Roofs and 'lesser' critical home hardware like HVAC, AC, plumbing and non functioning lighting and electrical. 

A great agent will also invest in home, pest, and roof inspections to remove doubt in a buyer's mind prior to making an offer.

Construction materials: Frame, no basement, roof: asphalt shingles, Floor: Carpet on stairs and bedrooms, LVP: Kitchen and living room.

Recently had roof damage on LTR.

It's an older home, so we've also had to recently sink $20k into things like a new roof and miscellanous repairs. 

Exterior work involved repairing the roof, painting, replacing rotten wood, and installing new light fixtures.Multiple contractors were engaged for the project, with licensed professionals handling electrical, plumbing, and HVAC upgrades.I have compared the comps in this area on Zillow and it’s in the range of 115k to 130k. all else checks out, except that I do not have boots on the ground to verify in-person.  

Florida insurance rates are through the roof so that that into account.You might want to consider the Myrtle Beach area which is very popular for tourists.

-Question: What are some smart financing options to still fix the leak knowing that I’ll probably sell in the near future?

They are made of thicker plastic, tougher, and odor/juices won't leak through.

furnace, roof, appliances, etc.