There’s 275k mortgage left (VA loan) and the comps are selling around 400k-420k and Redfin/Zillow estimate it as 390k.

Youre job then is to find a property management company that will align with your expectations on maintenance handling and  charges. 

When I ran my numbers, I ran with increasing the rent $50 right away and then over time adjusting it slowly with the tenant to market rent (or market rent to a new tenant if this one left).It's not a cash flowing property as is when considering variable expenses, but is appealing to me because of the maintenance already done, purchase price, close to home (so I can work on it with my kids to teach them), and with some businesses I can do 2+ year leases for a little more stability.I would like the seller finance so I can keep more reserves as I'm also looking at a STR cabin purchase.

In order to keep the momentum I would do the demo yourself if that more aligns with your goals for this project and your investing.

This meant making sure all pet food was stored in airtight sealed containers, keeping hay in containers, being diligent about not leaving food out and taking our trash timely, and also making sure a side door that was often left ajar was tightly closed to not allow an access point for pets.

I’d also recommend a 30 year mortgage because the tenants are paying it off with their rent and you’ll make a better return reinvesting the cash flow that’s left over in another property or in a mutual fund at 8% or something else than paying it down quickly on a 15 year mortgage where your interest rate is only 2.99%.

Remember, you are seated to the judge's left.

Now I am trying to find a commercial bridge lender with very little time left on my contract.

At that time you could have been paying $3000 a Month for Property Taxes...I was three blocks up from the Bayshore and I left it at that.

If you own this as a rental for years someone is likely to disagree and feel hurt and left out or taken advantage of.