Buying and selling in Kissimmee, close to the parks
The county seat of Osceola County, on the shore of Lake Tohopekaliga, just south of Orlando and minutes from Walt Disney World. Fabiola helps first-time buyers, families, investors and vacation-home owners here.
Your Orlando REALTOR®
Fabiola Meneses
The Pozek Group · Real Broker, LLC
FIU civil engineering graduate · English & Español
The market right now
Redfin, City of Kissimmee, three months ending August 2026 (median up 1.4% from a year earlier). Population: U.S. Census Bureau estimate for July 1, 2025. Prices change every month, so ask Fabiola for a current report for the area you like.
See Kissimmee with Fabiola
Tours and neighborhood guides from Fabiola’s YouTube channel. Press play to watch them right here.
Home tours show each home as it was when filmed. Some have since sold, so ask Fabiola what’s available now.
All of Fabiola’s videos →What Kissimmee offers
Kissimmee is the largest city in Osceola County and its county seat. It grew next to Walt Disney World after the park opened in 1971, and today it mixes a historic lakefront downtown with newer master-planned communities.
For many buyers it means more home for the budget than in most of Orange County, with easy access to the parks, the airport and the Turnpike.
- Downtown and Lakefront Park. Historic Broadway Avenue and a park on the shore of Lake Tohopekaliga.
- SunRail. The Kissimmee/Amtrak station is downtown, about half a mile from Lakefront Park.
- Main roads. Florida’s Turnpike, I-4, Osceola Parkway, US-192 and John Young Parkway.
- Airport. About 25 to 35 minutes to Orlando International Airport, depending on traffic.
Short-term rentals: zoning comes first
Kissimmee is one of the best-known vacation-home markets in Florida, but you cannot rent short term just anywhere. Before you buy a home to rent on Airbnb or VRBO, confirm that the zoning and the HOA allow it.
- City of Kissimmee. Rentals under 30 days are generally not allowed in residential districts. The main exception is approved developments inside the city’s Short-Term Rental Overlay.
- Unincorporated Osceola County. Short-term rentals are allowed in specific zoning, such as the county’s Short-Term Rental Planned Development district. Check the county overlay map.
- HOA rules. Even where zoning allows it, the community’s rules can limit rentals.
- Licenses and taxes. A Florida DBPR vacation rental license, a local Business Tax Receipt and Osceola County’s 6% tourist development tax on stays under 180 days.
Four costs to check before you buy in Kissimmee
The price is only part of the monthly cost. Fabiola, a civil engineering graduate from FIU, checks these before you make an offer.
Property taxes
Osceola County’s general fund rate was 6.7 mills and the school board adopted 5.306 mills for 2025–26, plus city and other levies. Homestead can lower the taxable value by up to $50,000.
CDD assessments
Many newer communities have one. Examples include the Tapestry CDD, created by the City of Kissimmee, and the Shingle Creek CDD, which serves Storey Lake.
Flood risk
Hurricane Ian flooded more than 1,700 homes in Osceola County in 2022. She checks the flood zone and the history of the street, and gets insurance quotes early.
Builder quality
New construction is active here. She reviews the builder contract, the upgrades and the inspection points before closing.
Areas buyers ask about
Kissimmee mixes areas inside city limits with communities in unincorporated Osceola County. That changes the taxes, the rules and, for rentals, the zoning. Fabiola confirms which one applies to each home.
- Buenaventura Lakes. An established community northeast of Kissimmee, near Osceola Parkway and the Turnpike.
- Tapestry. A newer community with its own CDD, created by the City of Kissimmee.
- Storey Lake. A Lennar community at Osceola Parkway and Vineland Road, approved for about 2,000 homes.
- Bellalago. A master-planned community approved by Osceola County.
Schools in Kissimmee
Public schools are run by the School District of Osceola County. Attendance zones can change from one year to the next.
- How to confirm: look up the address with the district’s school zoning tool, BusPlanner, before you buy.
- Boundary maps: the district publishes maps for the 2026–27 school year, and Planning Services can revise them.
- Fabiola can help: she checks the assigned schools for every home on your list.
Builders active in Osceola County
New homes are a big part of the Kissimmee market. Based on MLS closings of homes built in 2024 or later, these were the most active builders in Osceola County as of June 2026, with a countywide median builder price of about $449,000.
- Lennar, the most active builder by closings.
- D.R. Horton and Taylor Morrison.
- Pulte, Meritage and Ashton Woods.
- Before you sign: Fabiola represents you, not the builder, and reviews the contract, deposits and inspections.
Kissimmee in 2025 and 2026
Downtown Kissimmee is changing fast. These are the projects that matter for buyers and sellers.
- Connect Kissimmee. A $16.3 million downtown project with a roundabout on Stewart Avenue and wider sidewalks on Broadway, Emmett and Main, with construction set to start in summer 2026.
- Downtown hotels. The city picked partners for a boutique hotel and convention center on the Civic Center site, and for Toho Square, with a hotel and 20 condos.
- NeoCity. Osceola County’s technology district keeps adding projects, including a planned performing arts center.
- Flood study. In 2024 the county approved a study of Shingle Creek and Lake Toho with the U.S. Army Corps of Engineers.
“Working with my realtor Fabiola was an amazing experience from start to finish. They made buying my home in Orlando feel so much easier by always being available to answer my questions, explaining every step of the process, and making sure I felt confident with every decision. Their knowledge of the market, professionalism, and dedication truly stood out. I never felt pressured, and they always had my best interests in mind. Thanks to their hard work, I found the perfect home. I highly recommend them to anyone looking to buy or sell a home in the Orlando area!”
Kissimmee: common questions
How much does a home in Kissimmee cost?
The median sale price in the City of Kissimmee was about $350,000 for the three months ending August 2026, according to Redfin. Prices vary a lot between older neighborhoods, new communities and resort areas.
Can I rent my Kissimmee home on Airbnb?
Only if the zoning and the HOA allow it. Inside the city, rentals under 30 days are generally limited to approved developments in the Short-Term Rental Overlay. In unincorporated Osceola County they are allowed only in specific zoning districts. You also need a DBPR license and must collect the 6% tourist development tax.
Is Kissimmee in a flood zone?
Some areas are, especially near Shingle Creek and Lake Tohopekaliga. Hurricane Ian flooded more than 1,700 homes in Osceola County in 2022. Check the flood zone of each home and get insurance quotes before you commit.
How far is Kissimmee from Orlando airport?
About 25 to 35 minutes to Orlando International Airport, depending on traffic and where in Kissimmee you live.
Does Fabiola help with vacation homes and investments in Kissimmee?
Yes. She runs the numbers on rent, taxes, HOA and insurance, and confirms the rental rules before you make an offer.
Find the right area before you choose a home
Prices, taxes, CDD, flood zone and rental rules for the homes you like. In English or Spanish.
Where these numbers come from
Checked in October 2026. Figures and rules change; confirm before you make a decision.
- Redfin: Kissimmee housing market
- U.S. Census Bureau QuickFacts: Kissimmee
- Osceola County: Short-Term Rental Planned Development
- Osceola Tax Collector: tourist development tax
- Florida DBPR: vacation rental licensing
- Osceola Property Appraiser: exemptions
- School District of Osceola County: school zoning
- SunRail: Kissimmee/Amtrak station
- Spectrum News: Connect Kissimmee project
- FOX 35: Osceola flood study