If you have anything registered to the address that may trigger an issue with the state or city. 

My HOA has said they're not responsible, but I have been told that the issue won't be solved unless all the units (less than 10 total), are sealed. 

Most national or mainstream mortgage lenders do not offer Super Jumbo mortgage loans (typically above $1.5-$2.5M) Although Super Jumbo Loan Lenders can provide loan amounts from $3M-30M+The majority of these buyers obtain their mortgage recommendation through their real estate professional or frequently through their existing private or premium banking relationship. 

If you start thinking of the next before you perfect the last, you will leave properties incomplete and give yourself maintenance issues later.

Whats the major difference in the two? 

Now a landlord (and architect), I wouldn't build out the space without the second stair since it really is a safety issue/liability (especially in case of a fire) if anything were to happen.Full excerpt of building code below:According to the Chicago building code on egress requirements, the third story above grade plane within a dwelling unit [which in this case is the duplex-up unit], all the following conditions must be met:1.) the building is equipped throughout with an automatic sprinkler system2.) the floor area of the story does not exceed 1600 sq ft3.) the dwelling unit has an exit that discharges directly to the exterior at the level of exit discharge.Your third story attic space is unlikely to exceed 1600 sq ft, but you'll probably find the sprinkler system to be cost-prohibitive.

There isn't a major hotel within 40 miles of our home.

You can look at a conventional cash out refinance which uses your employment and income as well as DTI to qualify you...or if that is an issue, then I'd suggest a DSCR loan.

Not to mention the inspection came back with SO many issues.

Contribute to the conversation but try not to take over... let them speak the majority of the time and ask questions... get curious!