We just moved back to the US from Tokyo in December. I was also glad my company was footing the bill for a lot of things. Our apt was 1800sq ft, was old, and cost $6800 per month at the exchange rate when we left.
Medical is not what you are used to in the US but if you find a good hospital, it is not bad. It used to be much, much worse. On the other hand, it is relatively affordable.
Food is extremely expensive, from the super expensive fruits to the everyday liter of milk ($2.75 or so).
We left Japan for a variety of reasons, but the fact of the matter is that costs of living that we were used to would have been difficult to maintain, even though we have a substantial nest egg. More importantly, I'm an outdoorsy kind of guy and family means everything to me. My kids were/are in the US, my parents are in the US, siblings, etc. I had no yard (I love gardening). I love to go camping (not many places for that near Tokyo). I don't like golf very much, which is a big Japanese men's pastime. Other than going for a daily run, I would not have had much of anything to do (that I enjoy).
All of that said, I loved the people and the culture. If I ever returned to work , that is where I would want to do it.
Find Joy in the Journey...