I've identified a 2.25 acre properly zoned greenfield parcel with offsite retention that looks like will yield around 20,000sf of buildable area across multiple buildings.

Are you looking for a long-term rental or a house hacking situation with short-term tenants?

I'm curious how other landlords have handled a situation like this in the past? 

I’m also very curious to learn about how you approach the lease situation when you are renting out to students?

This sounds like a great situation for a DSCR loan.

I have also used Zillow and received multiple applications through there, which seems to be a reliable resource.

There are a few things you need to look at and take into account.Everyone's financial situation, risk of appetite and goals are different.

For this, I will most likely need a Hard Money loan and/or Bridge Loan on top of a Conventional Loan.Does anyone have a solid spreadsheet that I can calculate multiple loans within one cash flow analysis? 

I am in this situation that end of 18 months will be October 1st, is that good time frame for renting market?

@Joshua RandallIf this is your first BRRRR, I would recommend getting bids from multiple contractors.