My other SFR notes have interest rates determined by the borrower's cash, credit score and income - so market rates or higher.I understand the difference in performing vs non-performing notes and that performing can become non-performing pretty easily. 

I have heard it used different ways.I have used a version of gap funding where the hard money lender funds 85% of the flip (purchase + renovation) and the gap funder funds 10% of the deal.

Other loans might be a little bit different.

Prices haven't even recovered from 2006 which is much different than Kenwood as you know. 

I believe the investor may need a commercial loan at that point or could do 3 separate loans since they are on different parcels.

Each night of the week has a different price based on market trends for short term stays, not annual leases. 

Maintenance and potential repairs will also require a long-term financial plan and setting aside a contingency fund for such expenses.The steady cash flow, appreciation over time, and tax benefits can make a meaningful difference to your wealth in the long term, especially with the principal paydown on the mortgage.However, if managing the property from a distance feels too burdensome, or if you’d prefer the certainty and flexibility that comes with having less debt (especially given the high mortgage rates), selling and using the $100,000 in equity to reduce your loan for your next home may be the smarter move.

It looks a lot like the "baseball" that was the market in the 80's but still it's also very different. 

A main difference I noticeably experience is who the merchant of record is.Best of luck with your listings!

How long it takes to be financially ready is different for everyone.