Castles in Krustyland
So far the only things to make the leap from Springfield to Krustyland have been decorations, not buildings, so I wouldn't count on it. (Not saying it absolutely won't happen, just that there hasn't been precedent at this point.)
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But like neuroheart said, I wouldn't expect it.
The Valentines Decorations were't originally available in KL, but a later update allowed it. As an above poster pointed out; buildings generate money so the update would need to account for that.
They do? Cool. Didn't realize that.
Really wish they'd release more houses/apartment buildings/other indolence increasing building like the castles.
I've been playing since the beginning and am a completionist and have bought everything. By doing so I have 5 stars in every category except Indolence. I only use one of each house (no multiples or house farms) so that's why I'm stuck at 4 stars on Indolence (and it only gets worse with each update as the requirements increase).
It's just a personal want, but I'd love to see more characters' various dwellings released so that a completionist can achieve 5 stars in ALL categories, without having to use duplicates of houses.