I imagine there would be more engineering go into such a project than a horizontal addition.Going from 2 to 4 stories, for example, could limit marketability without also adding an elevator and other accessibility accommodations for the aging populace.

I’ve told the tenant that I will not be replacing or fixing the unit since they are moving in a few weeks and I intend to install a mini-split system instead of new window units - Sol i would be throwing good money away (and possibly the replacement unit) upon rehab.Now the human being in me is a compassionate person and wants to bend over backwards to accommodate every tenant request, the business owner is saying stay the course.  

So if I were to advise anyone on investing on the Island I would definitely tell them to consider purchasing property to accommodate tourist and people looking for vacation rentals.


@Alexander Felice,  Nothing wrong with buying a house to accommodate a dog! 

Second, if the intent is such that it would apply for capital gains tax rate it would apply at the 12 month mark not 24 months so you should probably do some more proformas to see the attractiveness of any additional discretionary return from months 13 - 24.What you're describing as your model can be easily accommodated by adopting the attitude of a buy and hold investor rather than a 24 month hold investor.  

This would be you accommodating them.

I think the HOA will try to accommodate the bath room addition if you are existing owner, if you are investor trying to buy and rent, they might think you are trying to bring more people & cars & worsen the parking situation.  

Just as an additional thought - if your furnace can accommodate a thicker filter, you can get by with changing them far less frequently.

You pick a place and I will accommodate you.

Sandra:The regulations governing commercial leases are considerable different, and usually less restrictive on the landlord, than for residential accommodation.