TLC vs. Almost new
If you have wads ''o money why would you want to buy an old boat and work on it?
Then again, you might (like me) prefer the older boats. If you have wads ''o money you could always get a shipyard to do the work.
Then again, you might not have a wad ''o money.
Then again, you might like doing such work yourself. While some of it can be ''grunt work'' it can also be theraputic, relaxing, satisfying, etc.
Doing it yourself always means you have an intimate knowledge of the work done, level of quality, etc.. As an added bonus you learn about how your boat is built. It doesn''t hurt to know the boat ''inside out''.
However, you really need to honestly assess your skills before undertaking a project. You really don''t want to buy a boat that needs some glasswork and you''ve never worked with fiberglass before. Got the right tools? Some things are better left to the experts (standing rigging, etc.)
Also, sometimes (depending on the boat) it can take years to complete.
Bottom line, how much $$$ you have vs the shape of the boat vs your skill set vs how long you want to wait before you can sail are all factors that apply in deciding between a new vs old boat.