From June into September, DeLand gets its rain the central Florida way: a violent hour most afternoons, delivered from some of the most lightning-active skies in the country. Your chimney is the tallest, most exposed thing on the house and takes those storms head-on. Hairline cracks in the crown drink water into the structure, tired flashing lets it into the ceiling, and bare brick absorbs a startling amount over a full storm season.
Chimney leaks rarely announce themselves at the chimney. They show up as a ceiling stain a few feet away, paint peeling in a corner, a damp smell in a room nobody uses. Real chimney leak repair starts with finding the true entry point (crown, flashing, cap, or saturated masonry), because sealing the wrong spot doesn't stop water, it just reroutes it somewhere new. On older roofs especially, flashing work done properly is the difference between a fix and a repeat visit.
Hurricane season adds its own chapter. DeLand's inland position spares it storm surge, but crossing systems still drag tropical rain bands and long hours of gusty wind over West Volusia, enough to strip a loose cap, lift flashing that was already tired, and drive rain sideways into mortar joints that ordinary storms never test. Ahead of all that, chimney waterproofing with a breathable repellent (one that sheds rain but lets trapped vapor escape) is the cheapest insurance a masonry chimney here can get. After any storm passes close, a two-minute look from the ground for anything shifted, missing, or newly stained is a habit worth keeping.