Housing Age Sweet Spot

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Hello everyone!

I’m new to the forums but have been spending the last few months reading everything I can and talking to investors (my dad happens to be a money manager and I have been working directly with the CFO and CEO of my employer on a few projects so I have pretty good access to high net worth and extremely invested people). I am about at the point that I will be looking into my first deal come this summer. I was wondering what sort of property age is best? I understand this question is a little vague, but regardless of intent, holding, renting, or appreciation, what period are you most comfortable with buying from and why? Aside from new developments, do you find that older homes, 60’s 50’s 40’s are particularly trouble some? Is there an age sweet spot?