The Simpsons Halloween Special: Tree House of Horror - S2-E3
Continuity mistake: When Homer is preparing the barbecue, he is wearing an apron that says "Mafia staff apron". After he goes to pick up the lighter fluid, it reads "Maffia staff apron", and after he has lit the barbecue, it is back to saying "Mafia".
Chosen answer: A divorcee (Ruth Powers) who has a daughter that Bart fancies. An old couple used to live there, but moved and I remember an episode where Homer was sitting in a paddle pool eating a hot dog, grossing out potential clients.
SexyIrishLeprechaun