Just wanted to jump in to say that I am also having this issue in VW2023 with a file that was started in VW2023. Same issue - if more than one object is attached to a wall, they all graphically disconnect, while still saying in the OIP that they are "in wall". So if I have more than one door in a single wall, they "become disconnected" yet still say in the OIP that they are "Doors in Wall". This issue was not always present in this file, indeed it just cropped up into the file today!
More than just doors/windows, though, if I have a door in a wall (Wall A) and another wall (Wall B) is T-Joined to Wall A, the same graphical issue will happen to the door located in Wall A. Does not appear to be an issue with L-Joined walls.
The easiest solution is to split walls that have long runs and multiple doors, and just not T-Join other walls, but this is a nonsense solution, I think we can all agree.
Unfortunately, neither dhaun's solution, to toggle on/off the "Create Niche for Space Objects" does not solve this issue, nor @Matt Panzer's Move by (0,0) trick work for me.
ONE THING I HAVE NOTICED, in both my drawings and the examples I've seen in this post is that when this issue happens, VW creates a strange line in the Wall Geometry at the midpoint between the two cutting objects. This is visible in 3D modes only in wireframe, so understandable that it seems no one has noticed. I have attached screenshots to demonstrate. In both images, the wall is a single wall, no splits. In the "working as intended" example, you see a clean wall (in 3D) with no unnecessary lines - just two doors hosted in the wall. In the "problem" image, you see a strange line at the midpoint between the two hosted doors. It looks like a split in the wall, however it is an artifact produced by the issue causing the graphical glitch. I have also attached a Birdseye wireframe view of the glitch - the line you see that looks like a split in the walls should not be there: that is a single wall, and not two separate walls.
Sorry to be so verbose, I just want to emphasize this issue.
I hope that this helps the VW team pinpoint and solve this issue. I am happy to DM my file if someone on the VW team feels that would help.
Graham