What i want to find out is if I have a claim against the owner for the property damage caused from the leak?
As Drew pointed out, if the leak was hidden, sudden and unforseen, there is no negligence and you'd have no claim against the upstairs owner.
I am also worried about potential mold in the drywall.
Then you'll have to tear out the drywall, have a mold inspection, and remediate the mold if appropriate.
Lastly, how do i protect myself from this happening again in the future?
Unless you have some precognitive abilities, you can't protect youself from this happening again in the future.
Should i speak to a lawyer
Couldn't hurt. But he's likely to tell you the same thing I'm telling you.
attempt to sue her directly
You'd probably lose, especially since her insurance company will hire a very good lawyer to defend her.
or eat the deductible and let my insurance hash it out?
Chances are that your insurance company's investigation will reveal no negligence and they won't go after her for reimbursement after paying your claim.
If you want more information about how negligence law applies to condo water damage, we have a long running thread about it:
By the way, I suggest you look into reducing your deductible since $1000 is not to your liking. Look at rates for $500 and $250 and see what works best for you. My experience is that $1000 deductible does not have enough of a premium discount to make it worthwhile.