Well, you've busted the myth that rehabbing has to be so time consuming.

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@Tom La Rosa  In order for hard money to work, there needs to be a very healthy profit margin in the deals to begin with.

If you plan to do your own lease, be sure to familiarize yourself with Massachusetts Landlord/Tenant laws.http://www.mass.gov/ago/docs/consumer/landlordtena...

I want to do this with confidence and eliminate un-necessary trips that could become very costly and time consuming.

Finding heirs and working with them in order to gain title to real property is costly and time consuming.

Some things to think about that will ultimately answer all your questions are the down payment you currently have, the healthy monthly threshold you can tolerate for mortgage payments, what your goals are as an owner.

Also I got a new job which has a healthy raise.

We have covered the yard lines and are working on the finish out, but that is the time consuming detail oriented process.  

This best done in concert with other insulation improvement to the building envelope.Our experience with energy efficient improvements to older buildings is that it helps with Tenant retention (lowering turnover) and, contrary to your vendor's opinion, we firmly believe that tenants are entitled to safe, healthy, and energy-wise, accommodations.On approach you could take would be to stagger the window replacement.