For example there's a property that I know is in a GREAT area here in Buffalo, huge 2 unit house with potential for a 3rd unit listed at ~150k.

From what I can see this is not an option, the listing agent will reject this immediately.

Go to your Sewer Districts website for a list of qualified contracts accepted by your municipality.

I would love to get a better understanding of what duplexes in this area actually sell for, and not just running my numbers based off of initial listing prices from owners.

Other than Mashvisor, are there any other tools that can automatically filter out any new MLS listing based on my criteria (e.g rent avg, cap rate, expense)?

On the coast a premium, existing STR, or vacation rental ready oceanview property will typically receive offers within 48-72 hours of listing.

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Michael, something I want to add to your spot-on comments; I see a lot of inexperienced STR buyers, buying a property to be a STR either on their own (FSBO or through the listing agent), or through a buyer agent that has little to no experience with STR's and who doesn't have a a great STR network, strategy, has no ability to analyze a property's STR potential, doesn't know how to assess and recommend remodel or what it will cost or how long it will take and what's required by city/county, etc.

I’ve now added a list of all guest reviews when I managed the property.

Option 2 is I list it and we find a suitable tenant but they pay until then and they’re allowed to find a tenant too.