In the Land of Women (2007)

Synopsis
A man having trouble with women suddenly finds himself surrounded by them in this independent comedy drama. Carter Webb (Adam Brody) is a successful writer who has fallen into an emotional tailspin after his girlfriend, well-known actress Sophia (Elena Anaya), breaks up with him. When Carter learns that his grandmother (Olympia Dukakis) is in failing health, he decides to leave California and return to his hometown of Detroit to help take care of her and beginning work on his long-planned novel. As Carter spends time with his grandmother, he becomes friendly with her neighbors -- single mother Sarah Hardwicke (Meg Ryan) and her two daughters, angst-ridden teen Lucy (Kristen Stewart) and precocious 11-year-old Paige (Makenzie Vega). As Sarah attempts to deal with a pressing personal crisis and Carter begins sorting out his relationship issues, he discovers that sometimes what feels like the end is actually just a new beginning. In the Land of Women was the first directorial project for actor and screenwriter Jon Kasdan, the son of writer and director Lawrence Kasdan. ~ Mark Deming, All Movie Guide