In most cases once you have bought into Morgan it is rare to leave unless you have a really rotten experience. It happens with all marks sometimes.
My wife loves our Morgans and contributed to them. It is not a brash sports car and I pedal lightly when she is with me. All of the people looking at you and smiling makes you happy as well. You could get a degree of this with the MGB and others but a Morgan is different.
I would look for an older car with a huge pile of documentation. I would probably uprate the suspension, new bushes on moving items and cleaned up. Spend a couple of thousand getting it seriously fettled. Now you have a car with provence that will keeps it value (they do this well) and will always run well.
Don't underestimate the value of the resources here on the forum and among the other Morgan owners in your region. It has been the most helpful group of people I have ever comes across around cars. Some of the books written by people on here save a lot of time.
As for buying new, I hate paying tax.