
$250,000
Kissimmee

1,318 homes and apartments for sale in Kissimmee, United States.
24 properties shown

$250,000
Kissimmee

$179,900
Kissimmee

$380,000
Kissimmee

$234,500
Kissimmee

$440,000
Kissimmee

$419,990
Kissimmee

$450,000
Kissimmee

$340,000
Kissimmee

$559,000
Kissimmee

$410,000
Kissimmee

$725,000
Kissimmee

$790,000
Kissimmee

$269,990
Kissimmee
Apartment$149,999
Kissimmee

$299,600
Kissimmee

$705,000
Kissimmee

$459,999
Kissimmee
House$284,900
Kissimmee

$299,000
Kissimmee

$365,000
Kissimmee
House$229,900
Kissimmee

$335,900
Kissimmee
House$298,000
Kissimmee

$265,000
Kissimmee
Buyer's guide: Kissimmee
Kissimmee sits immediately south of Walt Disney World and is one of the most active vacation-home markets in the United States. RealEstateAbroad lists 1,318 properties for sale, with a median asking price of €326,301 and €1,952 per m². The market is heavily house-based, with large homes designed for groups.
Asking prices from current listings in euros.
| Measure | Kissimmee |
|---|---|
| Listings | 1,318 |
| Median asking price | €326,301 |
| 25th to 75th percentile | €250,313 to €445,535 |
| Median per m² | €1,952 |
| Median size | 169 m² |
Houses account for 1,094 listings, apartments 163 and land 61. Three-bedroom homes lead (448), then four-bedroom (397), five-plus (239), two-bedroom (139) and one-bedroom (28). The 239 homes with five or more bedrooms demonstrate the vacation-rental model: large houses with pools sleep ten or twelve guests and rent for much more per night than a standard family home.
See the national house and land pages for comparison, or Las Vegas for another leisure-driven market.
Many homes sit in master-planned resort communities such as Reunion, Windsor Hills, Champions Gate (partly in Davenport), Storey Lake and Solterra, with clubhouses, water parks and shuttles to the parks. Residential areas away from the resorts, such as Poinciana and St Cloud, have lower prices and more year-round residents. Downtown Kissimmee has a lakefront and a historic centre, while the US-192 corridor is lined with hotels, restaurants and shops.
Orlando International Airport is about 20 to 30 minutes away. The Disney parks are 10 to 20 minutes by road. Summer is hot and stormy, and winter is mild, with peak tourism around school holidays and spring break.
Many foreign buyers purchase in Kissimmee to rent to families visiting the parks. Whether short-term rental is allowed depends on zoning and HOA rules: resort-zoned communities allow it, whereas most ordinary subdivisions do not. Confirm that the community permits nightly rentals, check the HOA fees (which may cover maintenance, landscape and amenities) and set up a property manager. Expect high furnishing costs, pool service, utilities, taxes and management fees of 15 to 25 per cent of revenue.
Non-resident owners must pay US federal tax on net rental income and Florida sales and tourist taxes on bookings. Occupancy is seasonal and some homes underperform projected income, so ask for actual revenue statements. Our US buying guide, financing page and US analysis have more.
A typical Kissimmee vacation home needs furniture, a pool service, lawn care, high-speed internet, cleaning between guests and insurance. Florida homeowners insurance is expensive, and landlord policies cost more. HOA fees may include lawn care and amenities but not pool maintenance. Property tax in Osceola County is assessed on the purchase price after reassessment, and non-residents cannot use the homestead cap. A reputable property manager is essential for overseas owners, who should check licences, fees and cancellation terms. Avoid developers offering guaranteed returns without clear contracts, as several such schemes have disappointed owners.
If you plan to let a Kissimmee home, interview two or three managers. Ask for their average occupancy and nightly rate on comparable homes, fee schedule, cleaning standards and how they handle maintenance emergencies. Ask who owns the guest data and how the booking calendar syncs. Request references from other overseas owners and read the contract's exit clause carefully.
Last updated 8 October 2026
Only if zoning and the HOA allow short-term rentals. Resort communities generally do; ordinary subdivisions often do not.
They vary widely, from modest sums in ordinary subdivisions to larger amounts in resorts with amenities. Ask for the budget.
Yes, many communities are 10 to 20 minutes from the parks.
Returns depend on occupancy, pricing and costs. Ask for real booking data instead of marketing projections.
Yes. Many buyers are from the UK, Latin America and Canada. Take US tax advice.
Fees commonly run from 15 to 25 per cent of rental income, plus charges for cleaning and maintenance. Compare terms and references.
Overseas owners rarely can. A local manager handles guest communication, cleaning and repairs.