we really need the year, hunter has like 5 or 6 hunter 27's
if its an early boat, years 76 to 83, it is a tall rig, they all where. i dont know much about any of the other years.
as for sails, you really should have it measured. most lofts will do this pretty cheap, maybe free to give you a quote for sails.
now if it is a 76 to 83 boat, you really should convert it to an adjustable topping lift. its not hard and can be done for around 40 bucks. also looking into vangs, they can help when on a run