Both houses have detached garages and I have been considering turning the garages into 1 bedroom units. 

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

I remember visiting a buddy’s place in Austin years back..he had a similar setup over his detached garage and was convinced that adding a window unit and some carpet would let him count that space towards the home’s total square footage.

The distance and detachment is too much to make it worth it at this point in your journey, not knowing much about what you want to do.

Quote from @Yaroslav Shtogun: Hello Community,I am seeking advice on the following real estate situation:I’m in the process of purchasing a double lot property (100x100 in an RS-50 zone) that includes a 1,200 sqft wood-frame house and a 640 sqft detached garage.

Quote from @Frank Pyle: Obstacle is getting a 1007 with realistic long term rents. 

Quote from @Chris Hertig: We recently purchased a multi-family property and have someone living illegally in an uninhabitable, detached garage. 

Quote from @Jerome Morelos: Quote from @Robert Ellis: Quote from @Jerome Morelos: I recommend converting an existing space, like a detached garage for example, rather than building from the ground up.

The Heloc can also pose as a debt obstacle since its an open end mortgage a.k.a credit card.a mortgage is also set up over 30 years so it offers a lower rate and payment. 

Since this is my first project, I’m very open to any advice or suggestions—especially regarding potential obstacles I might not have considered.