And even within the big brands like Chanel and Hermes, there are factors to whether they keep their value. Color, material, condition, age all play a role in it.
So unless you can predict what will remain coveted and manage to maintain your bag as pristine as possible, the resale value can fluctuate. Though if you can predict the future, perhaps lotto numbers would be better than handbag coveting.

Perhaps you can give it to a friend or family member? Whenever I have something of worth that I no longer want, I would offer it to my family or friends. If no one wants it then I either donate or sell.
I've read many posts from people who would rather destroy or keep it unused than to give it a second life with some one who may want it.