In parts of the SF Bay area its the law that old sewer lines must be replaced when properties are sold.. my brother in law is making a KILLING doing this.. pipe burst systems for 5 ot 8k a job done in 4 hours..

If rent control isn't a factor and you want to force a move, you could.

Regardless it is difficult to control perception in wholesaling with it's past reputation.

In my mind, that puts the second option in front of the first, given that you might prefer the timing of the future sale of the property to be more in your control than your Lender's?

No one can control the future, what happens happens.

Please correct me if I am missing some line items here, but here are the working numbers for the property:+ Gross Rental Income: $150,000- Cleaning Fees: ($21,600)- Management Fees:  ($19,260)- Property Taxes: ($3,700)- Insurance: ($2,400)- Trash & Local Tax: ($650)- Utilities: ($7,200)- Pest Control ($560)- Supplies/Maintenance: ($1200)- Acct/Legal: ($1500)TOTAL EXPENSES = ($58,070)Net Operating Income = $91,930---Based on my limited understanding of the local CAP rates for similar properties in Philadelphia, PA 19106 it looks like 5-6% is a realistic number. 

I'm thinking you need a split A/C system. 

I don't think age is ever a factor, but knowledge and self control will dictate everything.

In addition to being the IT Director for our local county government, I am also well versed in geographic information systems (GIS) as a data analyst, and am a Certified Floodplain Manager.

As with any/all information you see online, this is my system and what works for me.