I recently had my tenants extend their lease agreement but we've had to adjust whom is renting and the responsibilities.

Ask your current lender to extend .... 

Well, how about ya extend the same courtesy to tenant of not jumping on an assumption to them. 

Currently, we have a homeowner's policy which extends liability over the rentals. 

Extended close date.

Would love to match with someone of the same age / energy level, but will keep an open mind.Also, I will likely be looking to extend my time in Cancun for 2-3 more nights (could be more).

Anything can happen: the market can shift, we can go into another extended lockout period, the property can be destroyed by a natural disaster or by vandalism, the list of contingencies is endless.

Is 4th ward pretty much the inside of the bend of the river and does it extend out much?

The area and price range you mention  should go  very  quickly regardless of the time you list the property... when you sell - you can also ask the buyer to provide you with an extended closing date or lease back ( if you need some extra time before needing to move ) . 

We needed an upgraded 200amp electrical panel ($5-8k), extended water and sewer for the garage ($5k), built out interior ($7k?)