I looked at the wiki, and saw him mostly being too positive about his wild life, so maybe letting his tent have leaves on it, little decoration?
And some newer crates he sits on, maybe? Like hardwood ones?
And i agree with Aine, that he'd be a bit closer with others, which may require some dialogue changes.
I'd suggest something like this after 3 years, when some spoiler related stuff happened, and Linus is a bit more wanted, and got something nice from the player! At year 3 Robin offers some decoration leaves and new crafted crates for him, so that his natural life goes on, but feels a bit more "home" and supported, plus the fact that dialgues will be changing after that, as the villagers noticed the changes, and maybe a few started talking to him, like Kent, Gus, Demetrius, Robin and maybe Penny, and maybe... just maybe even our lone guy Sebastian, as he could feel a little warm about it, even though he's a shut-in!
Lewis could give you a one time compliment about it, and no more spoiler related annoyance at some point, which i think is in Fall, and he's happy about it.
Not too many people in his life, so it's still peaceful, yet he got at least SOME more love, and has fresh equipment, without new things.
Maybe at events his dialogue changes from that day on, so that he doesn't feel pushed back.
Small yet filled with love, i think.