Welcome Mike,
RSN above (2 budgets) gave some great advice. When we purchased our Tug, our surveyor stated that it was in the best condition of any vessel he had surveyed of that age. Never the less, we have spent over $40,000 in repairs, upgrades, updates, and wants. We still have 18 year old electronics! Not complaining, just saying for FYI.
I also agree with the statement about twin engines in boats below 40 feet. We did not want a boat larger than 40 feet, so we definitely wanted a single. You have to be able to access all of the usual maintenance items easily. Even if you hire someone, the bill will be higher due to the extra time it will take them. I do almost all of my own maintenance, and am not as flexible as I once was, so good access was important to me. Think about this when exploring engine rooms!
Take the time to make lists carefully considering how you plan to use the boat. Eg. many guests or few, weekend trips or months at a time, slow crusing (6-8 knots) or medium speeds (10-15 K), etc. Then write down must haves, nice to have, and don't want lists. Compare with the wife, and then compromise. Ask questions, visit the docks and boat shows, talk to other boaters, etc., then view many different styles, brands, and sizes to see what meets your lists. For us, our did not want list included twin engines (double the maintenance and repair costs, limited ER space, etc.), screwed down teak decks (they will leak (if not already) and be very costly to repair/replace), and exterior wood work (too much work, although if maintained looks great). Those items were just for our list, and not everyone would agree.
Good luck with your search and future travels,
Tom