Osceola County · Orlando-Kissimmee-Sanford · population 84,756
Where Kissimmee stands
Home values down 4.5% in the last year.
Home value trajectory · last 10 years
Zillow ZHVI · monthlyLifestyle scores
Scores are heuristic estimates from population density, state, and known transit/walkable cities. Not based on a paid Walk Score / Transit Score API — see methodology for the formula.
Rent trajectory · last 5 years
Zillow ZORI · monthlyHome value vs rent · indexed to 100
Both rebased at first month of ZORI data (~2015)Rent vs buy
At a 14.4 price-to-rent ratio, buying generally beats renting in Kissimmee on a long-enough horizon. The headline math is that one year of mortgage payments approximates 14.4 years of rent — well below the 15+ threshold where ownership starts to dominate.
How the momentum score breaks down
methodology →Kissimmee has held up across the cycle: home values at $359,676 with +5.5% 5-year CAGR. The bull case is structural — population, location, employer base — and holds even if next year's print is soft.
Kissimmee is down 4.5% over the last 12 months and the trend isn't flattening. Falling knife rule applies: you don't catch one with your hands, you wait for it to hit the floor and stop moving.
About Kissimmee
Kissimmee is a city in Osceola County, Florida, with an estimated population of 84,756. It anchors the Orlando-Kissimmee-Sanford metro area. The population grew 1.7% annually from 2020 to 2024, a moderate gain. The median home value in Kissimmee is $359,676 as of 2026-04, down 4.5% over the last 12 months. Over the last five years, home values have averaged +5.5% annual growth (-7.5% from the 5-year peak). Rents in Kissimmee average $2,085 per month, roughly flat year-over-year (+0.8%). The composite momentum score is 56 of 100 (Stable). Conditions are neither hot nor cold, so the local fit matters more than market timing.
▲ Bull case
▼ Bear case
About Kissimmee (Wikipedia)
Kissimmee is the largest city and county seat of Osceola County, Florida, United States. As of the 2020 census, the population was 79,226. It is a principal city of the Orlando-Kissimmee-Sanford, Florida, Metropolitan Statistical Area. The Census Bureau defines an urban area with Kissimmee as the principal city, which is separated from the Orlando urban area. The Kissimmee–St. Cloud, Florida urban area had a 2020 population of 418,404, making it the 100th largest in the United States.
Source: Wikipedia · this summary is contributed and licensed under CC-BY-SA.
City facts
Extracted from the Wikipedia infobox. Values may be slightly out of date relative to the latest sources.
Playbook
Lifestyle fit matters more than market timing in a Stable market. Take your time on the home and neighborhood; the macro trend isn't urgent. Negotiate normally.
Price competitively from day one or risk a 60+ day listing. Staging, photography, and presentation matter more in Stable markets than in Hot ones.
Stable cap rates, no big appreciation story to lean on. Underwrite this as a pure cash-flow play — the math has to work on rent alone.
Local safety & alerts
No active National Weather Service alerts for Osceola County right now.
Public-safety links are official .gov sources, not curated by us. Osceola County routes NWS alerts; check the state EM portal for non-weather emergencies.
Neighborhoods of Kissimmee
37 tracked · ranked by median home valueSee the full neighborhood ranking →
Cities like Kissimmee
Run the numbers for Kissimmee
Sources: Zillow ZHVI (home values), Zillow ZORI (rents), US Census ACS + place population. Updated when source agencies publish revisions.
Climate & natural-disaster risk
State-level averages from NOAA Climate Normals (1991-2020) and FEMA National Risk Index. City-level conditions can vary significantly within a state.
Local sports teams
Major professional teams the Orlando-Kissimmee-Sanford area cheers for. Detailed stats, schedules, and player pages on intherafters.com.
Current weather
Find rentals & listings
Open current Kissimmee listings on the major real-estate sites.
Links open the live search on the destination site — results are always current.
Local news & community
Latest news
- Wawa opening 3 more Florida locations in May, JunePensacola News Journal · 1d ago
- 2614 Lodi Cir, Kissimmee, FL 34746Realtor.com · 4d ago
- Florida ticket wins weekend Powerball jackpot. Check the numbersFlorida Today · 2w ago
- Kissimmee residents question actions of Mayor Jackie EspinosaFOX 35 Orlando · 1d ago
- Nelson Eddie Mendez Sr. Obituary (2026) – Kissimmee, FL – Porta Coeli Funeral Home & CrematoryLegacy · 1d ago
- Kabani Hotel Group closes sale of Rodeway Inn Kissimmee for $5.5 millionHotel Management · 6d ago
Local chatter (Reddit)
Updated 2026-05-21 from Google News + Reddit RSS. Headlines link to original sources.
Local economy & environment
Humidity is annual average relative humidity (NOAA). Income is Census ACS 5-year estimate. Industries are largest employment sectors statewide (BLS); the local mix in a given city may vary.
Cities similar to Kissimmee
Explore other places with comparable momentum or affordability.