The crash happened around 1:45 a.m. Sunday on the 4600 block of New Linden Hill Road.
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A Cadillac and Volkswagen collided head-on.
Police say the Cadillac crossed a double yellow line and into the northbound lane of the road at an apparent high rate of speed.
The driver, 27-year-old Michael Bellafore was not restrained and pronounced dead at the scene. Police say alcohol played a part in the crash.
A passenger in the front seat was seriously injured. She was not restrained at the time of the crash, police say.
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She was taken to Christiana Hospital in critical condition.
The 16-year-old driver in the Volkswagen suffered non-life threatening injuries. She was also taken to Christiana Hospital.
The road was closed for more than five hours while police investigated and cleared the scene.