Housing in Kissimmee
Kissimmee's housing market centers on a median sale price around $349,000 per the most recent Redfin trailing-window data cited in the city's base profile, up modestly year over year -- and it remains the most affordable of the well-known Orlando-area satellite cities even as prices continue to climb.
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Learn moreMedian price, and a modest source disagreement
Redfin data for the three months ending May 2026 puts Kissimmee's median sale price at $349,000, up 1.5% year over year, per the city's base profile. A later Movoto figure cited $379,000 for July 2026 -- sources broadly agree on the affordability ranking even where the precise figure differs by a few percent, likely reflecting different trailing windows and sales-mix timing.
A meaningfully affordable option within the Orlando metro
Kissimmee's price point sits below several of its well-known Orlando-area comparison cities, consistent with its base profile's framing as the most affordable of the well-known satellite cities in that set. That relative affordability, paired with direct proximity to Walt Disney World and the US-192 corridor, is the core of Kissimmee's draw for cost-sensitive buyers and theme-park-industry workers alike.
A meaningful share of housing stock serves short-term rentals, not year-round residents
Because a large share of Kissimmee's economy and housing exists specifically to serve theme-park visitors, a real portion of the city's housing stock -- particularly along and near the US-192 corridor -- is built or purchased as short-term-rental/vacation-home product rather than standard owner-occupied housing, per the city's base profile. Buyers specifically wanting a standard year-round residential neighborhood should confirm a target area's actual owner-occupancy character rather than assuming it citywide.
Key takeaways
- Kissimmee's median sale price runs about $349,000 (Redfin, trailing 3 months ending May 2026, +1.5% YoY), with a later Movoto figure citing $379,000 for July 2026 -- sources broadly agree on direction even where the exact figure varies.
- Kissimmee remains the most affordable of the well-known Orlando-area satellite cities in its comparison set, even as prices have been climbing.
- A meaningful share of housing stock, especially along the US-192 corridor, serves short-term rentals rather than standard year-round residency -- confirm a specific area's character before assuming it's a typical residential neighborhood.
- Get a current, address-specific comparable-sales pull; a citywide median blends genuinely different sub-markets (standard residential vs. vacation-rental-oriented product).
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