You need to set up you circle before you even think about marketing, or you're going to struggle each step of the way.

I have been looking on Furnished Finders, and I'm struggling to find comps close by.

I live in an expensive apartment and want to take over someone's mortgage that is struggling.

Tell them they are struggling to pay the rent as it is, you are not going to renew their lease.

It was a struggle but we got it repaired, permitted and approved.

We were having lunch with he and his wife, and they were identifying with our struggle to find the right first house. 

Probably a post that gets mentioned a lot but struggling to find a solution.

.- 5% for vacancy, maintenance, capEx, 5% for management fees (live in, handling myself)So - on the low end: Valuing rents at $6400 (with one of them being my live-in)Monthly cash flow is -$215/mo fully baked ($6,400 income / $6,615 expenses)5 year annualized return at 26%Purchase cap 4.17%CoC: -1%50% rule: -$277Assuming a 4% YoY increase in value, the sale profit after 2 years and avoiding Cap gains is $338k/52% returnOn the high end:Valuing rents at $7000 (with one of them being my live-in)Monthly cash flow is $2645 year return: 27%Purchase cap 4.79%CoC: 1.25%50% rule: $72Assuming a 4% YoY increase in value, the sale profit after 2 years and avoiding Cap gains is $350k/54% returnWhat I'm struggling with:Is there a way to look at it qualitatively and quantitatively as a space "I'd really enjoy living in"?

I couldn’t imagine having to deal with calls about them, struggling tk find repair people, finding new these days or arranging to have them delivered.

Think of the home like a business and buy one that is struggling and needs assistance that has disproportionate rewards after putting in the required time and effort.