If these were real motivated sellers, he wouldn't sell them for a bit over 1 buck a pop.

Is the bang worth the buck ? 

And by the looks of it, some very mature, pretty trees and I'm sure that neighborhood will look great during the holidays!

You can pay a flat fee listing service a few hundred bucks to upload a listing (you'll have to answer calls, schedule showings, set up a lockbox, get a sign, vet potential buyers, avoid scammers and people trying to sell you stuff, negotiate and manage the sale yourself).

They are agents trying to make a side buck and know nothing about property management. 

I would go to the pest control company and ask where they were authorized to install these screens on your property.I doubt you're going to get $3k from anyone, but did the roofing company say what the $3k is for and why a handyman can't just go up for a few hundred bucks and remove the screens?

It's my belief that because of the age, maturity level, number of decision makers (parents & their child) that it is one of the hardest niches in buy and hold investing.

It's better to preserve a healthy relationship with the tenant than save a few bucks.

They want an investor to have some serious skin in the game.The other option would be to wholesale this opportunity to somoene and make a few bucks to save so you have some money for a downpayment in the future.

If you are comfortable renting it, then I would avoid the extension and start the refinance process before your maturity date.