I think your expectations are realistic.
Problem with teak decks in the tropics is that they require a lot of work. And, older teak decks often need refastening, replacing hundreds of bungs, new sealants, etc. In frustration some years ago, I had mine removed in Tortola and replaced with what looks like new fiberglass decks (the decks were fiberglass under the teak, but had hundreds of holes in them as the teak was fastened through the fiberglass. A couple layers of cloth, smooth coating, then 8 coats of
Awlgrip, including non-skid, did the trick. It was done professionally and they still look great).
Re: boat worth after 6-7 years, who's to say? You sure can't replace this boat in terms of quality for $200-300K new. Today, it would cost at least twice that amount.
My boat is a 1981 Cheoy Lee-built, Bob Perry-designed 42' sloop. I've owned her for 18 years and in that time have spent a small fortune in upgrades and maintenance, doing much of the work myself but having the major things (
rigging, decks, hull, new laid-teak cockpit, etc.) done professionally. There's no way I can ever recover all the cash invested, but I know I have a solid boat in first class condition that I certainly couldn't afford to buy new today. You can see lots of pix of her in various galleries at:
http://gallery.wdsg.com Click twice on each pic for full resolution.
We just returned from a summer in Maine. The boat performed beautifully, as always, and is ready to go again right now.
Some things you just can't put a pricetag on... :-))
Bill