It's potentially doable, but hitting 300 pound-feet of torque is easier, and if you are building an off-road engine, you should be more interested in torque anyhow - remember that our engines pretty much live at low RPM - which is where torque is made.
When I wrote my chapter on Strokers, I used a 1989 RENIX 242 as a baseline, and just changed bore & stroke. No head changes, no header changes.
Using a 258 crank (3.895" stroke) and some bore work on the engine, you can get theoretical numbers of 300 pound-feet at 2000-ish RPM with a +.060" bore, and top 300 by boring to an even four inches.
I need to revise the chapter, and now that I've got that thrice-damned English Writing class out of my hair (an egoist instructor - a Liberal to boot! - with a real hobby-horse for the MLA five-paragraph essay. One simply cannot develop complex ideas in only five paragraphs - it takes too much time to make it that short!) Like I said, all I did was bore/stroke changes, without doing anything with head breathing, forced induction, or anything similar. Given time, that chapter is going to get longer (once my new computer comes in...)
5-90