I bought a 4-unit property in August ( 2 months ago ), it was my first property, and I inherited a section 8 tenant.

The floor has quite a few issues (high points, low points, pitting, flaking over an 8 sq ft area where there was a plumbing leak that they caused, and many sections are still wet even after a week).

The remaining $50,000 qualifies for the tax-free exclusion under Section 121, assuming the homeowner meets the residency requirement.

I don't know a ton about Philly, but in Denver I have a large SFH that I'm splitting into a duplex by sectioning off two sides of the home from one another.

Inspect for any rot or damage periodically, and replace or repair sections as needed to maintain its condition.Potential Upgrades / Considerations:Security:Enhance security with robust locks, a video doorbell, and exterior lighting.

Although, initially the property was for personal use then things happened were I wasn't comfortable with the area and the extra space so I decided to rent it out, now its on section 8.

All, Recently, I marked (actually paid someone licensed to do that) the corners of my new lot.

How can I determine if the property is eligible for the Section 8 program?

There are many ways to skin a cat - many of those who were most successful did not go through a larger formal program, but almost always they had a mentor in their corner. 

They're like corner boys for the local drug boss.