Said It Here

How to tell if worn chimney flashing is leaking

Worn or poorly sealed chimney flashing can hide leaks that eventually cause water to drip into lower levels during heavy rainfall. Because flashing often conceals vulnerable areas—like roof transitions or covered porch ceilings—it is difficult to spot active damage without checking for hidden moisture entry points.

Overview
People affected6 accounts across 3 forums
Workarounds found8 items attempted
Community agreement8 total upvotes

What the numbers show

Counted from the threads quoted below. How we count

  • This comes up 34.9× more often in r/Roofing than across the site as a whole.

What people tried

Every workaround mentioned in the threads below. We haven’t tested any of them — and nobody here is claiming they worked.

Found another way around this?

Share your steps and trade-offs so fellow engineers don't have to reinvent the wheel. No account required.

  1. 1
    cleaning, removing moss, and resealing stone and mortar
    Did this help you?
  2. 2
    Applying roofing tar or caulking around the base of the chimney
    Did this help you?
  3. 3
    Installing flashing along the base
    Did this help you?
  4. 4
    Cutting out bad pieces, replacing them, caulking, and painting
    Did this help you?
  5. 5
    Hosing the top of the chimney while inspecting underneath to check for leaks
    Did this help you?
  6. 6
    Inspecting under the deck
    Did this help you?
  7. 7
    Ripping up a small section of shingles adjacent to the chimney to check flashing and sheathing
    Did this help you?
  8. 8
    Hiring a roofing professional
    Did this help you?
Tried another approach not listed above?+ Share your workaround ↑

In their words

Unedited, grouped by where they were said, most upvoted first within each place, each linked to the thread it came from.

r/Roofing4 people · September 2026

“Wanting to make this chimney look better. My gut tells me water is running behind the trim because they didn’t caulk.”source ↗

“Should I just replace trim? Or does this need to be a full gut and resheath?”source ↗

“Unsure what I’m getting myself into and wondering what someone who charge to fix.”source ↗

Hot-Strength5646 · r/Roofing · 3 upvotes

“However with heavy rainfall we are now getting rain water dripping into our basement along the chimney vent.”source ↗

Ashleyphil · r/Roofing · 1 upvotes

“No flashing = leak. They just caulked the fuck out of it”source ↗

NetworkCultural · r/Roofing · 1 upvotes

“How bad is this and how concerned should I be? I'm not sure how to go about this.”source ↗

Affectionate-Put2161 · r/Roofing · 1 upvotes
r/HomeMaintenance1 person · September 2026

“I recently found some water seeping down into our crawlspace from this fireplace chimney shoot-out off of our house.”source ↗

phillyfan729 · r/HomeMaintenance · 1 upvotes
r/homeowners1 person · September 2026

“was looking at this strip of flashing and it looks pretty worn.”source ↗

“am I missing any glaring red flags here?”source ↗

“I don’t any see signs of leaking but this goes down into covered porch ceiling so hard to tell. Any maintenance or touch ups I should be doing?”source ↗

Bookstorecat415 · r/homeowners

Where this came up

People with this problem also raised