GG-you know I have followed your quest since its beginning here. I well understand the feeling of being overwhelmed. You made a good start with the short list you posted earlier on this thread. I would suggest adding a few other requirements (1) Price-IIRC, you are looking in the $500K range generally (2) Hull
type and material-full displacement
and glass, easiest to maintain over time (only my opinion for the steel/aluminum/wood folks), (3) Condition-you want as close to sail-away as you can find. (4) just a bit of flexibility on you initial list as you actually go aboard boats.
Find a good broker, give him/her the list and tell them to only bring you boats that reasonably meet those requirements. As many here have noted-time to start going on boats to start getting a feel for different boats, layouts etc. Ask your broker if he/she knows of local boats matching the list, for sale
or not-and if he/she can arrange with owners to see the boat. If you see boats meeting your criteria, don't be shy about asking an owner to show you his boat. Many are happy to. This helps you look at different boats without the travelling. With a little effort, your list of acceptable boats will narrow itself down and you can start looking at specific boats as potential purchases.
As you go on different boats, you will quickly get a feel for style, layouts, functionality, etc. Again, the list will narrow. You should end up fairly quickly with an idea of brand, layout and type and can focus only on those boats.
you previously looking at the 66' Cheoy Lee
. I am still of the opinion that the Cheoy 60-66' would be a good boat for you and family. These are good, solid, well-built and appointed and probably come as close to meeting your requirements as any production or semi-production ever will.
Good Luck and keep us posted!