service upgrade from 200amp panel to 250 or 300 amp panel

Could use a bit more information. Not sure about your utility company metering, I think by your statement that you have a meter located at the street. If you have a 200 amp service from the utility now, they have a 200 amp meter base. If you want to increase your service size you will have to work with the utility to have the metering upgraded. Above 200 amps in my area requires
a 320 amp meter socket and the utility uses a K-base meter, for residential up to 400 amps. Any larger and we get into CT compartments and remote metering. I don't know if I read your question correctly. I am not familiar with your "double up breakers" unless you mean you have a panel with two main breakers. I guess the bottom line is, check with your utility company to see if they can provide you with the larger service metering.