A writer returning to New York after a two-year stint in London, Diana (Zosia Mamet) is searching for a new residence. When her friend Gabby (Diana Irvine) hooks her up with a real-estate broker, she lucks out, finding a perfect second-floor apartment in a brownstone building owned by free-spirited widow Amy (Deirdre O'Connell). However, when Diana spots her downstairs neighbour, it leaves her crestfallen. It's Ben (Matthew Shear), her ex-boyfriend who broke her heart a few years earlier. Trying to rise above a difficult and painful situation, Diana is left to revisit feelings she thought were long since buried.