Depends? Is it a Junior, a Special, a Standard or a Custom? The value could be anywhere from $4K for a Jr to "the skies the limit" for an uncirculated flamed burst in mint condition...
I would hold out for as long as I possibly could, but in the end, it would have to go. I'd certainly make the most of our time together - record a bunch, some YT videos, maybe even bring it to a gig just to say I did it.
Knowing me, I'd trip on the way down the stairs and fall on top of it snapping the head. Otherwise though, sell it and buy a telecaster from the same year.