If before getting a permit you have to dance around for Code Dept officials/ city gov and crime is thru the roof, investments will definitely be low whether real estate or other, but it should be benefiting the city officials to keep things that way.

Land Ed is one phase of ground-up development.

Hopefully, based on actual field measurements, past project data, and estimating software, your contractor can develop a detailed estimate that lays out the cost of labor and all materials for each phase of the project.

So there could be benefits from starting a new lease for that reason.

Realistically, there should be no benefit, and there are probably some disadvantages, of doing what you propose.

I wouldn't suggest you buy a single-family home to live in because the additional cost outweighs the benefits.

I’ve never managed roommates or lived with roommates but I know it will benefit me so if  the triplex doesn’t work out I wouldn’t mind having roommates.

They are usurping your property for the benefit of the public.

.—(1) Whenever money is deposited or advanced by a tenant on a rental agreement as security for performance of the rental agreement or as advance rent for other than the next immediate rental period, the landlord or the landlord’s agent shall either:(a) Hold the total amount of such money in a separate non-interest-bearing account in a Florida banking institution for the benefit of the tenant or tenants.

As I wrote in another reply too - one more benefit for me is that in a way it's "forced savings" - I have to find a way to pay the bill...