Hello @StevenClevenger,
Congratulations on your new opportunity!
Great insight and advice on here from @Jon Schwartz and @Eric Hajdu.
3-4 family units will give you the best opportunity to live rent free. These properties will be in the $1M+ range in most parts of the 5 boroughs.
Breaking even is also possible in some 2-family properties, especially those with an ADU. While not every deal you look into will allow you to break even, you'll have plenty of house-hack options that will allow you to pay significantly less than you would for a rental unit.
NY can be a tricky market to navigate especially with tenant-friendly laws but there are a few keys that have helped us and our house-hack clients:
1. Do not overprice your rental listing. Trying to max out on potential rental income can lead to little/no inquiries, longer vacancy period AND applications from people who do not qualify or barely qualify. We price our vacant units slightly below market rent to insure that we receive more interest than competing units and can select from the best pool of applicants.
2. Make sure your prospective tenants' net income is 3X the monthly rental amount.
3. Have a 3 step process (i.e. rental application, tenant interview, background/credit check). This will weed out folks who have something to hide and will show their commitment level BEFORE you commit to them.
4. Work with a rental agent or investor-friendly agent who can help you navigate current rental conditions while keeping your long-term goals in mind.
Lastly... with respect to location:
The "Outer Boroughs" or boroughs outside of Manhattan will be your best targets. Brooklyn is most attractive because of its proximity to Manhattan, access to public transportation, restaurants, and other attractions. Queens is a great middle ground between city and suburbs, has a lot of transportation options and has a lower average home value than BK and Manhattan. The Bronx is the 'next borough' to gentrify and has seen a ton of new development and interest from investors who do not want to pay BK and Queens prices.
All the best to you on your search!
Abel