Vanguard 1 holds the record for being in space longer than any other man-made object, along with the upper stage of its booster. It was launched on March 17, 1958, but was last heard from in May of 1964.
What still-orbiting satellite that is still transmitting a signal holds the record as oldest?
Are there any older-still satellites from which we could potentially get a signal if they were reactivated (such as Prospero)?