Struggling with City-Mapping, even though I have a decent idea of its history

It'll take me a minute to figure out how to title this post but--

For the past couple of years, I've been working on my world's timeline of events to an obsessive degree--especially for specific eras of my world's history.

I've taken real-world history, combined with some elements of fantasy, and watched as my brain's blender did its work with the results. Basically, for events spanning from the 1650s to the 2000s, shit's gotten weird with the involvement of magic and a kingdom formerly ruled by a god (namely Teshub, who was the first king of a Europe-spanning nation called the "Dusk of Eden," until he was killed by Ronan Ruadh, who eventually self-annihilated, destroying the city of Vienna, leaving his queen, St. Sionna Ruadh, to fix the mess and restore Europe to a sensible state).

That eventually affects how stuff goes down across Europe and the Americas (sometimes called Wyverna in my world-- the two terms are interchangeable). And many Asian nations also have to deal with the consequences (primarily India and Persia-- tho they eventually broke away from the Edenic Kingdom).

My main focus--showcasing my homegrown bias--is the Floridian Penninsula--

America, as we know it, does not exist.

But there are independent nations (Mexico, the Louisiana-Virginia Republic, and the Socialist Commonwealth of St. Sionna \[i.e., the country covering the Florida region\]).

I could go further into details (and I'm certainly capable of continuing on this tangent), but I want to touch on my main weaknesses as a worldbuilder:

The intricate facts, especially when it comes to cities.

My current obsession is Miami (i.e., St. Sionna Bay), how I'd imagine it as the capital of the SCS (the Socialist Congress of St. Sionna), and how I'd physically structure it. I know exactly who's involved in its inception and its role in the St. Sionnan Revolution that creates the SCS, but mapping a city--like, actually drawing a map--has put me in a bind in terms of realizing my limits as an artist. Heck-- I even have an idea of the broader architectural evolution (the city's founder and former despot, Jokum Iversen, developed a Greco-Roman Style, while the Socialist Revolutionaries sought an oppositional, naturally inspired design).

I want to create an animated series surrounding my ideas-- but I need to work on designing the layout of a city that serves as a significant location for most of my stories.

My main question is, what should I do? Where should I go? I'm annoyed with my limitations but end up feeling, almost physically, the wall of ignorance that prevents me from moving forward.