I have an old house that the previous owner gutted and put in all new windows and all new vinyl siding about 6 years ago. Those CAN be good things, but all he cared about was turning it into a rental property (a boarding house, to be precise!) so he also removed everything that gave the house any "old house" character.

The new windows are a reasonable size for the house, but the trim is far too narrow for the house's style and age. Here is a picture:

Some of these are probably going to be REALLY stupid questions, but I've never dealt with vinyl windows or siding before, so I really have no clue about these things. Wood I can handle, vinyl - I'm clueless!

Here are my questions:

How hard would it be to put new wider trim around these windows? What all would be involved?

Can I put up wood trim or do we need to use some kind of trim that's special for around vinyl windows? FYI there is already wood trim at the roofline and around the porch so we already have to do painting maintenance, so that's not a concern of ours, and wood trim would allow us to customize the look with a built-up design.

Would I need to cut the siding back where I needed to put the new wider trim, or does the trim go over it?

Is there anything else I'd need to be concerned with if I attempted to do this?

Thanks for any advice you can give or experiences you can share!