The boat was probably repowered because it was gas powered and a previous owner either wanted a more desirable diesel boat, or one/both of the gas engines blew up and thought going diesel would make it more desirable. I once sea trialed a 3288 with twin Hinos (I don't remember exactly but I think around 130 hp each). It would barely plane with 5 people aboard. Personally, the boat was setup for thirsty gassers and a better choice. The rudders are sized to run at 25 knots, not 8, but I'd guess you'd get used to the handling.
When the time comes to sell, you will have the carrying costs for many, many months. Insurance, winter storage, slip fees, diver, etc. Easily $5k in holding costs plus a ton of time. Sorta sucks if you only get $25k on resale.
Good luck with whatever you decide. Boats are a lot of fun.
Peter