Former police detective Adrian Monk (Tony Shalhoub) has suffered from intensified obsessive-compulsive disorder and a variety of phobias since the murder of his wife, Trudy, in 1997. Despite his photographic memory and his amazing ability to piece tiny clues together, he is now on psychiatric leave from the San Francisco Police Department. Aided by his friend and practical nurse, Sharona Fleming (Bitty Schram), Monk works as a freelance detective/consultant, hoping to convince his former boss, Captain Stottlemeyer (Ted Levine), to allow him to return to the force. Stottlemeyer wavers between admiration for Monk and annoyance at his eccentricities. Moreover, he harbors serious doubts about the wisdom of allowing Monk to carry a gun. Stottlemeyer's second-in-command, Lieutenant Disher (Jason Gray-Stanford), also has his doubts about Monk but seems to be developing a reluctant admiration for the "defective detective."

Disc 1: Mr Monk goes back to school
Mr Monk goes to Mexico
Mr Monk goes to the ballgame
Mr Monk goes to the circus

Disc 2: Mr Monk and the very, very old man
Mr Monk goes to the Theatre
Mr Monk and the sleeping suspect
Mr Monk Meet The Playboy

Disc 3: Mr Monk and the 12th Man
Mr Monk and the Paperboy
Mr Monk and the Three Pies
Mr Monk and the TV Star

Disc 4: Mr Monk and the Missing Granny
Mr Monk and the Captain's Wife
Mr Monk Gets Married
Mr Monk goes to Jail