The problem is the HOA doesn't allow VRBO rentals, only year long leases so I wasn't able to generate cash with this property.

I currently only have 1 duplex, however I want to set this up right so it will work for any size portfolio.Currently I haveHome folder>multi family/single family/legal documentsInside the multi family I have Name of property-> general property maintenance/first floor/second floor Inside of first floor (the one currently rented)I have, pictures (before and will have after) / lease documents / a spreadsheet with each month, what day rent was paid, if it was late, if late was fee paid?

Or, structure it as a lease option that expires in 1 Yr on the new home.

Get the easy stuff first - rent roll and lease end dates, any bills the landlord pays - common area maintenance, maybe water, sewer, taxes, and insurance.

Since I started renting out the house in May 2024 and will likely move out in 2025 after the leases for my current renters end, I have a question about depreciation.Can I depreciate the portion of the house that was being used for personal use, even though I was living in the house for part of 2023?

The resources are abundant - spreadsheets, contracts, tangible items to help you succeed.

Ski Leases: Looking at the short term rental policies it does not cover leases longer than 30 days, seeing as there is a market for this type of rental what are peoples experience with this for ~4 month terms, and has it worked for summer leases as well.?

—can also be acquired on an all-cash basis, but your initial outlay will be a lot higher, and leasing cycles will be longer and more complex than single-family.

We can't do the inspection until all 3 of those items get installed. 

Once it's leased, they become your tenant and if you want to sell to them, you may choose to involve the same realtor, but you may not.