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

$514,900

5 bds | 3 ba | 2,264 sqft | built 2005
3044 Camino Real Dr S, Kissimmee, FL 34744
$-849
Cash flow
-8.6%
Cash-on-Cash Return

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

$230,000

2 bds | 2 ba | 902 sqft | built 1992
3306 Sandy Shore Ln, Kissimmee, FL 34743
$-307
Cash flow
-7.0%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$289,000

2 bds | 2 ba | 1,081 sqft | built 2005
7654 Comrow St, Kissimmee, FL 34747
$-984
Cash flow
-17.8%
Cash-on-Cash Return

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

$199,900

3 bds | 2 ba | 1,357 sqft | built 1999
3157 Britannia Blvd, Kissimmee, FL 34747
$-104
Cash flow
-2.7%
Cash-on-Cash Return

5.5%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$225,000

3 bds | 2 ba | 1,700 sqft | built 2007
9055 Treasure Trove Ln, Kissimmee, FL 34747
$-108
Cash flow
-2.5%
Cash-on-Cash Return

5.6%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$269,000

2 bds | 2 ba | 944 sqft | built 1991
3249 Sandy Shore Ln, Kissimmee, FL 34743
$-509
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$450,000

5 bds | 5 ba | 2,265 sqft | built 2016
1979 Majorca Dr, Kissimmee, FL 34747
$-1,166
Cash flow
-13.5%
Cash-on-Cash Return

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

$679,000

8 bds | 7 ba | 3,412 sqft | built 2016
640 Lasso Dr, Kissimmee, FL 34747
$-2,150
Cash flow
-16.5%
Cash-on-Cash Return

2.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$398,999

3 bds | 2 ba | 1,566 sqft | built 1989
233 Red Maple Dr, Kissimmee, FL 34743
$-640
Cash flow
-8.4%
Cash-on-Cash Return

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

$468,000

4 bds | 3 ba | 1,964 sqft | built 2014
3400 Mt Vernon Way, Kissimmee, FL 34741
$-717
Cash flow
-8.0%
Cash-on-Cash Return

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

$385,000

3 bds | 2 ba | 1,338 sqft | built 1973
1190 Pecan St, Kissimmee, FL 34744
$-631
Cash flow
-8.6%
Cash-on-Cash Return

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

$280,000

3 bds | 2 ba | 1,639 sqft | built 1988
501 Kilimanjaro Dr, Kissimmee, FL 34758
$-426
Cash flow
-7.9%
Cash-on-Cash Return

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

$415,000

3 bds | 3 ba | 2,308 sqft | built 2018
4526 Ficus Tree Rd, Kissimmee, FL 34758
$-992
Cash flow
-12.5%
Cash-on-Cash Return

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

$269,999

4 bds | 2 ba | 1,704 sqft | built 1999
14 Sequoia Way, Kissimmee, FL 34758
$-278
Cash flow
-5.4%
Cash-on-Cash Return

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

$624,900

4 bds | 5 ba | 1,948 sqft | built 2019
8045 Lost Shaker Ln, Kissimmee, FL 34747
$-1,970
Cash flow
-16.4%
Cash-on-Cash Return

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

$360,000

3 bds | 3 ba | 1,690 sqft | built 2018
2621 Amati Dr, Kissimmee, FL 34741
$-782
Cash flow
-11.3%
Cash-on-Cash Return

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

$290,000

2 bds | 2 ba | 1,397 sqft | built 2003
88 Club Villas Ln, Kissimmee, FL 34744
$-840
Cash flow
-15.1%
Cash-on-Cash Return

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

$975,000

9 bds | 9 ba | 4,630 sqft | built 2017
7739 Graben St, Kissimmee, FL 34747
$-3,552
Cash flow
-19.0%
Cash-on-Cash Return

1.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$375,000

3 bds | 2 ba | 1,837 sqft | built 2004
149 Southampton Dr, Kissimmee, FL 34744
$-720
Cash flow
-10.0%
Cash-on-Cash Return

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

$499,900

4 bds | 5 ba | 1,804 sqft | built 2018
7572 Sunny Dreams Ln, Kissimmee, FL 34747
$-1,094
Cash flow
-11.4%
Cash-on-Cash Return

