would have entered (the input into the text field)

He would have entered his address (into the text field).

Does the above sentence mean, (in the past) he entered his address in to the text field.
(we assume that he definitely had entered the values into the field)

There are two ways of reading this sentence without further context:

  1. It was expected that he had entered the data, and he did so (as you indicate).
  2. He had not entered the data because although he was expected to do so, something (mentioned previously) prevented him from completing it.

Thanks Beeesneees for your clarification!