They've been great owners, keeping the upkeep strong, and lately putting about $40K into it to ready it for sale.

Considerations we've heard/read about are: distance to primary residence, location of the property in comparison to the primary residence (ie, if we live by the beach and we buy a property by the beach, it's likely not our vacation or second home, whereas living inland and buying in downtown or by the beach could be a more likely second or vacation home), and minimum timeframes for owner occupancy (like 14 nights if we eventually choose to do STRs there).We live inland and if this does allow us to buy at a higher price point, we're open to looking in more tourist-y areas of the city.

We have already talked to the owner and insists that we have to pay for both tub spout repairs.

I currently 100% owner of a prime piece of lakefront property on a very popular lake with very limited lakefront availability. 

Note they will cost around 35-40/mo so make sure you calculate that as part of what you actually earn as that is a seller expense (if it’s gonna be owner occupied property) - if it’s not then you could charge it to borrower

One of my property managers does not post a PDF copy of the lease with the tenant on my owner portal. 

Since you'll be living in one of the units, you can qualify for owner-occupied loans, which often have lower down payment requirements and interest rates compared to traditional investment loans​

Pets?

It's been on the market for over 1 year sitting at $1.99m while the owners aren't in any rush to sell due to personal health conditions and squatting tenants.

What are best strategies to find sellers who are open to owner financing?