Just went thru this decision process this past year.
Started with what seemed to be the min need for me which was a H356. Found one, had problems, but was a good fit. Walked. Started looking at H380s, because the prices were very good, Also looked at H410s which were really great but the cost was much more. It is the better boat.
Bought a 2000 H380( 5' draft) with 500 hours for $61K in very good shape and will have put 30K of upgrades into it. I preferred it over the H356 or H36 because of the walk way space in the Aft stateroom. And while it does not have 2 heads, the fore cabin does have a sink. The slight down side is it has a 61 ft. mast About the same as the H410. It also has small cockpit storage areas. I wish it had a gen set, but went with 360watt solar panels and 2nd House Bat. bank. Maybe will add later with a bow thruster, but the Genets will take up more of the limited storage. Also my dock in my backyard accommodates well up to 40 ft.
Other wise if not for price I would have gone with a 41'., but then the bow thruster does become a more immediate need. The 410 is Offshore certified while the H380/H356/H36/38 are coastal. I upgraded my hatches to Low profile from Coastal, now offshore certifiable. My upgrades besides all new electronics, radar, stereos , TVs, AIS, MFDs, added Davits , new RIB with 9.9 Yamaha. If a boat is over 10 years, even if the owner made upgrades, they are likely in their last years and maybe not worth having when you buy a boat and not worth paying for in the price.
By the way another sailboat in the boat yard feel over on my Hunter and the hull strength was impressive.. Now I have all new running and standing rigging, sides, graphics and etc.. largely a new boat.
Regards,
Regards