In Sentry/Spider-Man (2001), Peter's photo of Sentry is said to be "the most influential image of the decade", and gets him a Pulitzer (or at least, he attended the Pulitzers, and given the drawing and general tone, I'd think he won one).

At least two times

In The Amazing Spider-Man #246 (1983), a photo of J. Jonah Jameson kissing Spider-Man's feet gets him the Pulitzer for photojournalism.

In Sentry/Spider-Man (2001), Peter's photo of Sentry is said to be "the most influential image of the decade", and gets him a Pulitzer (or at least, he attended the Pulitzers, and given the drawing and general tone, I'd think he won one).