When prices start decreasing and the asking prices for homes start going down. 

I believe that most investors look at each investment as an independent stand alone opportunity; while that can be profitable it would be more profitable to exam each investment as it relates to the investors total portfolio and as it provides opportunities to increase ROI without increasing and possibly decreasing risk.   

Your biggest expense is your family home and by renting the guest house, you've done a smart thing and decreased the costs on that.8% is high, but you can always work on paying that down faster as it isn't that big of a mortgage.

Again for examples we only have single vanity sinks in each bathroom, they had us marked down as 2 sinks, that decreased the value by $2K, they had us marked down as a whirlpool tub in the main bathroom which hasn't worked since we moved in, he removed that for $2.5K, then we have 2 fireplaces both gas but one is exhaust vented out the side of the house without a chimney which took another $1K off the value. 

this is not to suggest that borrowing to invest may not be a good strategy; but one must understand that borrowing INCREASES risk, not decreases risk.2. 

The population is decreasing.

The location of the property, and the direction I see that area going in as far as valuation increasing or decreasing.

Likely will decrease given such market volatility. 

This might help you decrease both the loan payments and the insurance payment putting you from the negative to the positive even if only by a little bit.

However, new listings have decreased by 4.93% year-over-year, pointing to a tightening supply.Look forward to connecting with you!