Your doctor sounds like he knows what he is talking about. Dosage levels always have to be experimented with and individually adjusted and monitored closely. It sounds like that is exactly what he is doing with you.
No one knows for sure what the long-term effects of taking high doses of zoloft or any SSRI for a prolonged period of time are. Yes, these drugs have been prescribed in high doses for many years now, and thus far, research and clinical experience has not shown adverse effects. However, no one knows, and no psychiatrist can pretend to know what the long-term effects of 275mg of Zoloft are after say, a decade. Everything within reason however is acceptable. There are parameters to antidepressant medication -- minimums and clinically accepted maximums -- and it's most advisable to stay within those parameters. If Zoloft isn't achieving the desired effect within those parameters, then it might not be a bad idea to swtich to a different antidepressant. It certainly will not help your OCD to be worrying about the dosage of the medication that you are currently taking to relieve those very symptoms.