BUT I don't want to spend that much time and money and then miss a boat that is for sale privately.
Things change every day. You need a boat you like and can afford more than you need the boat you didn't buy. I think it is a mistake to attempt to feel you know of every boat. Too many of the ads are not accurate and accuracy can cut both ways. You can't track down every possible lead unless you artificially remove candidates from the list using bogus criteria. With that you seem to feel only two boats will meet your criteria.
I think the whole process changes once you graduate beyond mastering yachtworld. I know it did for me when I did it. The exercise is invaluable in that you learn what boats are at least in general terms you can understand. Mastering yachtworld has it's own level too but it's a great way to sort of see a lot of boats. It's not complete though.
I think if you continue with what you started you can start to evaluate boats in person and get into another level of what you like and don't like. From pictures and a lack of experience the perspective is distorted. The in person part of the search adds more dimensions to the choice. I think it is great you have done so much homework. You will learn how much it paid off and the things you will avoid now because of it. It's not the end and adding more boats won't really help. You could continue looking at boat ads forever.
I think you don't need more suggestions. You should have seen enough of them by now. You really need more than suggestions and I have none to offer. What will another 20 do that it hasn't done? I'm afraid there will be a lot of boats you won't know about but knowing even 10,000 boats will take more time than you have. You already threw out 49 other states for no real good reason. I would start with your first 5 boats, take stock on your preconceptions and go to another 5. After a few it starts to feel better. A normal person can look at 5 boats at a time, but not many more. You need to write off all of them to move to the next 5 and learn why!
You can then reach a point where you can see no boat is perfect. When you get that far you know you are close. It can then be a process more about you than the boats. In the end it's your ideals and perceptions that have to get brought to the forefront and not the stats of the boats. You need to do this in a way that works. You know the stats and the Admiral tells you which boat. It's a joint decision not a computed solution.
If you can do all the homework you are allowed to get the boat that you like and works out for you. At 50+ you should have the maturity to do it, know it, and be happy about it too.
We are both in our fifties and relatively small people so we don't need the headroom that taller folks need. In fact if it is too tall and the admiral cannot reach the grab rails that would not be good either.
Hey, it's not that hard and there are quite a few of us. I wouldn't worry that a boat has too much headroom unless you are both under 5 feet. At that point you might need to change some equipment
. The truth is they get a lot smaller after you sail them a year. Other than putting it in a slip with a stiff crosswind it looks a lot smaller than it did to us 2 years ago.