Eight years ago, Anne Elliot broke Freddie Wentworth's heart when she refused to give up her five-year plan for the sake of adventure. But despite big dreams, Anne, now thirty, is still living at home with hardly a plan in sight. Anne tries to be optimistic--she knows better than anyone that regret will get you nowhere--but that goes out when the window when, thanks to her father's bad spending habits, her childhood apartment in is rented out to the very man still living in her head rent-free.

Freddie Wentworth never thought he would see Anne Elliot again after she dumped him for accepting a job overseas. He spent years trying to forget her, and he's been mostly successful. So when a job opportunity takes him back to New York, he's shocked to find out that Anne is not only his new neighbor, but also the former resident of his new Greenwich Village penthouse.

Nearly a decade after Anne and Freddie's fateful romance, the only thing they still have in common is a desire to leave their relationship firmly in the past. But between a disastrous off-Broadway show and a drunken Thanksgiving dinner, nosey neighbors, and flirtatious friends, Anne and Freddie suddenly find their lives more intertwined than ever before. When old feelings start rising to the surface, they must decide whether to put their hearts on the line or walk away all over again.