An experienced Melbourne gardener I knew always said YES!. He thought the fruit he got the second year was far better than the first crop, though he admitted it could take a bit of work to nurse them through the frosts and cold snaps (they really don't like cold soil). I've not yet overwintered tomatoes myself, but I'm in Perth now (formerly Melbourne) so probably could run them as an all-year crop. I decided this year to take them out in autumn when the main crop had finished as I was fighting too many pests for too little fruit at that point.

I've heard rumors of overwintering tomato plants here in my area of southern California… so far none of mine have seemed thus inclined (although plenty of mine were still cheerfully ripening fruit as late as December and January during a mild year), but I have had overwintered unexpected sweet peppers and overwintered unexpected eggplants from plants that I'd nipped off assuming they were dead and then forgot to pull the rootballs out, so I say: if you've got space for an experiment in your garden, and you liked the variety of tomato, then if the tomato plant seems inclined to put up new leaves, go ahead and let the plant try! :-)

Once I noticed the overwintered plants were sending up new growth, I watered with liquid fertilizer / worm tea since the plant wouldn't get the benefit of the compost that I was lightly turning in to the rest of the garden bed. The overwintered eggplant and pepper plants seemed to appreciate the boost.

I have just joined, so apologies for the late response.

I have just this week read an article about tomatoes living many years. But that was in Israel. The plants were on a solid frame and were huge.

In New Zealand (Wanganui) I knew someone who did a horticulture course. They had a glass house And grew plants that gave tomatoes from year to year.