I'm planning on doing something like this too. Most of the examples I have saved are looking into a dining area, but you can get the same feel from them. They are not all strictly L-shaped, but again, you get the idea:

I am not crazy about tile. It's hard on the feet and legs. I also don't like cleaning the grout although you can make the grout line very small and dark so that would make it easier to clean. I do love wood. I just think it feels nice underfoot, and I think it gives a warmer overall look. Wood is pretty easy to keep clean. I just use a damp dry mop on mine. My dogs are big and have scratched my wood floors, but it doesn't bother me. One day I will have them resanded and stained.

Option 2 is much better in my opinion. Although I would certainly not put chairs in that kitchen. You already have chairs in the breakfast nook and in the dining room. Chair overload detected. So I'd keep it an island. Maybe even a cooking island to connect everything together instead of standing with your back to everyone. Do you really need another bedroom on that floor? For it seems to me that if you would knock out the wall between the family room and the study/living room (as well as option 2), you would gain much more your open floor plan. You could still make a study nook in it. I would then also knock down the better part of the remaining wall of the study/living room. But that piece of wall 'behind' the door opening into the foyer I would leave standing.

AR- I am not sure why you need a "dinette", and I do not know why you need counter seating either, it takes up valuable space in the kitchen that can be used for other things. Why not eat in the dining room, it is right there. And apropos of the dining room, is an 8 seater dining room really adequate for you? Do you entertain for the Sabbath and holidays? Maybe you need to go back to the drawing board with an architect and/or kitchen designer and forget the counter seating and dinette and give yourself a larger dining room. Many Orthodox Jewish people actually do a lot of their entertaining around the Sabbath and holiday meals and spend a lot of time at the dinner table (yum!) and being crowded is not a good thing at all. In addition to the table you might also want some space for a buffet to hold tablecloths, silver, extra serving pieces, etc. And maybe you have some religion classes/lecture in your house and the dining room is a perfect place,, and your children can do homework with friends around that table (and you can lend an ear from the kitchen.) Oh, and on that note, please be sure the room has adequate electrical outlets and wifi access. A too small table just won't work. Maybe a smaller family room will net you a larger dining room, and still get your guest room in the family room. A designer can get you some very clever ways to incorporate a guest bed in the family room, such as a murphy bed, a convertible, or a day bed. I would excruciatingly space plan your garage. Do you need an additional freezer and storage in there to kosher food because you live far from stores that hold kosher food? Do you need an additional stove and dishwasher in there for Passover? Storage in there for Passover dishes and pots? Think about all these things, everything you could possible need and want. And how you will age in that house as well. When you are 75 you might not want to carry a heavy crock pot in from the garage into the kitchen. Think about planning a place for a multi-shelf metal cart in the garage or someplace from which things can be wheeled into the kitchen. Efficient (for your purposes) storage is more important than three eating areas in the house, counter, dinette and dining room. A quick cuppa can be had in the kitchen with one chair at the counter or pull out cutting board. I agree with you about a non-open concept kitchen.