This is what it looked like before paint, roof and added facia board.

I don’t think it looks “trailery.” I prefer the dark window trim in the before pics. One caution before landscaping: be sure there is adequate defensible space for fire protection since you are in a wooded area.

I think painting the windows and also the trim around them a darker color (ideally drawn from the shingles on the overhang) would be good. But honestly, the front of your house hardly seems to show -- I see a lovely woody setting with a cabin-ish home. Maybe it's the stark border of earth, stone, and newly planted beds that makes it feel a bit new/unfinished to you? Not seeing the front door, but maybe a strong color there would draw the eye?

Look at photos inside the app and show contractors what you want sounds like a different architecture style.

I like the idea of black trim too.
Add some more landscaping if you can.
And/or some outdoor planters, maybe chairs, a bench or swing ...

Landscaping should concentrate on landscaping that meets fire-safety standards. Benches of stone or decorative concrete attractive walkways and stairs. There are state organizations that will provide you with ideas and recommendations. This site is a great on - https://www.readyforwildfire.org/prepare-for-wildfire/get-ready/defensible-space/