I currently own a townhouse in Natick with a low mortgage rate and am considering buying another home to move into for 2-3 years, then probably renting it out.

This was really an accidental property that I’ve been renting for 8 years now to the same tenant.

We funded one of his deals earlier this year. 

It is landlord-friendly, and specific pockets have gone upwards of 2-4x in the last 5-10 years.

In most municipalities approvals have a few year shelf life and in the event new regulations or new zoning bills are passed you could lose the benefit of the in place zoning/development procedures.

I've been running a vacation rental operation in South Florida for the past 7 years, helping owners drive revenue. 

Hello Isaac,I think your about 5 years too late property values and taxes have skyrocketed.

But if I have 15 properties and they are each on 15 year mortgages, I can refinance a property each year and get a good chunk of tax free money every year. 

New user, first time post.Trying to gather info for an HOA Board about possibly having the HOA buy 'bulk' cable TV, Internet (Wi-Fi) with VOIP for use by each owner in a 55 year old and over HOA with 62 dwelling, plus a clubhouse with at least two additional TV usage locations (main clubhouse room, plus exercise room).Cox/Xfinity is the current supplier for the entire property which only has coax cables installed on the property below ground.

BTW, long term 30 year fixed rate in the 7's.