There are other options for parking in Brewster. I assume you are on the LAZ waiting list as I know that one can be long. Did you try getting a permit through the Village of Brewster? They have multiple lots and while you do have to walk a bit further than the LAZ spaces, it seems like spaces are always available. Look here:
http://www.brewstervillage-ny.gov/im...April_2016.pdf
First Baptist Church which is across from the station was offering parking for $30 a month but I am not sure if they are still doing that, or of availability if they are.
I know there is also a shuttle from Danbury- the HART- which picks up from lots near the CT/NY border, but I don't know how appealing that is as it will probably add to your commute. But I thought I'd put it out there. I used to ride the train from Brewster and became acquainted with a few people who lived in CT and left from Brewster. Lots of people do it.