I agree with the others stay away from the hilltop unless you get into a sweet spot like Westgate or Holly Hill.

Usually, 3-5 people is the sweet spot for a house hack, and 5 people is about the limit for a single fam house (more than 5 people usually creates too much noise and mess in a single fam house hack).

As far as a multi, personally if all things were equal I'd go for the multi for a few reasons.  1) Added diversification.. if one tenant doesn't pay, you can still cover property expenses with the other tenants 2) Shared capex... typically, one roof and one property to maintain but multiple streams of income 3) Less vacancy.. usually multi's rent for lower, for example one of mine is the sweet spot of 3 bedrooms for $1300. 

Having a paid off house at 39 is a sweet thing.

Now the story is quite sweet.

Tenant after move in, pulls the ESA with a pitbull puppy.

. ~180 is the "sweet spot" per Pm.

The complex has a mix of 1, 2, and 3 BR condos, and the 1 BR units are in the sweet spot for us, in that their price is too low for conventional financing, leaving cash sales and owner financing as the primary options for incumbent owners of single units looking to dispose of their apartments.  

Sure, location, cash flow potential etc. but numerically, is there a sweet spot?

We tried to design it to fit well in the sweet little neighborhood and have the style of the old Ann Arbor homes, which sell like hotcakes, but the amenities of a newer house--mud room/first floor laundry, master suite with luxury bath, large kitchen, etc.