Yipla, selling is middle class mindset. You’re an aristo now, even if only a jr grade new money baronet.
Hold forever, make it generational wealth, and do a cash-out refi if you feel the need for some cash. (I bet you don’t!)
“Cash flow after mortgage and expenses” is an arbitrary measure of value, as there’s no right type of mortgage. The same house that has a massive cash flow with a 30 year mortgage with 50% LTV has negative cash flow with a 10-year 90% LTV.
Also, I think if stepped up basis ever gets killed, it won’t be a complete kill, but just for assets or estates of more than $5 million or something like that. There’s other compromises beside a complete kill, like a basis of 50% of market value at death.
Regarding the neighbor, hold out longer and you win!