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A yuppie couple buy a large house in an exclusive San Fransisco neighborhood. They renovate it and plan to rent two apartments on the first floor to cover the costs. A prosperous looking man moves in but is not the ideal tenant. He never pays any rent, drives the other tenants away and systematically ruins the lives of his landlords.

In Chicago, the lonely architect Alex Wyler has a troubled relationship with his father Simon Wyler. In 2004, he buys an old glass house in a lake, designed and built by his father, and he finds a message in his mailbox from the former tenant, the also lonely Dr. Kate Forster, asking to deliver her correspondence in an address downtown. Alex meets his brother Henry in Chicago and when they go to the address with Dr. Forster’s correspondence, they find a building of luxury apartments under construction to be delivered eighteen months later. After some messages, Alex and Kate disclose that she is living in 2006 and Alex in 2004, they fall in love for each other and they try to find means to meet each other.

Alex Rose (Stiller) and Nancy Kendricks (Barrymore) are a young, professional, New York couple in search of their dream home. When they finally find the perfect Brooklyn brownstone they are giddy with anticipation. The duplex is a dream come true, complete with multiple fireplaces, except for one thing: Mrs. Connelly (Eileen Essel), the cranky old lady who lives on the rent-controlled top floor. Assuming she is elderly and ill, they take the apartment but their hopes are quickly dashed when they realize that Mrs. Connelly is an energetic senior who enjoys watching her television at top volume day in and day out and rehearsing in a brass band. A writer, Alex is attempting to finish his novel against a looming deadline. However, each day as he begins to write, he is interrupted by Mrs. Connelly’s numerous demands and requests and what begins as a nuisance quickly escalates into an all-out war. When Nancy loses her job and the pair are trapped at home together with Mrs. Connelly, their rage turns to homicidal fantasy as they plot ways to get rid of their no-good neighbour…