I am 29 years old. I worked very hard at a well-paying (but not exciting) job and spent my vacation time buying and renovating properties. Currently, I have 4 condos with an approximate equity of 445,000. All my units have been completely renovated and that number is just using what other units have sold for recently. A savings account around the 70,000 mark and no debt other than mortgages. One of the properties I live in but also rent a room; the other 3 are rented out for positive cash flow. The real estate market here has been going pretty insane for a while and I expect it to cool off in the next 2 years (still go up slowly but reach a price cap for awhile after 2 years). Should I sell and diversify my holdings?
I am working towards a Ph.D. in mathematics and, thus, for the next while my income is low and paying taxes on capital gains may make sense. I have a scholarship at my university that covers my mortgage and living expenses so the purpose of the money is just for investing. I also have a 50k line of credit so I don't really need to hold any funds aside if an emergency comes up I can cover it if I'm slow to liquidate or it's a bad time.
I live in Canada and have run my own investment account before on the stock market trading shares and options and made a lot of money doing it but don't really want to spend that level of time while in school.
I would like to be semi-retired by 50 though given I really like what I am doing now I guess that's not really a big deal.