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.

1,796 out of 1,944 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

$314,000

3 bds | 2 ba | 1,855 sqft | built 2002
478 Acacia Tree Way, Kissimmee, FL 34758
$-552
Cash flow
-9.2%
Cash-on-Cash Return

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

$739,000

6 bds | 5 ba | 3,343 sqft | built 2022
4367 Rhyme St, Kissimmee, FL 34746
$-2,363
Cash flow
-16.7%
Cash-on-Cash Return

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

$925,000

4 bds | 3 ba | 3,577 sqft | built 2012
111 E Monument Ave, Kissimmee, FL 34741
$-2,401
Cash flow
-13.5%
Cash-on-Cash Return

3.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$269,000

2 bds | 2 ba | 1,054 sqft | built 1989
258 Magellan Dr, Kissimmee, FL 34758
$-491
Cash flow
-9.5%
Cash-on-Cash Return

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

$620,000

4 bds | 3 ba | 1,902 sqft | built 2023
2460 Reading Trl, Kissimmee, FL 34746
$-2,496
Cash flow
-21.0%
Cash-on-Cash Return

1.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,600,000

4 bds | 4 ba | 3,005 sqft | built 1998
934 Westpark Dr, Kissimmee, FL 34747
$-5,644
Cash flow
-18.4%
Cash-on-Cash Return

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

$310,000

4 bds | 3 ba | 1,926 sqft | built 2006
2862 Grasmere View Pkwy, Kissimmee, FL 34746
$-909
Cash flow
-15.3%
Cash-on-Cash Return

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

$670,990

3 bds | 2 ba | 1,629 sqft | built 1985
2810 Horton Rd, Kissimmee, FL 34744
$-1,762
Cash flow
-13.7%
Cash-on-Cash Return

3.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$849,000

6 bds | 6 ba | 3,760 sqft | built 2022
4185 Paragraph Dr, Kissimmee, FL 34746
$-3,341
Cash flow
-20.5%
Cash-on-Cash Return

1.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$575,000

6 bds | 5 ba | 2,677 sqft | built 2000
7912 Golden Pond Cir, Kissimmee, FL 34747
$-1,406
Cash flow
-12.8%
Cash-on-Cash Return

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

$275,000

3 bds | 2 ba | 1,293 sqft | built 1998
253 Churchill Ct, Kissimmee, FL 34758
$-563
Cash flow
-10.7%
Cash-on-Cash Return

3.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$384,995

4 bds | 2 ba | 1,740 sqft | built 1999
162 Seneca Point Trl, Kissimmee, FL 34746
$-688
Cash flow
-9.3%
Cash-on-Cash Return

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

$550,000

4 bds | 3 ba | 2,452 sqft | built 2005
3533 Somerset Cir, Kissimmee, FL 34746
$-1,870
Cash flow
-17.7%
Cash-on-Cash Return

2.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SEF

$525,000

5 bds | 2 ba | 2,242 sqft | built 1979
1601 Regal Oak Dr, Kissimmee, FL 34744
$-1,178
Cash flow
-11.7%
Cash-on-Cash Return

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

$774,900

3 bds | 2 ba | 2,790 sqft | built 1987
2921 Lake Tohopekaliga Blvd, Kissimmee, FL 34746
$-2,098
Cash flow
-14.1%
Cash-on-Cash Return

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

$249,900

2 bds | 2 ba | 1,048 sqft | built 2000
8816 Dunes Ct, Kissimmee, FL 34747
$-733
Cash flow
-15.3%
Cash-on-Cash Return

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

$249,900

3 bds | 2 ba | 1,296 sqft | built 2003
4002 San Gallo Dr, Kissimmee, FL 34741
$-735
Cash flow
-15.3%
Cash-on-Cash Return

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

$339,000

4 bds | 3 ba | 2,144 sqft | built 2000
310 Dagama Ct, Kissimmee, FL 34758
$-601
Cash flow
-9.2%
Cash-on-Cash Return

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

$985,000

4 bds | 3 ba | 3,001 sqft | built 1990
3181 Canter Ln, Kissimmee, FL 34746
$-3,117
Cash flow
-16.5%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$397,000

