Also, places like Lakeland and Winter Haven are growing tremendously on investors' radars for people that are trying to flip or wholesale homes.

Investment Info:Single-family residence fix & flip investment in Windcrest.

Yeah that’s the issue.

Also the course decribing the lot doesn't close by 35'...three parcels adjacent to ours that we share a boundary with have completed record surveys over the last 40 years and have identified and attempted to reconcile the issues using good survey theories (the art behind the math, who gets what and by how much and why).

I’d house hack or live in flip if you go the primary route.

If there are legit issues with the rental that's on me.

IMO I want a 5+ balloon, but if the deal is right will do it with a shorter.Find out what she is looking to do though if she needs a downpayment for a house in Tampa that will be an issue that has to be addressed some how. 

150-200/month can easily be no income for two years if you need a new furnace or there is a plumbing issue.

Another route you can take is using hard/private money on a cosmetic flip using the BRRRR strategy.

Some plans include house hacking, seller loans, flipping, creative deals, private cash, group deals, sweat equity, and government help.