Unfortunately you may have to go to Toronto to access medical resources such an Endocrinologist, and any OHIP-covered surgery options can only be accessed through CAMH, which is also in Toronto. As for like any sort of support groups or counseling, you may be able to find something closer. Most medium-sized cities in Ontario seem to have some sort of LGBT support organization. If you have a GP I would suggest discussing transition with them as they should be able to refer you to both an Endo and to CAMH, and may be able to put you in touch with some support options as well.
I live near Barrie myself, and have found that for most medical resources you need to go to Toronto.