Usually
I am typically not a fan of that much siding. I think breaking it up with some brick or stone would add a lot to the front.
You should add shutters to the windows on the right
IIRC double doors are seen as more 'upscale' and tend to do well on investment returns
For the siding, we're doing cedar impression in the front with the rest as regular siding (dutch lap?). Seen many examples and it looks fine.
We've decided to stick with a single door with the side windows - lots of these in the neighborhood and it's big enough.
Think we're going with shutters on all 2nd floor windows but none on the 1st floor... we can't do them on the far left casements so it would look bad to only do right of the 1st floor but not left.
Also - the two middle second story windows look a bit awkward. Judging from your sketch you have 5 different sized windows. Is it within the floorplan scope to make them match the small windows on the 1st floor?
Those 1st floor small windows are casements and we've decided to go with double-hungs on the 2nd floor (they're more practical too). Again plenty of houses here do it and it looked fine. We may just keep those 2 the size that they are.
Who drew up the new plans? For such a major construction project I think I'd consult with an architect or two. They should be able to help you in terms of window size and placement as well as the best "lines" within the confines of zoning and other constraints.
a certified architect - I'm only good at copying (see sketch).

We've put in a few questions and changes, so there may be a round 2.
The right side rocket ship needs to be broken up with a roof line at the first floor roof level.
Why is the peak of the roof line stepped down from the right to the left side?
Does the current zoning prohibit you from having an overhang for a porch to the left of the front door?
The rocket ship shall be gone, we asked to cut it up with a soffit - just depends on how much interior sq-footage we'll lose (if any) that way.
The roofline is separated because what's over the left side doesn't go as far back as the middle/right of the house in the back, so they're 2 different "boxes" if you will... and I suppose they have set heights. At least it won't be noticeable from ground-level.
Zoning won't allow us to build anything new all the way to the edge of the home. Anything new has to be set in 12ft from property line on the left side (house edge is at 10ft currently) and 8ft from the right.