Doubtful that values are going to go up. No one can give you a guarantee, but without something happening that defies basic tenets of economics, resale value of 5 will continue to drop.
Yes, it's a discontinued phone, but that doesn't make it's value go up anymore than my drawer full of StarTacs, Razrs, etc.
Even Amazon is taking trade-ins now. The market is getting really flooded and private sale prices have been slowly dropping.
There are several threads here on resale sites, seems to be a lot of opinions on which is better. Probably get a little more if you can sell on CL but there's also the 'hassle' factor.