I am an architect, so new-builds would also be an option (although I would need to reach out for other financing options as I could not afford to do that on my own).

He's even set up free consultations with architects and structural engineers before I've submitted offers so I can know if what I'm planning is even possible.Message me if you'd like his name.

Our architect gave us a not to exceed quote of $6,500 and to date we've gone beyond that.

If the lot is zoned for a multiplex then your next ste would be work with an architect familiar with this type of designing this building.  

A home owner or architect can do it also but I would stay away from it not unless you have experience in doing it. also liability GC have insurance a minium of liability and some cases work comp if need were most home owner do not.YOur local permtting office can tell you what is need in a small stop by or a phone call .

Real Estate Attorney costs, Architect, Builder, Engineer, Permits, Licensing, unforeseen expenses and fees, ect. 

If you want more like traditional style, you can overbuild roof framing.In anyway, you may want to consult a licensed architect (like me :-) and/or structural engineer in your area.  

That is why hiring a good Architect (full disclosure, I'm an Architect) with detailed plans is the best way to go.

In Florida, you don't need to be a licensed architect to submit your own plans.

I do lots of renovations but avoid historical projects because my focus is income and they take a lot of love...that said there are architects who really know the process and who to help you through.