I would guess that it was made around 2010-2015. It stars an actor who I incorrectly remember as Michael Fassbender, in terms of appearance. I only remember a few snippets, so here we go. An acquaintance of his has a business that takes him to people’s homes. This guy also likes to enter houses (when owners gone), just for kicks. He persuades the MF-type guy to participate. One time, the MF guy did this solo, but was interrupted by the owners returning. He escaped to the roof. I remember an aerial camera view of him on the roof, looking relieved. It also seemed a little incongruous to to have this actor shown in such a dorky light. He's someone you wouldn't normally expect. Both of them were caught in a house, when a bunch of family celebrants returned home. There’s a confrontation, but that’s all I remember. It is not a heist or burglar movie, more of a character study as I recall. I had misremembered this as a different film called Following. It is a great film, and is also based on sneaking into people’s homes.