flu, if it turns out to be not worth it to “upgrade” your primary residence, you can just “remodel” the one you have to suit you. I don’t see you losing money on that, unless you put in a pool … and maybe not even then.
The bottom line is, your kid(s) live in the attendance area of the “highly-acclaimed” TPHS. That’s as good as it gets there in CarmelV. You aren’t going to get better schools by buying a house in the same area which costs $200K + more than yours will sell for.
Schools ARE the reason why you wanted to live there in the first place, right?