A lot of water has passed under the hull since I last looked at this thread. We still have our 34 foot Norman Wright bay cruiser and the search for the 44 footer continues.
We recently looked at a 1980ish Island Gypsy with plate #1. Very interesting but the early design is so far from what was being developed in 1982-84 that we looked away.
We looked at another Island Gypsy 44 recently as well and on the surface the boat was quite nice. Bow thruster, excellent covers and nice interior. On the flip side the decks were bowed down (so good covers were essential), the teak decks were very tired, and the volvos were burning quite a bit of smoke.
I guess the reality is that boats older than 30 years are all ging to need serious work and serious money.
Recently a nice IG44 sold here in Brisbane for around 200K AUD but it had newly laid teak decks, total hull refurbishment and all water and fuel tanks replaced. Probably the best part of 130k AUD.
For our part with love the layout of IG44s but the Defever 44 (of which there are hardly any in Australia) seam a better build.
Good luck with the hunting.
PS. Old Fuel tanks, Teak Decks, Hull, Motors are the biggees to watch