From all outward appearances, Pippa Lee (Robin Wright Penn) leads a charmed existence. She is the devoted wife of an accomplished publisher (Alan Arkin) thirty years her senior, the proud mother of two grown children, and a trusted friend and confidant to all who cross her path. But as Pippa dutifully follows her husband to a new life in a staid Connecticut retirement community, her idyllic world and the persona she has built over the course of her marriage will be put to the ultimate test.

In truth, looks are deceiving, and this picture-perfect woman has seen more than her fair share of turmoil in her youth. Embarking on a bittersweet journey of self-discovery, accompanied by a new, strange and soulful acquaintance (Keanu Reeves), Pippa must now confront both her volatile past and the hidden resentment of her seemingly perfect life in order to find her true sense of self. By turns wry, humorous, and moving, "The Private Lives of Pippa Lee" presents the complex portrait of the many lives behind a single name.

Golden Globe nominee Robin Wright Penn and Academy Award winner, Alan Arkin head an all-star cast that includes Blake Lively as the young Pippa Lee, Maria Bello as her mother, Suky Sarkissian, Keanu Reeves as Pippa's inscrutable neighbor, Chris Nadeau, Monica Bellucci as the socialite Gigi Lee, triple Academy Award nominee Julianne Moore as the freewheeling Kat, Academy Award nominee and Golden Globe winner Winona Ryder as Pippa's trusted friend, Sandra Dulles, Mike Binder as novelist Sam Shapiro and rising stars Zoe Kazan and Ryan as Grace and Ben Lee, Pippa's young adult children.