I renovated a grade 2 listed Tudor cottage some years ago, I befriended the local conversation officer who drove past on his way to work and on his way home, he would pop in on his way from work for a cup of tea and a general chit chat, never had any problem getting anything approved, but then I would never in a million years ask to put UPVC windows into a Grade 2, anyone who does is someone that should not be allowed to have control of a heritage building. The cottage I now live in is even older, but has escaped listing, the remedial works I have carried out are in keeping with the aesthetics and construction of the original concepts to the point of having flint blocks made to construct the conservatory with hand made squint bricks, you should have empathy for heritage buildings and will keep them safe if you are even considering living in one.
It is a privilege to live in or own a heritage building and custodians should act accordingly.