The months of May and September do rent out but unsure if they would be at 100% occupancy (so want to exclude them from any calculation).Its hard to gauge what weekly rentals would be without a having a home but weekly estimate would be for the exact home but my estimates are:$3k - Conservative, $5k - Moderate, $7k - liberal (July and August), the month of June is probably a 25% reduction.

If it's even $100 too high, it could take a bit longer or require a price reduction.

So, over time, you may have appreciation as well as debt reduction.

I haven't seen anyone just jump at a significant price reduction without some pain first. 

I do have a steady job, but will be taking a sizable reduction of income in the near future.

Your responses may be the missing pieces in understanding why the properties have been on the market for some time and the drastic reduction in prices.

If the property is on the market 3 months and there have been no price reductions to bring it to reasonable market value, then that tells me that they are NOT motivated to sell.

Groups like SOFI have rates that improve as your credit improves, so keep checking what's possible regarding student loan payment reductions.

In addition don't forget that the rental income also includes a principle reduction amount that adds to your net worth each month.  

Risk is reduced, so they've reduced their cost to recognize that reduction, but unfortunately, you want them to go deeper.