Would something like this be hard to finance conventionally and do you think having only 1 well is a deal breaker?

Please share your tie breaker strategy!

All of those things can be dealt with, but I would say those are the key things that seem to be deal-breakers for most of my clients as they can have major expected and unexpected financial implications. 

I will use a licensed contractor to repair the HVAC, run a new electrical circuit, or open up a wall, etc.

Anyway, that seems more of a side issue to me (important, but not a deal breaker).The hangup: Seller has to get legal conservatorship before she can sell the properties to me (the properties belong to her mom, who has been declared legally incapacitated, but who never wrote a will or created a trust).

The house is generally in very good condition mechanically (newer boiler and on demand hot water heater, PEX supply plumbing, new outlets, switches, light fixtures, updated electrical panel with breakers, fresh flooring, fresh paint, etc).

Do you think this would be a deal breaker for potential tenants?

The house breaker box never was thrown either, which is very strange.

You could also install GFCI circuit breakers at the panel.

Hi Roman,It actually looks very nice and well kept.If it were mine, I'd go with what the insurance company says, and if the electrical seems to be overloaded maybe pay an  electrician to come out and look at it, and bill the service charge to the residents (if it's overloaded you (they pay) may want to require them to have more breakers put in for the garage or something).All in all it seems like a nice garden setup.Tennessee isn't San Francisco...Good Luck!