All Forum Posts by: Sean Dillon

"Hey everyone, I’m looking into house hacking in an expensive market and want to explore adding an Accessory Dwelling Unit (ADU) to a property on Long Island, NY. My idea is to buy a 1-4 unit home with an FHA loan, live in one unit, and eventually convert a garage or other space into a legal ADU so I can rent out the main house.

I know Long Island has strict zoning laws, so I’m wondering:

1. Which towns or villages allow ADUs? (Specifically looking at garage conversions or detached units.)
2. What is the approval process like? Do I need special permits or zoning variances?
3. Has anyone applied for the Plus-One ADU Grant? If so, what was the process like?
4. Are there any local resources or professionals who specialize in ADU development on Long Island?

I appreciate any insights, personal experiences, or advice from anyone who has gone through this process!"

I live in an expensive market (Long Island), where breaking even or cash flowing on a property isn’t really possible right away. I’m 18 and currently living at home with low expenses.

My dilemma: Should I buy a duplex as a house hack and cover the negative cash flow to start building equity? Or should I take advantage of my low living costs and focus on investing out of state in a more affordable market?

My other concern is that home prices on Long Island appreciate quickly. Since it's already an expensive area, I worry that waiting too long could make it even harder to afford a home when I eventually want to move out of my parents’ house.

Looking for advice from experienced investors—what would you do in my situation?