I can think of a number of factors to consider:
1. Is this a private road? Where does the part of the road go that is to the left in the picture? Planting trees close
enough that the
roots could grow into the road and undermine it, might make you quite unpopular!
2. Consider sight lines. Do you *always* come nose out of your driveway? Can you ensure that all delivery people and guests also do so? If not, you may be setting up a dangerous situation as people back out into other cars.
3. Worse than cars, is the risk to bicycles. I gather bicycles are very unpopular in areas of the USA, however, e-bikes are increasing bike traffic where I live enormously - they're fast but quiet, and tend to be right at the edge of the road, so they're more likely to hide behind tall shrubbery.
4. Emergency vehicle access: A big issue where I live is steep and narrow farm roads that aren't passable by our
Volunteer Fire Dept Trucks. They also want clear signage so they can find a property in an emergency.
5. Water flow: it looks like the area you've marked is a low spot, probably intended to allow rain to soak in rather than turning your driveway into a swamp. It's too hard to tell from the photos what the elevation gain/loss is.
Brad Lancaster has done extensive work on "curb cutouts with rain gardens", so I would consider if such a concept has a place in your plans.
A piece of
land we bought has a driveway onto a busy-ish road and they didn't put a culvert in. Not only does the drive closest to the road, end up a muddy mess in heavy rain, the water drains up-slope of the driveway into a treed area which luckily allows much of it to sink and spread, but not all of it. The rest has to cross a grassed area to reach a gully which then drains through part of the property. If we want to develop that treed area with more useful trees, they will have to go up on
berms so the roots don't rot, or be tolerant of water. Or we need to find a way to allow the water to cross the grassed area more freely, which likely means some sort of pipe.
I am all for holding as much water on that land as possible, but it needs to be held in a way that still allows us to move where we want to, and since no one will
BELIEVE me that driving on that grass in winter is a REALLY BAD IDEA, I've had to repair it too many times already and I'm sick of it!!! The last fellow to do so,
should have not only known better, but should have come and got us as soon as he slid down into the soggy area. By the time he gave up, his truck was up to it's axles. No matter what, it was going to be a
tractor job to get the truck out, but if he'd stopped as soon as he slid, it would have taken me far less time to repair the damage. This is the sort of thing you need to be aware of when messing near roadways!
Is part of what you're looking for is more privacy? It looks as if you can see your house from the road - is that something you're trying to change? If so, I would consider whether you could change the road just past where the first big trees are with a gentle curve and then tree the old part of the road to make it disappear? Then when you're looking out your windows, or looking forward to getting home, you would wind through trees?