Yup!, MassHealth covered the top surgery I had in January, 100%. They also cover hormones. I haven't had luck getting my testosterone covered yet but that's just because of a gender marker discrepancy on my records. I am on their free plan, though, so there might be a co-pay for surgery/hrt if you have commonwealth care or a plan where you are paying a premium.
However, it seems I was pretty lucky in (finally) getting covered. My providers (therapist & doctor) have not personally heard of anyone else in their circles getting covered under MassHealth. I'm the first one that they know of.
The thing is that MassHealth doesn't have published criteria for surgeries. Massachusetts only recently released a mandate for MassHealth to cover trans-related care, so this is all very new and fresh. It's not even clear that they have un-published criteria. From what I've gleaned, they kind of make up criteria on the spot, and treat people on a very scattered, case-by-case basis.
The reason I think I was covered was because, I had been trying for 2.5 years to get covered for top surgery under Blue Cross Blue Shield of NJ, who DOES have a published policy on "gender identity disorder" related treatment. Their criteria is about as strict as it gets, when you compare it to other insurance policies-- they want TWO letters, one letter from a Phd, you have to be on testosterone for 12 months, have been in therapy for 18 months, have a legal name change, etc etc. So when I submitted a pre-authorization to MassHealth, I had a LOT of support, because I had met all of BCBS's criteria (with the exception of being on testosterone for 1 yr.) The other 3-4 people that had submitted to MassHealth, according to my surgeon, did not have the support on paper that I did, meaning, they only had maybe 1 letter, and that letter was not very substantial. They were all rejected for different reasons.
So if I were you, I would look at other insurance companies' published policies, and try to get all of your bases covered to the extent that you can, because who knows if and when MassHealth will publish a policy on trans care-- and even then, you could meet all of their criteria and still be denied coverage because insurance is generally speaking... the worst.
I found it really hard to navigate insurance on my own because everything is very specific to each insurance co's policy and guidelines. I did find that I was able to get more information from insurance when my provider called on my behalf and demanded an answer. If you have a trans-aware provider, you might try to have them call and see if they can find anything out.
If you need any more help or advice with this, feel free to PM me!