I was just about to post this when I noticed that you list 550 mag in the title and then 500 mag in the post. What round exactly are you going to be loading here?
I load 460 Weatherby (the parent case for the 550) on a RCBS Rock Chucker. I've never used a turret press, but I'm not sure how much it would speed up loading. I have two thoughts though. First is are you going to trim your brass after sizing? Not sure how you would manage that with a turret press. The second thing is will the powder measure drop 120 or so grains of powder? I am currently doing two throws of 60 grains for the Weatherby since my measure tops out at around 100 grains. There are measures that will drop that much powder, but I don't know if they will fit the press you are thinking about getting.
Anyway, it only takes a minute or so to swap dies on a single stage press and doing a batch of 50 or so doesn't take that much time.
If I understand the OP correctly, I think the 550 Mag is a mixup in typing. The OP is loading 500 S&W Magnum straight-walled handgun ammunition on a Dillon 550 progressive press but since he is only doing small quantities, the inconvenience of the caliber swap is making him think of getting another press. The choice is between a Single Stage and a Turret.
Many people use their turret presses just as a single stage (my shooting buddy loads his 500 S&W on a Lyman Turret that way). Since the Lyman does not auto-index and has good leverage it might actually be better than if he had an auto-indexing turret.
So, if I have understood the OP's question correctly, this is the advice I would give. Since the 500 Smith cartridges are so large, use of a little bit of case lube (even using carbide sizing dies) is recommended, a strong single stage (RCBS RockChucker, Redding Big Boss, Lyman Orange Crusher or Forster Co-Ax, etc) or a decent turret (anyone's will do, though the Lee Classic Turret does auto-indexing, which can be turned off if desired).
My friend loaded his 500 cartridges on the basic, Lee Reloader press, their cheapest, weakest press. It did fine for a while, until his Lyman Turret arrived.
So, bottom line. A single stage or a turret will do. Single stages tend to be a little stronger. Turrets a little more convenient.
Lost Sheep