A more general observation on this topic, intended for you and any future readers - find out from the agency that has control over this area exactly what it takes to LOSE grandfathered status.

It was a more 'manual' process and took some customization, but got the job done. 

That may help you make a more informed decision about whether to sell or rent.

Oceanside, located in North San Diego County, has become increasingly popular for STRs and offers a more affordable entry point compared to its southern neighbors.Given your flexible budget and preference for a condo, there are some factors to consider.

It's essential for the property to maintain a DSCR Ratio of at least 1.0 across both notes.Considering the present market conditions, refinancing might be a more advantageous option for you.Please don't hesitate to direct message me if you'd like to discuss this further.Thanks,*

On the flip side, we are contemplating focusing on areas closer to bigger cities nearby (less than a hour drive) that would allow for a more steady LTR investment with monthly cash flow and decent appreciation.

Hey BP family,I am new to real estate investing but would love some experts insights so I don't get burned on my first dealThis is the property: https://www.zillow.com/homedetails/724-N-22nd-Ave-Bozeman-MT...My thoughts are my wife, 8 month old and I could live in Unit A for a year or two while we rent out Units B & C to help cover the mortgage payments until we build/buy a more desirable family ranch home with min 10+ acres which we've been looking for but have yet to find.My hesitation is I've never been a landlord and am reluctant to get in over my head with property problems while simultaneously growing an online business and being a new father.After some negotiation we counter offered 895k with a 2-1 rate buy down for 20k and the sellers have verbally accepted but since our offer expired we need to resubmit.

So, should I continue to save and build up more capital to put down on a more expensive property, find something for less than 4-500, or pull some equity out of my primary and look for something with a higher entry price?

Redfin says about 5 months so that is a more a balanced market. 

I hope this gives you a more complete picture.