Single ADU on duplex or triplex is allowed for non-commercial f/f. 

It’s one of the strongest cash flow markets in the country, with relatively low property prices and solid rental demand.

Since you're open to markets beyond NYC, you might want to connect with local investor meetups or REI groups in those areas to build relationships with agents, wholesalers, and lenders who understand the nuances of each market.If you're looking to break out of analysis paralysis, maybe start by narrowing down one or two target markets and running numbers on actual deals.

One of the major issues I see is this.

It might take at least two years before we can make a substantial down payment on a second home.

Philip, it really depends on your county’s housing authority.

The ones with really good reviews, and a high amount of reviews usually cost a little more, but do a good job.  

Don't see a reason to arbitrability only look at one or the other, just do the best deal available. 

For the time being, might as well get a mortgage in one person's name.Best of luck.

On the other hand, the croissant are cheaper, local and work pretty darn well.