When you have a duplex and tenants on both sides stay for ten years, it almost guarantees that something isn't right.I would study your market and determine the value of your rental, because I bet you are losing money every month.

I’ve recently talked to a property manager and a realtor for my San Diego property and found that going with a manager would put me in the hole 1k a month MINIMUM.

Then my second house which was freshly turned had a tenant that up and left after a couple of months and caused excessive damage. 

If it does go to probate, hopefully your brothers and you can amicably go the informal route vs formal (I've worked with families in both when buying properties out of probate and informal is FAR easier).Since there's no debt on the house, maybe you could sell with financing or maybe you could even buy out your brothers with financing -- that way you maintain ownership and just pay them a monthly amount.

The mortgage payment is $1,000 on each house, so you earn $500 per house or $2,000 monthly.

Real estate investing has been a passion of mine for time with my mother also having invested early on where I likely have gotten the love and desire to follow similar foot steps.I have taken last 6 months to educate myself and currently own a single family home as primary residence and would like to expand to multi family properties (2-4 units) for additional stream of income, not to mention potential tax benefits for long-term investing.Based on current living situation, I have a fair amount of equity established in my primary residency along with having enough cash to either pay off house completely or use towards investing in a multi family property.Given that I'm the sole source of income for our household with my wife being the home maker for our two kids under 2, trying to weigh out risks with getting started now or perhaps waiting. 

But…There’s ZERO chance I would rent by the room for $600/months more.

Many distributors also offer financing and can give you an idea of what monthly loan payment you’d be looking at.

Ended up putting $15k into the property plus an ADU and had it appraised in 8 months for $275K.

All they ask for is your last two months bank statements.