Hi Otaku Sempai. First off, my previous post should have clarified that I was referring to Dorwinion in my worldview of Middle Earth and not in any canon sense. Sorry that wasn't clear.
However, I am quite willing to give you my thoughts on why Dorwinion shouldn't look like an Italian City State(or a Hellenic Greek one for that matter.) and why I don't believe that any land, in that location and currently bearing the name, would be Elvish.
In my opinion, when building a Middle Earth beyond what Tolkien wrote, it is important to maintain a geographical coherence and a cultural consistency. So, what we know is that we have is a Dark Ages/Early Feudal world based loosely on Europe and Eurasia of roughly the 8-9th Centuries AD.
We have Eriador, which represents(to me) the fallen Western Empire of Rome in the form of a Northern Kingdom of the Dúnedain. We have Gondor and it's mighty citadel of Minas Tirith representing the dwindling power of the Eastern Roman Empire and Constantinople. Minas Tirith is a bastion against aggressors from the south and east, just as Constantinople was in our world.
There is probably a place for Italian City States somewhere in all of this and I believe that the coastal towns and cities of Gondor might very well be the best location, having their cultural stylings, if not their politics.
For me, the rivers Running and Redwater are fairly decent representations on Middle Earth of the Dnestr and the Dneipr, leading to the Sea of Rhun/The Black Sea.
Due to the real world proximity of the Caucasus region to the Black Sea and the fact that some of the earliest records of Wine production come from Armenia and Georgia, the Kievan Rus and the Khazaria seemed like pretty decent shout outs for a possible cultural reference. I finally decided upon the Kievan Rus analogy but replaced the Slavic tribes with an, as yet, underdefined Easterling population.
I envisaged that their shared blood with the Men of the Lake would make them amenable to trade, but that their proximity to the lands where Sauron holds sway, would mean that they would join Sauron for self preservation. Pragmatism at it's finest.
Having said that, these are just my thoughts and you envisage it whatever way you want.
On the subject of Dorwinion and Elves, I have already indicated my thoughts on why these lands might have a Sindarin name, despite the low likelihood(imo) of them being an Elvish land. It's in the description of the Rouavalda the on the first page of this thread. I'll come back with some further thoughts on this once I have had the chance to set them into writing.
Cheers
Halbarad