Kieth,
Obviously, the hull form has basically remained unchanged for a long time, except for the addition of the hull half of the extended swim platform, or "Euro-transom" as it is called in some circles. I don't like it either in the fact that it is counted towards LOA but has no real use to the owner other than to reduce engine noise somewhat. Which means that your 250 Osprey is really a 22 1/2 Osprey if you look at usable cockpit area. Myself? I like a flat transom with door, and a bolt-on bracket. Bolt-on extensions, such as brackets and pulpits, can't be counted towards LOA, which means a 25 is a 25.
As far as the raised foredeck, it wasn't meant so much to be a fishing platform but to dramatically increase belowdecks storage. Now, for your tastes, an awesome fishing boat would be a 245/250 Osprey with the entire foredeck cut out and a floor glassed in that would bring you back to the single level cockpit that seems to suit your style of fishing. Easily doable, and since there is nothing in the tubs such as pumps or machinery, all your losing is storage. The in floor storage just fore of the console was known as "The Haitian Hatch". That's where the freshwater tank lives. Huge capacity, hence the name. This could serve you well as if you had a single level deck, you could make the opening to this storage area larger.
So your real issue still goes back to the "bracket". The boat rides great. 4-6 confused chop out in the Gulf, which is not a fun day, will get your aft cockpit passengers wet, but you'll stay dry at the helm. In the bay, unless you go out on a REALLY snotty day, will be a piece of cake. Yes, there is no wood in an Osprey. Wasn't any in '94 when I got there. The transom is strong as an ox, laid up hollow then filled with a 2-part "pour foam" which cured to the hardness of concrete. Haven't seen one better, no matter what is was cored with.
As far as power, to me she should have been rated to 400 Horse, as 150s gave her a good low 50s speed, but twin 200s would make her pretty damn quick. I know it's my opinion, but working at Wellcraft/AS, and being around or rigging Scarabs, well, speed sort of gets in your blood... Twin 200 Optis would be real sweet.
Hope I have been some help. Ultimately, it's your choice as to the boat that will suit your needs the best.