I know the Tampa area has not had a direct hurricane in ages but ...I would fill the pool, Yes it is a nice amenity but for 24 units, the cost of upkeep and insurance is not practical.

Depending upon the age of the house, a basement may cause more maintenance issues than a house on a slab.Mitch

Age of mechanicals, roof, fuse box, attic for electrical issues, insulation, hvac ducting.  

Or is it more about the age and amenities of the building, or location?

It's a good question, and one in which the answers will be quite different in today's day and age compared to the pre-internet era. 

A big advantage of a governmental 457(b) plan is that it is not subject to the age 59-1/2 withdrawal rule.

You can find them here on BP.My advise when you are looking for your first home get one that is outdated, an ugly house but in a nice area, be open minded that is what REI is about we see the beauty in ugly and also the dollar signs ;) fix it little by little for the next 2 years, after that you can rent it and take out the equity, use that equity to purchase your next house and have your tenants pay your mortgage and you continue doing this, because you are starting at such a young age you can build your REI this way and you will have so many choices to continue building your empire.

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Not renting to them based on their age would be illegal.

Hey @Alexis Laboure welcome to the site and you're awesome having interest in real estate at a young age. :) Hopefully the site could help you truly take off with your investing.