Just shootin off at the mouth here, but if there are only going to be the two of you, I would lean towards a boat that is closer to 40' than 50'. Bringing a boat into (or out of) a tight pen in an unfamiliar marina in a cross wind
is a handful, and becomes progressively (if not exponentially) more of a handful the bigger the boat becomes. I believe that 40' is big enough to live aboard comfortably for 2 people and anything above that is just extra luxury. Also, bear in mind, consumables become more expensive the bigger the boat - A new mainsail
for a 50' boat is probably nearly twice the cost of that for a 40'. Just because you can afford a bigger boat doesn't mean you should... (as you have already found out). You will probably get a smaller boat in better condition / better fitted out for the same price
that you would have paid for a not so good bigger boat. Just my opinion....