ba | 2,263 sqft | built 2015
2030 Majorca Dr, Kissimmee, FL 34747
$-1,301
Cash flow
-15.1%
Cash-on-Cash Return

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

$364,900

3 bds | 2 ba | 1,363 sqft | built 1990
3041 Bloomsbury Dr, Kissimmee, FL 34747
$-723
Cash flow
-10.3%
Cash-on-Cash Return

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

$389,900

5 bds | 4 ba | 2,024 sqft | built 2013
8919 Bismarck Palm Rd, Kissimmee, FL 34747
$-1,158
Cash flow
-15.5%
Cash-on-Cash Return

2.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
StellarMLS

$816,000

6 bds | 8 ba | 3,451 sqft | built 2015
2682 Calistoga Ave, Kissimmee, FL 34741
$-1,840
Cash flow
-11.8%
Cash-on-Cash Return

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

$650,000

6 bds | 5 ba | 3,142 sqft | built 2017
8989 Rhodes St, Kissimmee, FL 34747
$-2,101
Cash flow
-16.9%
Cash-on-Cash Return

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

$310,000

3 bds | 3 ba | 1,540 sqft | built 2006
3166 Riachuelo Ln, Kissimmee, FL 34744
$-895
Cash flow
-15.1%
Cash-on-Cash Return

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

$499,998

4 bds | 3 ba | 1,902 sqft | built 2023
2605 Scrapbook St, Kissimmee, FL 34746
$-737
Cash flow
-7.7%
Cash-on-Cash Return

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

$425,000

4 bds | 3 ba | 2,091 sqft | built 2021
392 Citrine Loop, Kissimmee, FL 34758
$-1,092
Cash flow
-13.4%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio