5. $17 Million Townhouse
Location: New York, NY
Poor Louie. As if apartment hunting isn't a nightmare already, viewing places that are obviously out of your tax bracket is just masochistic. After seeing this place Louie goes for the complete opposite and visits a townhouse on a whim, and the experience is pretty magical. If we were walking through it we'd probably be overcome so as to start dancing with the realtor as well...right up until the moment she dropped the price tag like a soul crushing brick. As Louie so hilariously, pathetically puts it later to his accountant, it's kind of cheap when you consider everything it offers. Still not gonna happen, bud.