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I would say that it should take around 30 days for the FHA streamline refinance. Since you have all your information together from the last lender you should be able to easily give that information to another lender if you wish to do so. [self promotion deleted by Zillow moderator.
There is no specific time when you should refinance your property. You should only refinance when it benefits you, or you can lower your monthly payments. You have to take in considerstion the fees and points you will be charged and when you can expect to get back your money for your refinance. I would say a 1-1.5 drop in the rate should be the standard. That way i will not take you long to get back your fees and points you paid for the refinance.