First of all congratz for such a nice amount of BTC!
And yes it is possible.What you need is a price around $1750.Not easy to reach I think but not unlikely.
Halving will play a big role but also other factors how we keep evolving, how much we will progress will have an impact on the price.
And if 2016 shouldn't be the year it will happen, then it's 2017 and you just need to be a bit more patient.
But then what?Selling? Holding and wait for the next $100k?
I'd just hold, maybe use a tiny amount to buy some new needed stuff.But don't waste it!