At this point you have too many things going against you! Start over and buy and replace all bearings and gaskets, have cylinder bored out with new piston kit. Replace old parts with new OEM Honda bearings and gaskets it will be expensive but you will be happier you used and spent on good parts. When all is done re do a pressure check on your motor. Also want you to know if engine leaks thru reeds, exhaust flange, lower cylinder base gasket, spark plug, crank seals, or leak down tester that is all normal. But you should never have to plug or hold transmission breather on leak down test. But f you are leaking from transmission breather or oil drain plug that is clear indication you will have to replace center case gasket!!
Good luck on your build!