Is Kissimmee, FL 34744 a buyer’s or seller’s market?

The Kissimmee housing market right now

In the three months ending August 31, 2026, 12% of homes in Kissimmee, FL 34744 sold above their list price, the typical home went under contract in 40 days and there were 5.5 months of supply. Four to six months of supply is a balanced market, where pricing and condition decide how much room there is to negotiate. That’s based on 199 home sales.

Compared with the same period a year earlier, the share selling over asking was about the same (13% then), homes sold faster (45 days then) and the median sale price rose 1% to $404,270. Overall, Kissimmee is about as competitive as it was a year ago.

Within Osceola County, homes here sell faster than in 92% of the county’s ZIP codes, and sell more often over asking than in 67%. On our competition score, Kissimmee ranks #130 of 796 FL ZIP codes with enough sales (score 33 out of 100).

Nearby, buyers who want less competition could look at Kenansville 34739 (0% sold over asking) or Intercession City 33848 (0% sold over asking), while Kissimmee 34758 (19% sold over asking) and Saint Cloud 34772 (18% sold over asking) are even more competitive.