Quote from @Ryan Duphorn: I'm currently house hacking a single family home that has a 572 sqft detached garage in the backyard.

Part of this is regulations in my city, but after having done it this way, I wouldn't ever want to do it with a single family home.

Hey John, welcome to Sac BP -- I'm a local broker and property manager, we manage 100+ Airbnb listings and generally recommend investing in Multifamily as opposed to Single-Family.

I also have a joint venture with them on a single family property in Philadelphia that is currently rented.

Instead of trying to actively manage investments in singles and doubles have you considered investing passively in syndications?

In Jersey City, it doesn't kick-in until 4-units - so for the smaller multis or single-units it is not a problem.

Lots of upscale single family homes are coming up so people with money are moving into the area.  

Housing is just one part of the equation—our model aims to reduce housing costs by lowering ownership costs over time.For example, many mom-and-pop landlords keep rents well below market rates (e.g., $600 vs. $1,200) because they aren’t forced into liquidation events that reset property values.

I stayed in a STR with over 200 5-star ratings, and not a single negative.

This is a 4-bedroom, 2.5-bathroom single family house.