A similar question was asked 3 years ago here, I'm sure the correct answer has changed since then:
What was the highest bounty ever awarded to an answer? And, how do I find the corresponding question?
Here's my version of the query:
There are a total of 11 answers with more than 1000 rep from bounties.
The most of which is this answer: https://stackoverflow.com/questions/5864000
Which gained +1500 from 5 bounties.