I am aware of the 2 in 5 rule, and have lived in the residence for 20 of the last 60 months, so just short of meeting the capital gains requirement to deduct up to $250K single/$500K married in gains.

You will wait until dad dies to get your money out of that house---and then HOPE he does not give a life estate to GF.Another scenario--you get married. 

Builder C has left the entire Austin area as a whole and sold all their remaining lots to Builder D (through a sweetheart deal due to because the sales managers for both C and D are married).

I would say a lot more and single some of these people out, but I doubt they want to be singled out, which makes them even more remarkable.Grateful that I live in the USA, which is still the land of opportunity for people like me.And lastly, I am grateful that I had both the good sense and the rare luck to marry way, way up.

And you won't be living with your parents as a married couple, which has its own costs :)

@Benjamin Sulka "it's unlikely that we would be married until 2025 or even 2026." - Why would you wait 2+yrs to get married??

I am currently 44 years old, married, soon to be empty nesters and have no debt but my house. 2.

Having been very happily married for over 42 years, I can tell you with some authority that married life is a team sport. 

@Asher Richardson Are you guys married?

They have just grown up from their lifestyle in the 20s, once they get married and have kids expectations change.