How a chimney leak is found
The inspection starts at the top and works down. The crown is checked for cracks, the cap for rust and fit, and the flashing for gaps where it meets both the brick and the shingles. Mortar joints are checked for erosion on every face.
Inside, the firebox, smoke chamber and attic framing around the chimney show where the water has been running. When the source is not obvious, a controlled water test on one section at a time isolates it.
Repair options
The repair follows the cause. A hairline crown crack can be sealed with a flexible crown coating, while a broken crown is recast. Flashing is reset or replaced in two layers, step and counter. Open joints are repointed. Sound but porous brick can be treated with a breathable water repellent that lets moisture vapor out.
When water has been getting in for years and the brick above the roofline has failed, the answer may be a chimney rebuild from the roofline up.
What happens if a leak is left
Water in masonry freezes and expands. In Rockland County that happens many times each winter, and every cycle opens the damage further. Left alone, a leak moves from a stain to spalled brick, a rusted damper and firebox, rotted framing and a liner that no longer vents safely.