The first machine is a 201-2. The potted motor version. Nice strong machine, runs great, usually runs pretty quiet. Not worth $250.00 by any means. It might be worth $75.00 but that's even stretching it.
The second machine is a 66-16 not a 99. It is a full sized machine and are very good sewers. I have 8 of them. That one is a former cabinet model that has been re-motored and and put in a case. It is missing it's light and bobbin cover plate and has a non Singer foot controller.
It is not worth $65.00. Perhaps $20 to $25 at the very most.
Neither are Feather Weights.
Joe