Shed has collapsed roof.

Crime is thru the roof, homelessness, high taxes, etc. 

Try to anticipate other potential avoidable situations with a follow up inspection to assess the Locksmith’s work and ask your tenant(s) if you can also use the time to assess for other issues such as unchanged HVAC filters, leaky pipes, working shutoff valves, working smoke detector batteries, properly working downspouts, clogged dryer vents, evidence of water damage from leaking roof, etc,etc,etc.

So there might not be enough gain to need a 1031 exchange.If there is enough gain to justify the 1031 exchange then simply treat your replacement property as you would any other investment like @Daniel Osman said. 

I can do a roof for $300/Sq, they underbid me down like $99/Sq."

@Jae Jun: Although the conversation has changed much, and toned down regarding proposed restrictions, the plan from jump has been to allow anyone with an existing STR, so far defined as a place that's been rented STR at least 2 consecutive days in the last 6 months, to get a permit and be grandfathered.

Think about what everyone else is doing.For reasons that I can’t quite grasp, someone decided that people who want to, need to, or have to sell their houses are the ideal audience to target.

Sixteen homes to inspect- roofs, hot water tanks, soft floors, siding damage, decks, porches, furnaces. 

If that is full RC for roof and home that is a good price for that area!

You put on a new roof for $30K but the market won't pay you a $30K premium just because of it.