Do you already own any properties, or are you just getting started and looking to purchase your first one?

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.

Then next year buy another one.

The one nice thing about achieving financial freedom through real estate is we have the luxury to say this and change our lives. 

For example, I will send a tenant the lease renewal options and give them one week to respond.

All of these come back to one important factor, you need to bring value to the table while mitigating risk.

How many new developments can you execute in one year vs flips?

It would be a live in rental.I would have one bedroom to myself with access to the common areas.

Can't wait to do another one!

But if you can secure one with solid terms, it could be a great way to access capital while keeping the rental.If you believe in 28277’s continued appreciation (and I do), I’d lean towards holding the rental, increasing rents through strategic upgrades, and leveraging equity via a HELOC or cash-out refinance if the terms make sense.