Perhaps in this thread I'm with likeminded and similarly aged people, late 50s, early 60s with retirement in sight. I've got about 3 years to go (65) although could probably afford to stop work now. So last year we moved from a 40yo house to a brand new townhouse in the same postcode, so able to take all the phone, fax and PO box numbers with us and still do all the local activities (walking with friends and groups) and shopping.
With the value hindsight and buying first, selling the old place second, this was good to do while still working as less questions about a short term loan. New car for the boss this year..
Digressing from the topic of this thread slightly, I'd like a local beach house close to Melbourne as well as o/s trips when I retire. Beach house somewhere on the Bellarine or Mornington Penisula, about 60 to 90 mins max from Melbourne. Ideally I'd like to share purchase this in a group so would still have part time use without all the costs of singular ownership. Earlier in life I met a group of likeminded people like this, they were all friends, I answered an ad. We met once a month, like a progressive dinner to work through this. In the finish they bought an about 8 bedroom ex vicarage in Yarraville with room for 6 to 8 people to share live. Late 1980s this was just over $200k. Meantime I'd bought an investment property, a 1br Tudor Brick 1930s apartment in West St Kilda for about $80k. Some money or the opportunity to borrow it became available (12% in those days) so I bought W St Kilda thinking the group would never commit or find somewhere...
So my retirement plan modelled on some friends would be beachside Feb (one friend goes to Mallacoota for the month of Feb), mid weeks and weeks here and there. Late Apr each year I'd like to head o/s and come back perhaps early Jul. Jul/Aug in the Mediterraen are perhaps a bit too hot for my tastes. I guess you could retreat to Scotland. One observation I could make is that going to Europe say in Sep/Oct, coming home to Melb the weather's not that much difference so going in Oct it feels like one long season until Mar. Would like to miss the heart of a Melb winter, not not all.
On the shared usage front I share a 1970s classic European car with my brother... on Victorian club plates, about $60 a year for 45 days use or double for 90 days. I'd like to add to this car. Unfortunately my brother has 2 other old 1970 european cars, neither really drivable so he's fully tied up. I'd like to fill in some of the gaps in my motoring experience. Most of these, the 1970/80/90s cars are not that expensive. An Alfa V6 manual, an assortment of Mercedes, etc, perhaps an Alfa convertible. Shared ownership again if I could find some partners. I have a modern car for day to day. Modern will beat really old any day for ease of driving and refinement. But once you get into the late 1980s and early 1990s you have EFI, air con and the better makes drive almost as well as a modern car.. We've found 45 days a year for a "weekend" car like this to be adequate. Comp insurance on the 1970s classic? Just over $100.
Digressing further, I've had a long and serious look at International property shares run by Ginny in New York, specializing mainly in shared ownership of houses in France and Italy and the UK. You buy an eigth or ninth share and get so much of a year on a rotating roster. With the expense of airfares from Australia not sure how a standalone share would be work (about USD60k to EUR50k). For Aussies it might be better to split a share like this again, to buy even a share o/s it would have to be somewhere you like.
Direct purchase there's a couple of areas in Italy I'd like to see (Basilicata) and another area in the hills about 120km NE Naples. Here you can buy properties for around ER25-30k and perhaps USD20k respectively. An old client in Canada has done something like this in Latin America, bought an old house, had it renovated, used a local couple to run it as a B&B and perhaps when John retires, he and his wife will move there part of the year. I think you could do this same in Italy..
We do have a couple of very modest NZ houses, old timber villas which are rentals in our superfund. So buying o/s does not phase me. It's just when you reach a certain stage in life, I think having a few eggs in many baskets might be better than having a lot in few.
Now to find some likeminded people!