9. Harley-Davidson VR1000

Harley-Davidson VR1000

If you think trying to find one of the 500 examples of the Yamaha R7 is tough, then good luck sourcing one of the 50 Harley-Davidson VR1000s to roll out of Milwaukee. The VR wasn’t released until late 1993, five years after the project was green-lighted. And only 50 examples were made, just enough to meet the AMA’s homologation requirement, which states a competition motorcycle must start life as a road-legal model.

True to the rules, the VR was road-legal… in Poland! Loophole exploitation aside, the VR1000 was an obvious and drastic departure for The Motor Company, which wanted to reclaim its past roadracing glory. Featuring liquid cooling, four-valve heads, overhead camshafts, and fuel injection, the VR1000 was a technical showcase for Harley-Davidson, despite the fact it never won a race during its seven-year racing career (1994 – 2001). Still, prime examples, if you can find one, have sold for upwards of $60,000 on eBay.