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This was an older home with an unlined brick chimney. In 1900 when it was constructed that chimney carried wood or coal smoke I make sure. Someplace along the method a gas heating system was installed, but the chimney was not lined with a correctly sized liner. How to fix it Gas fumes are very low temperature level and have a lot of moisture in them.

Roof leak where chimney meets roof - Home Improvement Stack Exchange
and we fixed the problem. # 4 Chimney Flashing Causes Leakages The flashing is what keeps water from going into the place where the brick structure comes through the roofing (or otherwise comes close to the roof.) There's a fairly large gap in between the bricks and the roofing and water will put through that hole if it's not sealed up.
Some sort of water proof "things" seals those spots. Though it's far from the very best choice, the "stuff" is typically tar. In any event, flashing does not last forever and the tar lasts even less time. How to repair it There are better materials for sealing the flashing now. If you get a chimney sweeper to fix your flashing, tell him you want Flash Seal by Saver Systems.
# 5 Chimney Leaks Caused by Leaking Bricks Bricks and mortar both pass water, and often great deals of it. The problem here is the same as with the crown- the freezing and thawing all winter season long with the resulting damage which causes leakages in your house. You have actually most likely heard of waterproofing a chimney, however you have to be careful about what waterproofing material to utilize.
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The exceptions might be for a surface area in the shade or on the side of the home where the sun never ever shines; those walls simply remain damp. That water does try to leave by "falling" i. e. the water weight (or head pressure) carries it toward the ground where it forces its way out of the bricks either inside or beyond your home.

Some bricks in fact get soggy, though it's more most likely that the water will just permeate to the inside of your home. To SmartLiving Home Repair Services , utilizing silicone based water sealants may trap water and cause more damage than you started with. Use polysiloxane type waterproofing representatives, such as Chimney Saver by Saver Systems.