Tobey Maguire Spider-Man / Peter Parker Kirsten Dunst Mary Jane Watson James Franco New Goblin / Harry Osborn Thomas Haden Church Sandman / Flint Marko Topher Grace Venom / Eddie Brock Bryce Dallas Howard Gwen Stacy Rosemary Harris May Parker J.K. Simmons J. Jonah Jameson James Cromwell Captain Stacey Dylan Baker Dr. Curt Connors Theresa Russell Emma Marko Bill Nunn Joseph 'Robbie' Robertson Bruce Campbell Maître D' Elizabeth Banks Miss Brant Ted Raimi Hoffman Perla Haney-Jardine Penny Marko Willem Dafoe Green Goblin / Norman Osborn Cliff Robertson Ben Parker Elya Baskin Mr. Ditkovitch Mageina Tovah Ursula John Paxton Houseman Becky Ann Baker Mrs. Stacy Stan Lee Man in Times Square Michael Papajohn Dennis Carradine / Carjacker Joe Manganiello Flash Thompson Lucy Gordon Jennifer Dugan Steve Valentine Photographer Marc Vann Play Producer Joe Bays Jazz Club Manager Gregg Daniel Precinct Detective Timothy Patrick Quill Crane Operator Kathryn Bryding Woman Outside Theater Joe Virzi Police Detective Bill E. Rogers New Jersey State Policeman April Parker-Jones Test Site Technician Robert Curtis Brown Test Site Technician Carolyn Neff Test Site Technician Christina Cindrich Test Site Technician Andre B. Blake Crane Disaster Radio Policeman Emilio Rivera Policeman at Sand Truck Keith Woulard Policeman at Sand Truck Reynaldo Gallegos Armored Car Driver Margaret Laney Newsstand Patron Sincerely A. Ward Model (uncredited) Jennifer Weston ER Nurse (uncredited)