When talking about elves and age tread lighly, because you never really know.
But unless it says that he does leave with Gildor or Elrond then I would think that he wouldn't leave. There are still many elves in ME at the biginning of the Fourth Age, maybe not as many as there used to be, but for Glorfindel to have companions enough. And Glorfindel is the only elf to have come back to ME after being dead. I mean you die in ME, finally rehoused and allowed to leave Mandos then you decide that it is just to great of a place not to go back. He truly loved Middle Earth and I guess that he would stay there for a long long time.
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