Water in the deck
Congratulations on acquiring a great crusing boat!To elaborate on Mike's comments, most problems with boats of this age are caused by wear or corrosion - they are easy to spot and fix.The problems that are harder to see, and fix are the ones caused by the slow entry of water into the encapsulated wood that is meant to stiffen the deck and the bilge. Anywhere that the deck is penetrated for fittings or hardware is suspect for rot of the wood core. That includes the mast step, the stanchions, and deck hardware. If the mast step is affected, one symptom is difficulty in closing the aft door to the head when the mast is stepped and tensioned. As with any boat of this age, careful work with a moisture meter by your surveyor will probalby spot the problem areas.Problems with the compression post itself are actually less common with the h27 than other boats of the line. They are also easy to spot as deterioration of the "post itself,typically at the top. The "post" is actually two teak boards forming a T shape, and making up the starboard jamb of the aft door to the head.Even less common (but possible) is penetration of the wood in the grid in the bilge. The only way I know to inspect for this is to drill a hole in the top of the glass over the timber. I wouldn't suggest bothering unless there is some other reason for suspicion.Finally, there are the ports (windows). Whether they open, or not, water has probably been entering around them for a long time. Most members who have replaced them report that the wood layer is simply missing from rot. Fortunately. though, the cabin roof doesn't depend much on this layer for structural stifness, so you can wait until you really want to replace the windows before dealing with this issue. (Lady Lillie is still waiting after five years, and no plans for the coming year.)The other common leak is the hull/deck joint. We address this by tightening all the bolts every year. Water from the ports and the hull/deck joint seeps down the fabric on the cabin walls where it causes some delamination or other minor problems. So far, we have just reglued the fabric, since the leaks have been minor, even through the six months on the hard every winter.Finally, I would mention the standing rigging. An inspection for "pigtails" on the cables (spot then by the way they catch a piece of tissue paper lightly passed over the cable) and tiny cracks in the fittings (clean the fittings, the apply die, wipe it off and observe with a magnifying glass) indicate the need to replace the rigging. They say ten years on salt water is the estimated life, so talk to the P.O. for his actions. Lady Lillie's rigging was good (according to our professional rigger) after 23 years on fresh water, Good luck, and great sailing. A great feature of the h27 is the cabin. My wife and I think it is ideal for the two of us, and spend 20 to 30 nights a year on the boat, often for weeks at a time. We have sailed with four adults, but that is for good friends or famliy to say the least.DavidLady Lillie