Highly recommend the live aboard lifestyle (it goes down hill from here)
Background: Own a 32' Trawler and 40' sailing catamaran. We spend about 6 months out of the year as live aboard mostly sailing in the Florida Keys and Bahamas. Going down to the Turks and Caicos again this season though.
#1 The pics in the CL ad you linked to are file photos. That is not the actual vessel. That Carver at 7 years old in salt water environment will be less than "pristine". Not saying it is a bad deal just be aware. Look up "BUC". It is the blue book of boats to get a baseline worth. The numbers should be based on that specific boat that have sold in the area. However take in mind current economics when considering actual value because times are a changing fast. That BUC # is based on history.
#2 Maintenance: By your op I'm guessing that this endeavor might be new to you. You can't really appreciate man's best engineering efforts vs. the saltwater environment until you own a boat. If you aren't a hands on kind of guy it can get out of hand real quick. You have to stay on top of it all the time. Once you get behind the curve recovery gets complicated, more expensive, and can make your home unsafe. This is not meant to deter you just plan on keeping up with it or paying someone too.
#3 Brokers: Boats are a luxury. These guys are hurting right now and will stand in line for your business. They work like a real estate agent. Put them to work. Have them look for you. Don't fall in love with any one boat keep your mind open. Also remember they will push what they make a commission on which might not be the best fit for you. Use them as information gathers then buy where you want.
#4 Maintenance (again): Repeated on purpose. You really want to get an accurate understanding on what this entails. Go to a few boatyards and see what is going on. The labor, parts, haul out cost for the travel lift, etc. That initial boat purchase price can sometimes be just a down payment.
#5 If you aren't in bed with boats hire your own surveyor when you get down to the deal. Think home inspector. They work for you and will find bargaining points.
#6 Lifestyle: Before marriage = chick magnet. Still every day is a count down to leave terra firma. Ground doesn't move, need mother ocean. If after 4 hours you can still see land it doesn't count. LOL at watches and shoes threads. 100 feet of viz and a spear gun makes you god like.
Ooops #6 off topic. I meant nice boat should definitely buy
