@Colleen F.Totally agree with your points, I’ll keep in mind as I continue to assess this opportunity.

I hope the below response is helpful for you The capital gains tax event would be triggered at the actual sale of the property (when the gain is realized) and would be based on your all-in basis of the property and not a higher re-assessed value.

I agree with the others to keep away from condos and HOAs though, getting caught in litigation or a big assessment is a deal killer***The house is newly remodeled so I’m going to say maintenance will be less than $500/year.

TroyYou need to do an assessment of the competition's prices and requirments, then make an adjustment. 

How would you all suggest to analyze a deal in the Denver market and also assess the rentability of the property?

Planning to rent out to tenants (that are already in place with a 24 month lease) and then assess at that point.

The best way to guarantee a win is by making them a deal they can't say no to.After viewing the place and assessing whether it works as a vacation rental, explain to the landlord that you are willing to pay at least three to six month's rent upfront in order to host the property.

Would love to hear and learn how the big brains of this wonderful community assess potential investment properties against neighborhood data.

I have around $215K in equity in my primary residence, which is currently assessed at around $340K.

Gross rent multiplier (GRM) -- is a quick way to assess the property against others.