>>92351811That was a throwaway gag which meant nothing.
Earlier we saw him in a nice house with his "wife" in the Marge/Ruth girls night out episode.(Marge on the Lamb)
Later we see everyone playing Poker at Lenny's house, which looks decent, in the episode where Marge becomes a cop.
In zombie Simpsons we see Lenny in a really nice looking apartment with a huge, wall-mounted flat-screen TV.