I thought it was called "Scottsdale, AZ" and had Jennifer Anniston in it, but I cannot find it so it must have been a different name and actress. It was made in the early 2000's I think. Probably categorized as black comedy/ drama, probably an indie. I can't even remember what it was about.
I remember this one scene where this guy's younger brother was always playing an old organ in their living room (Godspell's "Day by Day").
I know that's so vague, but let me know if you remember it.
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Scotland. PA http://www.imdb.com/title/tt0265713/
I checked out Jennifer Aniston on imdb.com and the only indie film that was a black comedy that I saw was THE GOOD GIRL but no recollection of scene you describe.
braveheart.