@aodoherty The first house has a foundation, but the sim can stand on the porch to look in. There's no porch for the sim to stand on for the second house, and I can't tell whether the third house is on a foundation or not. The point is, the sim might need to be able to stand on the same level as the window.
If the issue is the type of window, you could test by editing the houses to change windows, placing ones you know work some of the time in other builds.
This house is built on the ground. I'm on Aurora Skies world.
Any windows, he can't look through. I've experienced before that my sim could activate the entire house when he looked through his friend''s.
@aodoherty Then I don't know what else to suggest, except trying different combinations of houses and windows. You do have a couple of windows you know work, so it should be simple to test... if you want to put in the time. It might not be worth the effort.
