The first attack occurred shortly before 5 p.m. in the 4000 block of Lost Springs Road, just west of Lost Hills Road, sending both victims to the ground in a disturbing incident that was captured on surveillance video.
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The footage, recorded by a surveillance camera mounted on a nearby home, shows the suspect walking up to the grandfather and punching him in the face, knocking the man to the pavement and overturning the stroller onto its side.
The attacker then walks over to a minivan that is parked in a nearby driveway, gets into the vehicle and drives away as the dazed grandfather stumbles to his feet.
Both the man who was struck and the 10-month-old child were said to have escaped serious injury.
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Minutes later, a boy was assaulted on a bike path that runs along nearby Las Virgenes Road, said Sgt. Brandon Painter, a spokesman for the Sheriff's Department. Whether that victim was seriously injured was unclear.
The suspect remained at large Wednesday afternoon. His vehicle is described as a silver Honda Odyssey with Nevada license plate number 183W80 and visible damage on its passenger said.
Anyone with information about the incident is asked to call Detective Parks of the sheriff's Malibu/Lost Hills station at (818) 878-1808.