I found this postcard on ebay:
The "O & A R. R." was the Oakland & Antioch (Eastern) Rail Road. From Oaklandwiki's Sacramento Northern Railroad page:
I believe this is the same view, now:
What's interesting is that Pinehurst road as we know it continued up the drainage - what's now Lower Pinehurst Trail > Lower Huckleberry Loop Trail - to what's now Skyline, then down to what's now Sobrante > Thornhill > et cetera to the Oakland wharf. This is the old Thorn Road. The road we know as Pinehurst, continuing up from the first switchback at the Lower Pinehurst Trail trailhead was built circa 1926 when Redwood Creek was dammed and flooded to create San Leandro Reservoir. The tunnel for the Sacramento Northern Railroad was closed in 1957.
The "O & A R. R." was the Oakland & Antioch (Eastern) Rail Road. From Oaklandwiki's Sacramento Northern Railroad page:
The SNRʼs yard and machine shop (where Gene’s grandfather worked) lay at the end of its right-of-way, at 40th and Shafter (2016 site of “Homeroom”). There, trains connected to Key System tracks along 40th, leading to the Key System Mole, and later across the Bay Bridge. North of its yard, the railroad ran up Shafter Avenue, crossed College Avenue, and climbed up to Lake Temescal, where it ran along the eastern shore, and crossed a former extension of the lake. It ran through Montclair Village and up Shepherd Canyon. The Havens Station (named for developer Frank C. Havens) was near Paso Robles, and then the train entered a 3200′ tunnel [or 3600′ or 3700′] near Park Boulevard (later renamed Shepherd Canyon Road) and Saroni. It exited the tunnel in Contra Costa county, near Pinehurst Road and Huckleberry Botanic Regional Reserve where the Eastport Station was. From there, it ran near the town of Canyon, thence to Moraga (there was a station near Saint Mary’s College) and Lafayette.That turns looks familiar. I've ridden Pinehurst many times on my bicycle. I like to think that Redwood Canyon is the next drainage over, where Stream Trail goes down the center of Redwood Regional Park's canyon, but there is plenty of evidence that it was what we now call Pinehurst. I've also seen that canyon called "Redwood Canyon". I'd like to sort that out someday, as I have some bicycle history that repeatedly refers to "Redwood Canyon".
I believe this is the same view, now:
What's interesting is that Pinehurst road as we know it continued up the drainage - what's now Lower Pinehurst Trail > Lower Huckleberry Loop Trail - to what's now Skyline, then down to what's now Sobrante > Thornhill > et cetera to the Oakland wharf. This is the old Thorn Road. The road we know as Pinehurst, continuing up from the first switchback at the Lower Pinehurst Trail trailhead was built circa 1926 when Redwood Creek was dammed and flooded to create San Leandro Reservoir. The tunnel for the Sacramento Northern Railroad was closed in 1957.
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