A lot of the parts on these bikes are more or less plug N play. As long as you don't have to do any real mechanical work. As in the engine or say clutch.
Its take off old part reinstall new one.
Now being realistic. Insurance wont pay you squat for your bike. 214K is just about the breaking in point of the 1500 motor some say.
Ive always thought of the 1500 engine as a 250K mile motor. So your fairly close to what would be my personal sell by date.
As for the new Yamaha. Do you really want to spend $25K plus a kit.
Kits will be out soon enough.
Honestly. There are so many bikes out there for sale now. Its a buyers market.
Id like to put my 2010 GW / Motor Trike kit up for sale. I'm afraid it wont sell. Too many used trikes out there.
Im in need of a car too.............my 2 cars are also a bit aged. But I use the bikes more then the cars so its a personal dilemma.
Im not ready to give up riding yet.
It might make ALOT more sense for you to look for a used trike at this stage in the riding game. So many used out there.