At what stage to enjoy your money?

[Dave Fairb]

My father died recently and it got me thinking to sell my house.

I'd net around 750k and enjoy more of the things I'd envisioned doing when I bought this house 13 years ago. I'm 58 now and in OK health, so I could do the things that involve being mobile and some energy. 

So I've been rocking around the 'sell -v- wait for price increase -v- unknown amount of time alive  etc...    and I find it no easy thing to come up with a decision. 

But one thing I have noticed is that sometimes, people just seem to hang on far too long. Many people think they will live lives of good health and into their late 80's and beyond. All the while not really doing anything to proactively stay fit and healthy. 

And so many stories of people retiring only to pass away shortly after. 

At the moment I have 2 friends thinking over the same predicament. 

One is 72, He's got enough equity in houses to live until he's about 300. Has a lot of stress off tenants, has things he wants to do. Has a medical condition related to stress that he says is due to tenant aggravation. He says he's going to make changes in a couple of years and then enjoy life? His brother just passed away mid 60's and had planned to retire in a couple of years. 

Another friend has a job that will give him a good pension. But he hates the job, could sell his house now and net enough to retire, move to a smaller town. But he's hanging on for the pension. He's already lived 6 years longer than his father did, and his wife's had cancer twice. 

It's a tricky one.