I am 66 yo, semi- retired and able to
work on line. I bought my first sailboat in June although I have been sailing all my life. I have taken many courses , done a flotilla with the wonderful
OffShore Sailing School ( sailed with Fatty Goodlander ) and then with somewhat less than you have stated as a kitty proceeded over a three year period to
research, inspect and finally buy a
boat. The
boat is actually larger than I planned but the
price was less than the smaller boats I was looking at (45 DS). I found a boat that had been lightly chartered and got great marks from a very competent
surveyor. I have replaced the standard
rigging, stopcocks thru hulls, ad electronic and the boat is almost ready to sail. I am waiting for a new
jib as recommended. I will be a live aboard in a marina initially while I learn the boat. Be methodical :Every journey proceeds logically, one step at a time with the initial idea and inspiration. Make sure you love to sail and can deal with tight quarters. Then educate yourself in a way that is comfortable. Read information from the Forum and West
Marine on line and look at the youtube sailing blogs to see what others are experiencing. It is definitely doable.
Good luck, fair winds, following seas!