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first question you should ask, do you want to live in an apartment and deal with needy tenants above/below and on both sides?
1. yes, most like need a larger down payment and will need to show income ability to cover for the whole building
2. yes, it is not rocket science
3. No
4. I regret not keeping rental properties longer
I would start buying fixers, live in while fixing, refinance, buy next fixer, put tenant in old house, rinse repeat. When you retire, move back into your rentals every two years, sell and move back to the next, up to a 500k tax free gain on each house (couple) if you live in them for at least 2 out of the last 5 before sale.
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