Understood and you are correct, Boston suburbs are extremally expensive and not necessarily worth it. I think you need to figure out which is most important, school or house. You could stay in a less expensive community and look into private schools if you feel like he won't thrive or won't be accommodated in public school. Logistics play a big part of that as well. When you think about it, he's young but really only has seven years left in school...maybe even less if he skips a grade. Seven years sounds like a long time but it goes by in a flash. Figure out what are you willing to sacrifice and where you can make concessions. Sounds like there are a lot of options and maybe if you nix one or two it will help you decide. There will definitely be trade offs, I think many of us have had to make them. Good luck, you are your son's best advocate, as long as you're happy with the decision and your son is happy, he'll be very successful.