10. 1969 Ford Mustang Boss 429
The 1969 Ford Mustang Boss 429 was built to homologate Ford’s massive 429 cubic inch engine for NASCAR competition. With its hand-built, semi-hemi V8 and aggressive stance, the Boss 429 commands instant respect among enthusiasts and collectors alike.
Today, it’s a true blue-chip collectible, with recent price trends showing well-preserved examples selling for several hundred thousand dollars. For more on its investment appeal, visit Hagerty’s valuation guide.