It all depends upon what importance you place on the value of money.
If you were gifted a $3000 Cinelli Supercorsa, you might well find it your most enjoyable bike.
But... would you view it as your most expensive, or least expensive, bike... and what value would you place on your enjoyment of it?
I think you would be forced to value it in terms other than monetary... (ie. "It was a treasured gift from someone special", or "I worked hard for it", "I found it in a skip and re-built it" and so on)....
... which to me is a better way of looking at life in general. (Sorry if that's a bit deep

)