Someone commented asking me what I think of Houston as a city to live in now and also later as an old person. They then asked me not to publish the comment, so I will answer the question briefly, without alluding directly to questions raised in the comment and which apparently could have de-anonymized the question (although I have no clue who the person is). Here is a very useful map and there are many maps of neighborhoods available.
Houston does not have downright bargain real estate and if you live in River Oaks, where the senior Bushes apparently do, you will spend as much as you would anywhere and it will not be worth it if you like mountains, dry weather and seas, as I do. However, it has affordable real estate. I would recommend living inside the loop, of course, let us say in Rice Village or the Montrose; you are in the West and in a hip, urban place and oddly, you can feel flashes of California. It is a large city, which I like, and it is also an old town with established tradition and culture, and I like that.
In Houston there are the famous medical centers, of course, so when you are very old you will not have difficulty finding solutions for illnesses; in the meantime there is a great deal happening culturally and there are many wonderful, inexpensive restaurants. This is why I would say, yes, do it. Buy as close to a luxury condominium now in as good a neighborhood as you can, move there, make friends, learn the practicalities of living there. Then, when you are old, you just hire more help at home, and that is it.
Since it is a large city, Houston also has a great deal of support for senior citizens who need it, from agencies like this. It does not have an organization like San Francisco Village (I believe Austin has, but I cannot find it now) but an extroverted person might not need this. Also, I think that by the time I am old — in 30 years, if the seas have not risen too high by then — Houston may have one. It also has an international airport that is a hub; you can fly nonstop to Europe, South America and many other places. Flight time to Mexico City is two hours.
That is why I am saying, buy your good Houston condominium now, in a building that already has services. Yes, I would rather do this in San Francisco where my friends are and yes, cities like New Orleans are more beautiful and of course, I would like to live by mountains and seas; ideally I would live right above a beach and contemplate the ocean each day. Houston, however, has many viable aspects other places do not, and it is within reach.
If you become rich at a later point you can always sell that good Houston condominium you are buying now. And if I had gotten tenure that time I went up and did not, I would not have spent all the money moving I did, and I would have been making raises at that university ever since. I would have that condominium already and it would be my writing house.