I was concerned that there would be substantial erosion of the yard and here we are three years later and it looks like I was correct to be concerned.

Unless you want to stay in the home or pay the difference out of pocket, you should pursue a short sale.

You still need to come up with $10k for seller and $95k for 2nd lender out of pocket.

Welcome to Bigger Pockets. 

Considering the high deductible on House B, I am only filing a claim for House A, and coming out of pocket for the cost of repairing or replacing the roof for House B. 

You can offset the passive losses from one rental against the positive income from another rental.Therefore, you will likely have a net $3,000 loss across all the three rentals which you would carry forward.If your depreciation was more than $3,000, you basically made cash-flow or rental income that was not taxed, which is good.Best of luck

we have inventory that includes SFR, Duplex, Three unit, and Quads.Please connect if I can get you more information.  

Hi @Jessica Heller, I recommend comparing between the three to see which lender will give you the best deal. 

You can run your own credit report on one of the big three like TransUnion and bring that to the bank.

Hi, Haley - glad you've found bigger pockets.