Hi I think it depends on you as a family and whether you want to make a statement or be more subtle. It also depends on what your decor is like inside, don’t forget your front entrance should be the entree to what you would expect to see inside. The colour you choose needs to be bold and high gloss, nothing that matches the facade as it will just disappear. You could look at adding colour through plants and pots if you choose a more conservative colour like piano black.

I love your bricks too. In fact I would repaint trim colours the same as they are.

I would take the shutters off and see how it looks. And yes to painting them if they are to go back up, paint the windows, the existing painted parts of the porch, gate and the gable all the same warm white colour. The fascia and gutter a warm grey like woodland grey. Some flowering plants will complete the brightening up. You can mKe the whole gable darker, say a 1/4 strength of gutter.

We have used black carcasses for a black and wood kitchen. Looks great and everything is easy to find. Cost an extra $1000 on the total reno but absolutely worth it imo. The white would look cheaper especially when pulling out the black drawers to see the stark white inside. We also opted for dark drawer runners.