But sometimes it’s just plain old luck and good manners that can get you most deals. 

@Natalie Kolodij I may not be a tax expert, but I can understand plain English:Readiness generally means that the rental property is habitable and legally able to be rented.

Even the presenters, who must get sick of being approached, were kind and friendly.

That is where I draw my take on Sell/Rent my biggest fear is the "What if Factor" - drop in tourism, association comes under litigation, hurricane (This season looks like it will be "Very" busy), Sickness or health issues or other.

A triple-decker where I grew up in Jamaica Plain would have sold for $20,000 when I was a kid in the 60s. 

I sold 4 cheap rentals in Gulfport/Buloxi this past year because I got sick of the hurricanes and carrying insurance pretty much eliminated almost all cashflow. 

Contracts found on the internet from strangers are often dated, not in compliance with your local laws, or plain trash.

Buildings$1,180,800Phase 1 2 acresOfficeif needed, plain storage unit 20x30; $25,000 insulated.Office setupif needed, $5,000- computers, printers, HVAC, frig, cabinets, etcFootingsif needed. ??????

Banks/Lenders use a theory that if an investor encounters a loss be it in income, death, divorce, major sickness, or any other set back they are more likely to let their 2nd lien positions go in default before a 1st lien.Reason why I say this is although you have a great rate on the first mortgage you need to let it go and do a "Cash out refinance".

She is a real estate investor, but she is old and I believe she is sick now so the house she typically rents out has been vacant for almost a year.