6. Leaks at Walls and Dormers
Not all “roof” leaks start on shingles. Wind-driven rain often sneaks in:
- Around windows in dormers
- Between corner boards and siding
- Through cracks, gaps and knotholes above flashing
Water can bypass step flashing, run behind siding and show up as a roof leak.
What to check:
- Old, cracked or missing caulk between corner boards and siding
- Gaps around window trim
- Damaged siding directly above step flashing
Fixes:
- Dig out suspect caulk with a putty knife and replace with high-quality exterior caulk.
- Replace any rotten, cracked or missing siding, overlapping step flashing by at least 2 in.
- If leaks persist, remove corner boards and inspect overlapping flashing in the inside corner — often you’ll find old hardened caulk blocking proper overlap.

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