Eileen Galvin: Eileen is the woman who lives next door to Henry, in apartment #303. She states in a cutscene with Richard (at the peephole) that she only knows Henry's name and face, but that's about it. She later follows Henry around, exclaiming that she'll trust him cause it's her only choice.

Walter Sullivan: Henry is the 21st sacrament, the last, in the ritual Walter needs to complete to get "his mother back" -- so needless to say, Walter and Henry's relationship isn't a very nice one. Walter chases Henry and Eileen through the latter part of the game.

Cynthia Velasquez: Cynthia and Henry meet in the Subway World, where Cynthia claims they are in her dream. She asks Henry to help her find the exit and then says she'll do a "special favor" for him. She says it quite seductively and then never gets to do it because her life it cut brutally short. Henry finds her dying and clings to her, telling her everything will be alright. She dies shortly thereafter and Henry closes her eyes and leaves the room.

Jasper Gein: Henry doesn't really react to Jasper much - but his kind nature takes over when he finds the man on fire. Henry rushes up to help him, until his common sense kicks in and he hesitates, moving away from the burning body. Henry listens to Jasper's ramblings and exchanges items with him, but nothing past that really.

Richard Braintree: Another resident of the apartment buildings, Richard resides in #207. He doesn't know much about Henry, he asks Eileen about him while they're standing outside his apartment. Henry meets him later, in the Building World and they exchange a few words, Richard exclaiming something to the extent of - "You're the guy from Room 302..." Henry finds Richard in an electric chair later, reaches for him and cries out in pain when he gets shocked. That's when Henry realizes he can't stop Richard's death from happening and backs away.

Andrew DeSalvo: After being let out of the cell he's trapped in, Andrew pretty much vanishes. Henry sees him exchanging words with the child Walter and then hears him crying and speaking of how he's in danger. He and Henry don't communicate as much as Henry does with the others and the next time he sees Andrew is when he's floating in the pool of his own blood. Henry stands and stares with a pained expression on his face and that's the last we see of Andrew. (Well, the last we see of his real body, technically. XD)

Frank Sunderland: The super and Henry seem to have a pretty good relationship. The big framed picture over Henry's couch was given to him by Frank Sunderland and Henry speaks about how Sunderland's son and daughter-in-law went missing in Silent Hill. If Henry knows about that slice of personal info, we can assume that Sunderland and Townshend are on friendly terms.