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The earliest connection between Santa Cruz and San Jose was an old Native America foot trail.
The first road that could be navigated by a wagon was a dirt toll road built by Charlie McKiernan, known as " Mountain Charlie " by locals, some time around 1853.
Portions of this road still exist as Mountain Charlie Road, to the west of Highway 17 and south of Summit Road.
Several other stage lines were built as competitors, such as the San Jose Turnpike ( 1863 ), which follows the approximate route of present day Soquel San Jose Road.
After realignment to increase the road width ; many sections of the original stage route were cut off.
These sections became side streets named with variations containing Old Turnpike.
Some of these now dead end streets have retained the look of narrow stage coach roads.

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