You need an architect ASAP there is no way for us to reconfigure your space IMo buy a house you like because changing this one will cost more than building new.

I think we need to know a good deal more before making any suggestions. The first, of course, is a ballpark budget. For most people, that narrows the focus considerably. It would also help to know what walls or posts are load-bearing.

Secondly, your household configuration - i.e. how many bedrooms/bathrooms are needed, and should they be on the same level. You certainly could make a master bedroom on the lower level, but loss of a second living space could be a drawback to you (or future buyer, if that is in the not too distant future).

I would not make big changes to the split entry foyer. I have a split entry foyer (but recessed into the house, not projecting) that is only as wide as the stairs, and it is not functional for anything other than opening the door. At least you have room for a little table, and room to turn around.

I think the exterior white door is quite stark, but I could envision a yellow or acid green door fitting into that landscape nicely.

Thanks for the input thus far. I've updated the original post to reflect answers to questions asked.

Your current layout looks pretty good to me. Your rooms are all pretty large and the flow looks good. If you are at all concerned about resale, I would not swap the family room for a large master. I honestly don't see how you could do it without messing around significantly with the lower level layout, in a way that it could not easily be reverted back.

IMO, cosmetic updates would go a lot further in making you fall in love with your house again. The only wall I would remove would be the one between your kitchen, dining room and living room.

I would remove the wall separating the kitchen, and work on cosmetic changes for all the finishes. You could add a half bath to the lower level next to the laundry area where the bedroom closet is currently, if you don't mind a smaller 3rd bedroom. You can expand your master bathroom shower by removing the second door from the living space. Guests have to walk up to get into your home so they can walk down to use a bathroom. I wouldn't want them in the master bath anyway. Once the finishes are updated, you'll have a beautiful home.

I agree with @calidesign about the bathrooms. If you close up the door on the right of the master bath and convert the other one to a pocket door, you would have space for a nice, large shower, a double vanity and possibly a little extra storage space.

For a guest/downstairs bathroom, I would remove the small closet from the 2nd bedroom (there's already a large walk-in in there) and bathroom door, and convert the doorway near the bottom of the stairs to a pocket door. By removing one of the doors and absorbing the closet space into the bathroom, you will have a more spacious bathroom with storage and room for a larger vanity with counter space.

I don't think it's worth sacrificing kitchen space or master bedroom space to put in a guest bathroom upstairs, unless you have guests over a lot (in which case you could create a small bathroom on the left side of your kitchen, but you will lose valuable real estate). I honestly don't see anywhere else it could go upstairs without putting in obtrusive walls in your living room. You could narrow the foyer but because your ceiling are so high, I think it would end up costing a lot for just a small bathroom. Also, it would throw off the symmetry of your house quite a bit (looking at the entrance from the open space, one side would be open and the other closed off; the window would be off-center).