What are you asking about? Repair or replacement? Replacement it would seem.
I think that windlass has a combination rope/chain wildcat, correct?
Is a new drum/wildcat available?
Photos, current ones and from several different angles to show relationships to the other parts would help if you want to replace the windlass. The one you provided is blurred and unclear enough to get less than stellar advice and does not show well.
Does the existing hawse hole drop directly into the chain locker?
The photo makes it appear there is a serious misalignment between the wildcat and the hawse hole deck fitting. Is that the case?
What is the other deck fitting just to the left of the deck fitting the chain enters? The foot switch?
As far as a new anchor is concerned that won't matter much at this point. You appear to have enough plank and bow overhang length to hold any anchor needed.
What ever you use you should look seriously at arranging the windlass to sit directly over the deck hole to drop the chain through vertically, not on an angle or it will likely jam or worse, pop off the chain wheel or wildcat. That could cause an uncontrolled chain runout which could be dangerous and likely do some damage including to you.
The main thing is to get it all lined up so the chain comes into the wildcat straight, that the chain drops off the wildcat vertically into the hawse hole with no angle off vertical to cause it to hang up or pop sideways off the wildcat.
Since you likely won't want to move the hawse hole then changes to the plank, bow roller, and mounting of the windlass itself may need to be contemplated.
THis could be accomplished by moving the bow roller to an angle aimed directly at the new wildcat, a side addition to the plank the windlass resides on so the fall is vertical. The addition to the plank to widen it could be handled with more wood seriously bolted in place and a heavy metal plate below to add additional support. 3/8" or 1/2" aluminum well secured to both the main plank and the side addition.
As far as the windlass you linked to it looks like your boat may be on the upper edge of its limits. I see quite a few of them on smaller boats here and they seem ok but no personal experience.
My own windlass on my 32'er is a Lofrans Tigress. Overkill yes, but the Cayman , smaller had or didn't have a feature I WANTED. The Cayman would have done me well but without that feature I turned it down.
If you do go with that windless then be ABSOLUTELY SURE the wiring is on the heavy side. It may as they say pull 1,000# but it won't do it happily if there too much Voltage drop between the batteries and the windlass. Vdrop causes pulling power loss, motor overheating, slow pulling and eventual motor damage and failure and likely nuisance circuit breaker or fuse tripping.