Usually means: Private investigator, often freelance detective.
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We found 22 dictionaries that define the word private eye:

General (19 matching dictionaries)
  1. private eye: Longman Dictionary of Contemporary English
  2. private eye: Merriam-Webster
  3. private eye: Oxford Learner's Dictionaries
  4. private eye: American Heritage Dictionary of the English Language
  5. private eye: Collins English Dictionary
  6. private eye: Vocabulary.com
  7. private-eye: Wordnik
  8. private eye: Cambridge Advanced Learner's Dictionary
  9. private-eye, private eye: Wiktionary
  10. private eye: The Wordsmyth English Dictionary-Thesaurus
  11. private eye: Infoplease Dictionary
  12. private eye: Dictionary.com
  13. Private Eye (TV series), Private Eye (film), Private Eye (magazine), Private Eye (song), Private Eye (video game), Private Eye, Private eye (disambiguation), Private eye, The Private Eye: Wikipedia, the Free Encyclopedia
  14. Private eye: Rhymezone
  15. private eye: FreeDictionary.org
  16. private eye: Mnemonic Dictionary
  17. private eye: TheFreeDictionary.com

Business (1 matching dictionary)
  1. private eye: Merriam-Webster Legal Dictionary

Computing (1 matching dictionary)
  1. Private Eye: Encyclopedia

Slang (1 matching dictionary)
  1. Private Eye: Urban Dictionary

(Note: See private_eyes as well.)

Definitions from Wiktionary (private eye)

noun:  (idiomatic) A private personal detective, employed to gather information about someone.

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