In Oceanside, New non-hosted STRs are prohibited outside of the Coastal Zone as of February 10, 2024.Most HOA's do not allow rentals less than 30 days so that is likely not an option unless you find a couple of places on the water that allow it but usually tough to find below $1M. 

Not sure about FL, but many places don't publicly list the purchase amounts, so tough to know what they sold for. 

But of course, they are expensive and can hit you with a special assessment if they're not well-capitalized4.

If there was no appreciation, there is no need to do a 1031 exchange.I have never been a fan of condo's as you lose some control over the investment - You have no control over the monthly maintenance fees, you may not have control over who is on the board, you have no control over special assessments.I wish the investments turn out well for you!

One thing that stands out is that they all have specialized and focus on a niche. 

I special purpose equipment setup. 

Stairs are the only way to get in, no grab rails in the bathroom, ramps that are too steep, etc.From what I've read, all commercial businesses/buildings (including ones before the ADA was passed) have to comply with the rules, unless it would be outrageously tough to fix (like installing an elevator in an already built building).Are all these local business just not complying and taking the risk, or am I missing something? 

That’s a tough one in my opinion.

I wanted some advice on whether we need a specialized tax accountant for Real Estate.

Professional PMs use specialized tools to verify income directly with a tenant’s bank or payroll service, ensuring legitimacy.