When we sold our three year old one we got about a third of what we paid for it. And that was after having an engineering firm remove stuck/sheared exhaust studs, replacing the ecu, repainting/powdercoating about 75% of the bike to cover corrosion...
Then you were very unlucky. Because Harley keeps uplifting the price of the new bikes, the second hand price tends to track upwards as well. Mind you, personally I never buy new bikes because of the loss the moment you wheel it out of the showroom.
Harley hater eh? What's not to love about a bike designed in the Fifties that you can sell after three years for as much as you paid for it?