"Don't buy a car as an investment." -Jay Leno.
Even though the price on 07 Limited Roadsters with similar mileage and condition has reached as much as $6K more than we paid for it, it flucturates with the seasons. And, as the mileage increases and the times goes by the value will go down.
When this car was new I was a teacher and could not afford it ($42K including a $5K Chrysler Executive credit for the Limited package). Fast forward 15 years and suddenly it's really affordable, so we bought it. It took another almost $6K for tires, a top, and miscellaneous deferred maintenance items. She's been a solid, reliable daily driver for two years now.
Nobody really knows which older cars will suddenly take off in collector value. The Crossfire checks the usual boxes: age, rarity, historical significance, but 20 years later the value remains very low. Maybe it will take off? Maybe it won't? What I know is that a mundane run to the grocery store with the top down on a crystal-clear day becomes an adventure in happiness when I take the Crossfire.