To what extent does landscaping typically add value to a property for the purposes of appraisal and re-financing, compared to other improvements? 

Property value is land + improvements (the structure). 

We are doing 300+ homes so individual LLCs isn't realistic in this scenario. 

Normally, the transfer of a loan from an individual to an LLC will lead to a due on sale clause. 

I've met plenty of individuals with far more experience than me who have offered referrals, advice and so on but I'm looking for more handholding than is reasonable to ask for someone to provide for free.

It seems like it basically up to you to do the math on how much more you will potentially make selling each unit individually and then deciding if that extra $$$ is worth the number of extra hours you will spend.

We bought it for $425k 5 years ago, did a number of improvements and more than doubled the NOI in about 3 years.

Check out padpslit.com, I use the platform to rent out 8 bedrooms in my house individually

I did see it and scheduled the sprinkler installation but heard they are now requiring additional improvements that weren't originally discussed like multiple egresses, changes to pool room doors etc.   

You are required to contribute towards these improvements.2.