Hurricane Milton produced gusts above 75 mph across most of Central Florida in 2024 (ClickOrlando), the kind of wind that loosens chase covers and caps on Kissimmee’s 1990s–2000s homes. That’s the backdrop for most leak repairs here.
Where chimney leaks start
| Entry point | Typical sign | Usual fix |
|---|---|---|
| Flashing at the roof line | Stain on the ceiling or wall beside the chimney | flashing repair |
| Cracked crown | Damp brick high up, water at the top of the firebox | crown repair |
| Missing or damaged cap | Water in the firebox, rusted damper | a properly sized cap |
| Chase cover or storm collar | Rust streaks on the chase, drips in a factory-built firebox | chase cover replacement |
| Porous brick or open joints | Dark damp patches, white efflorescence | Repointing, then a breathable repellent |

What we see on Kissimmee roofs
The weak point on a framed chase is the metal cover on top: once it rusts or holds water, rain works into the chase. On rentals the first report of a leak may come from a guest, well after it started.
Where this page applies
This page covers the City of Kissimmee. Buenaventura Lakes and Poinciana use Kissimmee addresses but are unincorporated Osceola County.
What helps narrow a leak down
- Exactly where the water or stain appears, with a photo if you can
- Whether it leaks in every rain or only wind-driven storms
- How long after the rain starts it shows up
- Any roof work, storms or changes before it began
Those details often point straight at one component. Stains that appear with no rain at all can be condensation instead; how to read stains beside a chimney covers the difference.
Leaks that start after a reroof
Many chimney leaks begin the season after a new roof. If the old flashing was reused, cut short or only caulked instead of being properly set into the chimney, the first wind-driven storm finds it.
Some flashing leaks are roofing work and some are chimney work, so tracing tells you which trade you need. See reroofing and chimney flashing and how flashing leaks show up.
When the leak comes with damage
- Water getting in, masonry otherwise sound: leak repair, on this page
- Loose brick, cracks through the structure, storm damage: chimney repair in Kissimmee
- Not sure what’s going on: an inspection in Kissimmee
Leak repair across Kissimmee
Leak tracing and repair are available anywhere in Kissimmee, including the Downtown Kissimmee Historic District. When you get in touch, say where the water shows up and in what kind of weather. For the rest of the house, see services for homes in Kissimmee. The same service covers leak diagnosis and repair in St. Cloud, help with chimney water entry in Orlando and service for leaking chimneys in Belle Isle.
Other repairs that may apply: chimney waterproofing.
More detail: the leak repair service, start to finish, plus rust stains on the chimney.
References (3)
Where the Kissimmee numbers and code references come from.

