Regarding multifamily insurance it varies greatly the price depending on the number of doors, age, and location.

It’s also important to check local zoning regulations and licensing requirements, as these can vary significantly.

Note - DSCR lenders can vary quite a bit when it comes to their underwriting/qualification/overall friendliness towards STRs so make sure you are aware of the differences

@Rahel KetemaI work in the commercial HVAC world as a salesman for a major manufacturer in the US and I have sold many residential furnace splits and ductless split systems in NJ/NYC, so temp wise similar to Chicago.Everyone has provided some good points and some to ponder.The upfront cost is going to vary based on the heat load of your space and the layout.

Just posts that say get a lot of quotes because they can vary considerably.Need to replace a supply line from the main to the house.

Being that the size of this property pushes me into the “commercial” world, do requirements vary significantly (do commercial loans have the same seasoning requirements, etc)?

Tax sales vary tremendously by state. 

In this case, the material cost AND install costs will vary, so having an idea before you even meet the contractor is important.  

The answer sort of varies on a few factors like are you self-managing, have you had a proper conversation with them over the phone, etc... 

Do not rely on it for legal advice.