I work in NYC but live in Stamford and invest locally. 

I am not sure how many of the locals are looking to purchase, but you never know.

Have you reached out to local businesses, schools, hospitals, etc.?

Like everything else in real estate, both of these things are very hyper-local so be wary of generalizations.

In 2023, I had a partial property line survey performed by a local engineering firm.

If you already own it and it was a personal residence that you don't want to sell providing you live somewhere in the area, have an interest and understanding of your local rental laws and aren't in California (the laws) or Florida (the possibility of assessments) then self management is a possibility. 

Would be happy to share you local contacts here (PMs, contractors, lenders) who can guide you.

They usually have regulations on the # of dwellings per acre and I’d hate for you to spend money designing bringing utilities to the site only to be in a city council meeting where the local neighbors shut down the proposed development. 

I'm starting to think we are in over our heads, so I reached out to a local, trusted property management company through a friend of mine.

You're best bet is to call a local multifamily broker.