Every situation is different, but if my child wanted to do this I would want to see a track record of desire to get started in this field backed up with some personal savings showing that they were serious about it.  

It gets expensive on the East side, Sugar House is a very desired area that has great rent rates and low vacancy but high purchase price. 

Here are the 1031 property ID rules you can use to your advantage:3-Property RuleID up to 3 potential replacement properties, regardless of the aggregate market value of the properties, and acquire as many of the properties identified as desired to complete the exchange.200% RuleID more than 3 potential replacements, as long as their aggregate market value does not exceed 200% of the market value of your current property.

I think my handyman skills would benefit greatly in my desire to be a real estate investor.

So, it's great that you are taking this on, and your rental will be very desirable to folks with dogs.

How would you respond to application where the desired move in date is Oct 1 but we discussed Mid Sept?

This is a highly desired area with great schools and above average income levels.

Currently it’s in semi-desirable area about an hour outside the main metro area.

Here's how I approached it:Searching on CL and Zillow got me to this SFH in the Hampden neighborhood of Baltimore (hipster/very desirable, lots of cute restaurants, shops, Whole Foods, etc.).

You might be able to find a specialty mill that can cut from new lumber and treat with chemicals to get the desired effect and get away with some of your requirements.