$300,000
Active
$300,000
1519 Nature
Kissimmee, FL 34746
3 bd2 ba1,661 sqft
Shingle Creek Reserve
Kissimmee, FL
Investment Properties in Kissimmee
Income-producing properties and rental investments in Kissimmee, Florida. Browse active MLS listings and communities with List & Sell FL.
0
Communities
Kissimmee
City
1%
Listing Fee
Active Listings
94 active listings
$299,900
Active
$299,900
2910 Castaway
Kissimmee, FL 34747
3 bd3 ba0 sqft
Rolling Oaks
$305,000
Active
1d
$305,000
711 Emory
Kissimmee, FL 34741
5 bd4 ba1,720 sqft
E L Lesleys
$470,000
Active
3d
$470,000
2656 Reading
Kissimmee, FL 34746
4 bd3 ba0 sqft
Cove At Storey Lake 5
$520,000
Active
7d
$520,000
2461 Winfield
Kissimmee, FL 34743
4 bd3 ba2,331 sqft
Westlake Hammock Ph 2
$850,000
Active
$850,000
7859 POPLIN
Kissimmee, FL 34747
5 bd5 ba3,016 sqft
Reunion Village Ph 4 & 5
$420,000
Active
11d
$420,000
296 Indian Point
Kissimmee, FL 34746
3 bd2 ba1,225 sqft
Indian Point Ph 01
$600,000
Active
11d
$600,000
8616 Cavendish
Kissimmee, FL
4 bd2 ba0 sqft
Lindfield Unit Four
$455,000
Active
17d
$455,000
2166 Fleming Mist
Kissimmee, FL 34747
5 bd4.5 ba2,294 sqft
Solara Resort Vacation Vil
$490,000
Active
26d
$490,000
1306 Axel Graeson
Kissimmee, FL 34744
4 bd3 ba0 sqft
Seasons At Big Sky
$499,900
Active
31d
$499,900
8997 RHODES
Kissimmee, FL 34747
5 bd5.5 ba2,622 sqft
Windsor At Westside Ph 1
$290,000
Active
23d
$290,000
2501 Hassonite
Kissimmee, FL 34744
3 bd2.5 ba1,769 sqft
Amber Pointe
$234,999
Active
31d
$234,999
3175 Feltrim #305
Kissimmee, FL 34747
3 bd2 ba0 sqft
Villas At Secret Lake Cond
$775,000
Active
4d
$775,000
218 MARCELLO
Kissimmee, FL 34746
8 bd6 ba3,779 sqft
Bellavida Ph 2c
$399,900
Active
28d
$399,900
172 Pinewood
Kissimmee, FL 34743
4 bd2.5 ba1,916 sqft
Blv Briarwood Vlg
$239,900
Active
32d
$239,900
9055 Treasure Trove #204
Kissimmee, FL
3 bd2 ba0 sqft
Caribe Cove Ph 4
$686,900
Active
40d
$686,900
4340 Summer Breeze
Kissimmee, FL 34744
4 bd3 ba3,720 sqft
North Point Ph 2b-2c
$278,800
Active
4d
$278,800
3053 WHITE ORCHID #3053
Kissimmee, FL 34747
3 bd3 ba1,161 sqft
Encantada Ph 2
$439,900
Active
42d
$439,900
4726 Cumbrian Lakes
Kissimmee, FL 34746
4 bd3 ba1,798 sqft
Cumbrian Lakes Resort Phas
$228,800
Active
4d
$228,800
3018 Bird Of Paradise #3018
Kissimmee, FL 34747
2 bd2.5 ba1,161 sqft
Encantada Ph 2
$1,299,000
Active
41d
$1,299,000
841 Deseert Mountain
Kissimmee, FL 34747
8 bd5 ba4,300 sqft
Reunion West Village
$811,000
Active
42d
$811,000
7646 Wilmington
Kissimmee, FL 34747
8 bd8 ba4,057 sqft
Reunion West Ph 3 West
$339,000
Active
39d
$339,000
2121 Preston
Kissimmee, FL 34746
3 bd2 ba1,600 sqft
Tanglewood Preserve
$169,000
Active
43d
$169,000
5283 Images #104
Kissimmee, FL 34746
2 bd2 ba969 sqft
Images Condo
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
About Investment Properties in Kissimmee
Investment Properties in Kissimmee, FL
Investment Properties in Kissimmee, Florida, cover a range of options in County. Investment and multi-family properties in Kissimmee range from single-family rentals to two-, three-, and four-unit buildings across County. A two-to-four-unit property can be owner-occupied with one unit while the others help cover the payment, a strategy often called house-hacking.
Financing options go beyond a standard mortgage: FHA covers owner-occupied 2-to-4-unit buildings with a low down payment, and DSCR loans qualify on the property's rental income rather than your tax returns. Run the numbers on rent versus price, budget for insurance and maintenance, and understand Florida landlord basics before you buy.
Frequently Asked Questions
Investment Properties in Kissimmee FAQ
How do I finance an investment property in Kissimmee?+
Options include conventional investor loans, FHA for owner-occupied 2-to-4-unit buildings at a low down payment, and DSCR loans that qualify on rental income with no tax returns. The right one depends on whether you will live in a unit.
What is house-hacking a duplex or triplex in Kissimmee?+
You live in one unit and rent the others, using the rental income to offset your mortgage. FHA financing at a low down payment makes owner-occupied 2-to-4-unit buildings a common path.
How do I evaluate a Kissimmee rental's return?+
Compare the expected rent to the purchase price and operating costs to estimate the cap rate and cash flow. We can share rent comparables and recent sales for the specific building type.
Do I need a property manager for a County rental?+
Not necessarily, but many out-of-area owners use one. Factor management cost into your return if you will not self-manage.