To my knowledge, we meet all the other USDA requirements in terms of geographic location, total household income, etc.  

I do like multiple Ideas.

In addition although three-quarters of new house-holds purchased homes in the 90's fewer the half do now.  

The house is actively advertised and I have multiple applicants at this time who want the place in 2 weeks. 

I would get multiple bids and ask the contractor to list the material and labor separately.I would suspect that material for gutters is pretty cheap so you might think about doing it yourself as it would not be a hard job or take too long.

A seasoned investor that has done it multiple times. 

I just want to hit this question with multiple angles so I understand how to structure the deal in an educated way as oppose to looking newb(Although I am).

@Justin Lee I got a home equity line and used it for multiple small conventional FHA loans.  

We have ran all the numbers multiple times and the property cash flows (from what I've been reading that is hard to find in SF).

It looks more like a long driveway but there are multiple properties using it.