How can I design or propose these apartments to meet this requirement while making them functional for long-term residents?

Once you have a short list, get an account with each one and run them through the wringer to see how they function.

Their support app seems to function poorly or they may just be understaffed and can't respond or reimburse for other reasons.  1.

When I hear of historical significance, I think of an old building with significant cap ex, and functional obsolescence.

I may even drop BP and use that money to justify a more robust app.

Not a major rehab - flooring, paint, and some misc. work  - not a full blown renovation.PS: I wish BP could really have a search function because the current one sucks. 

STR's aren't impossible here, but depending on the area, you'll find them to be extremely seasonal.Other strategies that have worked for me and my clients is the MTR route, there's a robust hospital system in both NYC & LI that is always hiring contracted nurses for 3-6 months contracts. 

I also converted the other side of the property (it's a functioning duplex) into an Airbnb / Short Term Rental.

@Timothy Fortin As Michael's superb content here and elsewhere emphasize, cost segregation services are tightly intertwined with broader tax functions typically provided by accountants.

Doesn't Buildium have an accounting function though?