Again, thank you for sharing your experience, and bless you for your work with the community!

Let’s provide updates to the community here.

In the meantime we are talking to the property manager to find other STR's in the area so we can support a fair market STR rent. 

Changing careers can certainly be a challenge, but it sounds like you're equipped with a solid foundation thanks to your sister's support.

You would need to tap into what the market may draw because not all markets could support this type of guest avatar.You may be able to get just enough bookings to at least cover your monthly expenses by leaning into your listing and how you market the property.

A link to FilePlace is at the bottom of every page, making it easy to find.If you have technical issues, email support@biggerpockets.com, and someone will help you.

Creative ApproachesIf the organization is hesitant about a sale, consider proposing creative terms:Seller Financing: The non-profit could retain an income stream from the property by financing the purchase.Partnership or Lease-Purchase Agreement: Offer to lease the property with an option to buy, giving them time to evaluate the relationship.Donation or Support: Consider including a donation or offering support for their mission as part of the deal.

I've never really done a deep dive in analyzing the area because it is a retirement community, median income is very low, and there arent a lot of jobs in the area.

The community has its own internal lake, which connects to Lake Toho, via a boat lift owned by the community club.

Keep in mind that they can increase that period if they get complains from the community, so make sure you're in good relationship with your neighbors.