I would closely monitor your competitions pricing to see what is working for them.Vrbo has built in tools to monitor when people are searching for specific dates.

Assuming this is a clean file, with no exceptions required, most Underwriters take anywhere from 48-72 hours to review a loan and get CTC, or provide further conditions. 

See what the competition is out there for rentals and price accordingly.

So I've decided that due to poor caulking and grout condition of the upstair bathroom, I will cover the water damage, although the tenant did eventually cause more water damage.

The lot size, the pool, and the quiet cul-de-sac location provided great bones, and with the right upgrades and modern touches, it could command a much higher price in the competitive Hamptons market.

What questions should I ask to understand the property’s condition and the heir’s willingness to sell?

Your location, your list, your approach, market conditions, time of year etc.The only thing I can tell you with 100% certainty is you'll need to SMS a lot more people than you will need to cold call.

It is more expensive but may not require an appraisal and can close in a couple of weeks. if I can wait then I use the most competitive rehab. lender after obtaining multiple quotes. 

Also, hyperfocus helps me find a home with the right conditions - a stable but increasing-value neighborhood.

A knowledgeable attorney can advise here.Create a solid operating agreement: Since you own the condo with a friend, a clear operating agreement is essential to outline responsibilities, decision-making, and profit-sharing for the LLC.To save on costs:Look for real estate attorneys who specialize in investment properties and might offer package deals for the retitling, operating agreement, and filing the LLC.Shop around for title companies that can handle the transfer smoothly and provide competitive rates.Research DIY options for setting up the LLC if your situation is straightforward, though I’d still recommend a lawyer for the transfer process itself.Good luck with the process!