It's highly recommended to seek personalized advice from a qualified CPA, EA, or tax professional who can assess your specific situation based on the facts presented

The wild card in Philly is the Office of Property Assessment and their crazy assessments.

If you are a serious cook you need space and focus, not half a dozen people milling about making small talk while you try not to burn a roux or break a mayonnaise.

We could be wrong, but it doesn't seem likely.Carini did the math for you early, if after repairs it assess for 240k as you suggest, you'll be able to refinance and pull out 187k, of which about 116k will go to paying off your previous mortgage leaving you with 71k to go plan your next move.This is very compatible with living in the house and getting roommates. 

Off the top of my head: transfer tax is assessed in my area if I change title. 

But there have been people thinking this for at least a half dozen years.  

We help roughly a dozen investors acquire STR’s out west annually, my advice to STR investors is to create a home and a space that is yours to share with others.

Are there any special assessments on the horizon?

Consistent non-payment by tenants can result in penalties or even the termination of their voucher, incentivizing compliance with payment responsibilities.As a landlord, it's crucial to assess the financial feasibility of accepting Section 8 tenants given the rent differential.

Assessing the portfolio's current market value through a professional appraisal is crucial.