People care more about the appearance of kitchen appliances because they are in a public portion of the house as opposed to washer/dryers which visitors rarely see. 4.

Even then, the IRS may scrutinize the transaction if it appears the intent was to immediately convert the property into a personal residence.Additionally, if you eventually sell the property after converting it to a primary residence, you may qualify for partial benefits under the Section 121 exclusion for primary residence gains.

-It doesn't appear you are contributing any of the equity.

When choosing tenants (I am in California), it's important to avoid even the appearance of discrimination, especially during in-person meetings.

This can extend timelines and add layers of bureaucracy.Mission alignment: Many non-profits are cautious about selling assets if the sale could appear misaligned with their mission.

From my experience, security has been good, there’s plenty of space around the pools and clubhouse area too, so it’s never loud or crowded, and the HOA appears to also cater to a broader more modern and contemporary audience, to include its Canadian, Brazilian and European guests and investors.

Quote from @Tod DuBois: Hostaway appears to integrate with the multiple channels - but I hate to do a software setup and learn it's not a good place to do what I need to get done (which is work as little as possible and optimize my occupancy).

There's definitely a lot of merit to transition over especially when you're at the size/scale you currently appear to be.

We had to bring the 1925 house to 2023 code which involved un-installing 26 windows that were already nicely installed (in appearance) in the house, reframing them to 2023 standards (at the time) which also involved strapping the bottom of the wood framing with metal straps (mind you this all after we had already completed the inside renovation).  

This appeared to be everything I was missing.