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In terms of updating, I believe you should ensure you fix up the rooftops. Some, such as the building across the street of the castle, uses a very hole-y messy thatch. However, if you choose to maintain a moderately messy look, I've learned lumpy looks far better than gaping holes. In addition, update the stone bridge while you're at it!
Not that you need it but, I gotta keep a good name for my foster babies: I give you Otty's unofficial unneeded approval.