Re: Clueless and needing a winch.
There are exceptions to what some are saying, it's all personal preference. There are plenty of smaller boats with windlasses, especially where getting to the bow is a bit more difficult. I had a 21' CC with a windlass because when fishing offshore, I got tired of pulling up 250+' of rode and anchor whenever I missed or wanted to change my spot. I put in a freefall windlass for simplicity and that way I could drop the anchor while holding the boat steady in wind/current and never had to leave the helm. If you boat solo, then it's almost a necessity, as you don't want to pull your anchor free and be drifting while trying to drag up 300' of line.
Standard anchor rode should have approximately 1' of chain for every 1' of boat, so you should be around 20' of chain (your boat may be 24' LOA, but you only have about 18-20' in the water). Average scope recommendation is 7:1, but 8:1 is preferred.