Also has been working perfectly.The Sensi is nice because it doesn't need a C wire if you have A/C and heat.

Call him and discuss your concern about the electricity being off regarding heat in the winter.Better he gets a heads up on in now than in Dec 31 during a snow storm.If it needs to be on, simply ask him to reestablish service (and you double check that it's been done). 

I have been told that my air conditioner "The system unit needs to have Freon up to 8lbs to 9lbs and replace Coil Condenser.

The property is water heated through electricity which the tenants pay for. 

Also, 4440 sq ft is just a lot of space to heat and cool, period.

Most everything in the house is new (plumbing, AC/heat, etc).

Instead, close some doors and re-arrange the air vents will save heating and cooling bills.

Note - I am unfamiliar with HELOC’s and how it affects DTI ratio when purchasing an investment property.Option 2: Sell my primary home and move into a family owned home for free (think 1940’s, no insulation, heated by a wood stove).

Insurance and maintenance will be high as it's commercial (extra maintenance, lighting, heat in the common areas that can't be charged back to individual tenants). 

Interior gutted down to studs, removed walls for open floor plan, replaced 90% of homes original plumbing and electric, added central air and heat, removed old oil burning system.