Most owners who own one house do not have their own website and make a great living..mainly only managers or those with multiple units set up a site.

My main concern would be living in such close quarters if the people renting the rooms turned out to be dead beats.

Is that the main reason or are there other benefits?

That seems my biggest hurdle in NY.

My lease agreement states: "Abandonment" occurs when all of the following occur:(a) all occupants have vacated the Premises, in Landlord's reasonable judgment; (b) Tenant is in breach of this lease by not timely paying rent; and(c) Landlord has delivered written notice to Tenant, by affixing it to the inside of the main entry door or if Landlord is prevented from entering the Premises, by affixing it to the outside of the main entry door, stating that Landlord considers the Premises abandoned, and Tenant fails to respond to the affixed notice by the time required in the notice, which will not be less than 2 days from the date the notice is affixed to the main entry door.I know its early to worry, but if I does not hear from tenant in the next 3 days can I treat the property as abandoned and serve the notice?

The main reason I'm seeking a CPA is because I'll need one once I purchase a property and wanted to run a few scenarios by them in advance.

It seems there's more options in San Diego for lower priced real estate (mainly speaking about condos). 

The lease states that tenant shall vacate premises on termination of the agreement unless;1) landlord and tenant have extended this agreement in writing or signed a new agreement; 2) mandated by local rent control law; or 3) landlord accepts rent from tenant, in which case a month to month tenancy shall be created which either party may terminate as specified in paragraph 2a2a states either party may terminate in writing with 30 says notice (paraphrased)Last May the tenant and I signed an agreement, rent increased 12.5% and the main verbiage is:Specifically, the Parties agree to extend the Lease as per Provision 2A/B “Month to month & Lease” The extension to run month to month beginning October 1, 2018 at a monthly rent of $XXXX and requires a 60 day notice on the part of either tenant or landlord in order to terminate the agreement.

I agree with Michael that your main goal should be to determine if the property can generate a good positive cashflow after running the numbers and taking into account any cap X costs that may be coming up such as a new roof or hot water tank.

Without a lot of savings, the downpayment is probably going to be your biggest hurdle.