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

$299,999

3 bds | 3 ba | 1,300 sqft | built 2001
944 Park Terrace Cir, Kissimmee, FL 34746
$-732
Cash flow
-12.7%
Cash-on-Cash Return

3.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$243,500

3 bds | 2 ba | 1,296 sqft | built 2006
2614 Lodi Cir, Kissimmee, FL 34746
$-851
Cash flow
-18.2%
Cash-on-Cash Return

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

$249,999

3 bds | 2 ba | 1,427 sqft | built 2007
7521 Pellham Way, Kissimmee, FL 34747
$-696
Cash flow
-14.5%
Cash-on-Cash Return

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

$329,900

3 bds | 3 ba | 1,291 sqft | built 2002
2756 Sun Key Pl, Kissimmee, FL 34747
$-1,247
Cash flow
-19.7%
Cash-on-Cash Return

1.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$440,000

5 bds | 3 ba | 1,960 sqft | built 2000
4707 Pershoie Ln, Kissimmee, FL 34746
$-1,015
Cash flow
-12.0%
Cash-on-Cash Return

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

$329,900

3 bds | 3 ba | 1,291 sqft | built 2002
2742 Sun Key Pl, Kissimmee, FL 34747
$-1,109
Cash flow
-17.5%
Cash-on-Cash Return

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

$399,000

4 bds | 3 ba | 2,143 sqft | built 2020
356 Quarry Rock Cir, Kissimmee, FL 34758
$-810
Cash flow
-10.6%
Cash-on-Cash Return

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

$410,000

5 bds | 4 ba | 2,024 sqft | built 2012
3055 Beach Palm Ave, Kissimmee, FL 34747
$-1,252
Cash flow
-15.9%
Cash-on-Cash Return

2.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$370,000

4 bds | 4 ba | 2,135 sqft | built 2001
834 Oglethorpe Ct, Kissimmee, FL 34758
$-849
Cash flow
-12.0%
Cash-on-Cash Return

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

$249,900

3 bds | 2 ba | 1,202 sqft | built 2007
2798 Club Cortile Cir, Kissimmee, FL 34746
$-589
Cash flow
-12.3%
Cash-on-Cash Return

3.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$599,900

5 bds | 4 ba | 4,133 sqft | built 2006
4394 Devon Ct, Kissimmee, FL 34746
$-1,841
Cash flow
-16.0%
Cash-on-Cash Return

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

$470,000

4 bds | 3 ba | 1,760 sqft | built 2003
2567 Oneida Loop, Kissimmee, FL 34747
$-1,179
Cash flow
-13.1%
Cash-on-Cash Return

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

$493,500

3 bds | 2 ba | 1,786 sqft | built 1962
7 Westchester Dr, Kissimmee, FL 34744
$-1,176
Cash flow
-12.4%
Cash-on-Cash Return

3.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$419,000

3 bds | 3 ba | 1,545 sqft | built 2022
2920 On The Rocks Pt, Kissimmee, FL 34747
$-1,775
Cash flow
-22.1%
Cash-on-Cash Return

1.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,550,000

12 bds | 12 ba | 4,954 sqft | built 2023
4441 Ganesha Loop, Kissimmee, FL 34746
$-6,065
Cash flow
-20.4%
Cash-on-Cash Return

1.5%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$485,000

4 bds | 3 ba | 1,914 sqft | built 2019
4832 Dedication St, Kissimmee, FL 34746
$-1,628
Cash flow
-17.5%
Cash-on-Cash Return

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

$560,000

6 bds | 4 ba | 3,534 sqft | built 2003
3303 Amberley Park Cir, Kissimmee, FL 34743
$-993
Cash flow
-9.3%
Cash-on-Cash Return

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

$262,000

3 bds | 2 ba | 1,140 sqft | built 2001
455 Eagle Dr, Kissimmee, FL 34759
$-269
Cash flow
-5.4%
Cash-on-Cash Return

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

$415,000

3 bds | 2 ba | 1,706 sqft | built 2020
2456 Varenna Loop, Kissimmee, FL 34741
$-1,129
Cash flow
-14.2%
Cash-on-Cash Return

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

$1,099,999

6 bds | 4 ba | 5,280 sqft | built 2016
3844 Bowfin Trl, Kissimmee, FL 34746
$-2,521
Cash flow
-12.0%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio