Wow - that's a hip roof but I'm not sure it goes any better than the gabled roof. The architect of your home went to a lot of effort to insure the pitch of your roof was symmetrical throughout - which is typical of the craftsman era. But here you're introducing an element with a much steeper pitch.
I think the only way to make that garage work would be to modify the plans to a ~12' wall in order to match the pitch on the house.
Otherwise, I think the gabled roof will work equally well because it doesn't look like you shoehorned an addition to "match" when it really doesn't. Plus, you'll be more comfortable on the 2nd level of a gabled roof than a hip roof.
I should really be charging a consulting fee. Heh.
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