I am a fan of vintage Singers, but *not* a fan of new low-end Singers. The newer low-end Singers have had a bad rep for a long time, and I'm not aware that the "anniversary" machine is any better. In this price range, I would probably be looking at a Brother.
What are you looking for in a machine? A primary machine for piecing and sewing, a lightweight machine to take to classes, a backup machine, nostalgia? (If nostalgia, I would look for a true vintage Singer.)