That being said it’s worth understanding what’s working locally as your next step varies jurisdiction to jurisdiction.

This will help you understand your options and decide if it's the right time to hire a pro. 

Ideally it should still cash flow solidly but may not appreciate quite as rapidly as the bigger market.

I don't understand why you've owned an investment for 27 years and only cash flow $600 a month.

I completely understand that concern and glad you both raised that point about a nursing home, however, I do have a big house and we have casually talked about moving her in with me when that time comes.

From my understanding, as long as you intend on doing a STR when you close, there are no rules against changing your strategy after closing, especially if you find that something else is more profitable.So in our case, the lender determined an STR would bring in ~$3500/month (with all of their conservative factors), but now that we operate it as a huge 3300 sqft Co-Living property, it actually brings in $7000/month.

I wanted to get advice before pitching it and have a solid financing strategy. 

I understand why some people may not like this... but for me, I don't want the hype and platform sales. i want real usable content.

I don't know the Baltimore market but have a friend who is a very savvy investor there and maybe he would do some coaching to help you understand which way is up.

This is something I aim to understand more about.