You need to check the guidelines of the market you are sending it to and the market it was reprinted in. Some markets won't reprint unless it's a year old, for instance. There's usually clear indication of this in the 'Rights' section of the guidelines.
I may be wrong, but I would think that the market it was first reprinted in retains the rights for a specific amount of time, also? For instance, one of the markets I have a story published in holds anthology rights unless I specifically request it not be included in their anthology. I would assume that if it's included, I might have trouble getting a reprint right on it. You might want to check on that.