6 iPhone Bluetooth Headset
The iPhone Bluetooth Headset was ahead of its time in 2008. It was incredibly small, had up to 5.5 hours of talk time (up to 72 hours of standby time), and cost $99. But, like many Bluetooth headsets, it didn’t always work very well. Despite some issues with call quality issues and some problems with it not fitting some ears well, the iPhone Bluetooth Headset helped pave the way for today’s AirPods.
While not as valuable as some of the other items on this list, it is rare to find one in mint condition. Factory sealed units can be found on eBay ranging from $300-$500!