Printer Repair Questions? Ask IT Technicians for Answers ASAP
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This is a problem that apparently started with MAC OS X ver. 10.9 at which point many people noted it.
Try using a workaround: use a standard paper size rather than custom, and the ability to enlarge printouts will function again. (If what I see on the web in general is true.)
If that is not the problem, then you may have the wrong image size for the paper size, leading to enlargement being locked out owing to probable image degradation and/or sheer pixel loss. See if a less detailed image can be printed in enlargement in that case.
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