4 bds | 2 ba | 1,580 sqft | built 2022
2601 Blowing Breeze Ave, Kissimmee, FL 34744
$-1,032
Cash flow
-13.6%
Cash-on-Cash Return

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

$359,900

3 bds | 2 ba | 1,262 sqft | built 1987
3226 Midnight Star Ct, Kissimmee, FL 34744
$-414
Cash flow
-6.0%
Cash-on-Cash Return

4.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$479,900

3 bds | 3 ba | 1,538 sqft | built 2019
3004 Latitude Ln, Kissimmee, FL 34747
$-1,392
Cash flow
-15.1%
Cash-on-Cash Return

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

$390,000

4 bds | 3 ba | 3,040 sqft | built 2018
355 Churchill Ct, Kissimmee, FL 34759
$-672
Cash flow
-9.0%
Cash-on-Cash Return

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

$730,000

7 bds | 6 ba | 3,314 sqft | built 2015
1892 Gobi Dr, Kissimmee, FL 34747
$-2,459
Cash flow
-17.6%
Cash-on-Cash Return

2.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$435,000

4 bds | 2 ba | 2,236 sqft | built 2003
2357 Great Harbor Dr, Kissimmee, FL 34746
$-736
Cash flow
-8.8%
Cash-on-Cash Return

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

$535,000

4 bds | 5 ba | 2,356 sqft | built 2018
7478 Brooklyn Dr, Kissimmee, FL 34747
$-2,169
Cash flow
-21.2%
Cash-on-Cash Return

1.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$405,000

3 bds | 3 ba | 1,440 sqft | built 2005
2585 Maneshaw Ln, Kissimmee, FL 34747
$-1,440
Cash flow
-18.6%
Cash-on-Cash Return

2.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$449,000

4 bds | 3 ba | 1,760 sqft | built 2004
2591 Oneida Loop, Kissimmee, FL 34747
$-1,026
Cash flow
-11.9%
Cash-on-Cash Return

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

$580,000

4 bds | 4 ba | 2,676 sqft | built 2020
2824 Noble Crow Dr, Kissimmee, FL 34744
$-1,541
Cash flow
-13.9%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$257,500

3 bds | 3 ba | 1,549 sqft | built 2014
2940 Tanzanite Ter, Kissimmee, FL 34758
$-455
Cash flow
-9.2%
Cash-on-Cash Return

4.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$360,000

3 bds | 2 ba | 1,549 sqft | built 1992
2773 Woodstream Cir, Kissimmee, FL 34743
$-752
Cash flow
-10.9%
Cash-on-Cash Return

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

$185,000

2 bds | 2 ba | 928 sqft | built 1992
3205 Sabal Palms Ct, Kissimmee, FL 34747
$-368
Cash flow
-10.4%
Cash-on-Cash Return

3.9%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
StellarMLS

$380,000

3 bds | 2 ba | 1,535 sqft | built 1988
910 Amy Ridge Ct, Kissimmee, FL 34747
$-590
Cash flow
-8.1%
Cash-on-Cash Return

4.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$340,000

3 bds | 2 ba | 1,659 sqft | built 1995
1021 Golfside Ct, Kissimmee, FL 34741
$-505
Cash flow
-7.7%
Cash-on-Cash Return

4.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$315,000

3 bds | 3 ba | 1,440 sqft | built 2003
2409 Silver Palm Dr, Kissimmee, FL 34747
$-1,011
Cash flow
-16.7%
Cash-on-Cash Return

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

$505,990

5 bds | 5 ba | 3,015 sqft | built 2012
8923 Cuban Palm Rd, Kissimmee, FL 34747
$-1,413
Cash flow
-14.6%
Cash-on-Cash Return

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

$679,999

4 bds | 3 ba | 2,841 sqft | built 1988
2525 Ridgeway Dr, Kissimmee, FL 34746
$-1,030
Cash flow
-7.9%
Cash-on-Cash Return

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

$499,990

4 bds | 3 ba | 1,902 sqft | built 2012
3061 Beach Palm Ave, Kissimmee, FL 34747
$-2,056
Cash flow
-21.5%
Cash-on-Cash Return

1.3%
Cap rate
0.5%
Rent to Value Ratio