Kris,
No problem. Take your picture in message #223 above as an example.
The positioning is fine, but the buildings all look like they are sitting on 'raised islands' - because they are.
What I'm suggesting it that you create some raised terrain (multiple ways to do that - plaster/supported chicken wire/mod roc/polystyrene etc) and 'sink' the buildings into it by the height of their island bases. They look to have different base heights to me, so the depth you 'sink' them into a surface terrain will vary for each building.
The idea is that the ground around the buildings matches and flows into the ground level which each building is built on. Makes them look like they are part of the overall picture instead of islands plonked on it. Also creates the effect of contours which makes the whole thing look a lot more natural and not a 'flat board' layout.
Does that make sense ?
As an example, here is my station master's house which has been 'embedded' in a sloping terrain:
Modelling a Station Master's House - Model Railways On-Line
It actually sits on a plank of wood and the ground around it is shaped fibre board supports with chicken wire and plaster over the top.
This image shows the effect better with the building in the right hand background: