You can move to Portugal on a D7 visa with no more than €10k/year in passive, pension, or remote income for a single person. For a family of four, it’s closer to €20k/year. More income = improved housing quality and location, of course. Private health insurance (a visa requirement) for a year for a family of four was quoted to me at ~$1200. For the entire year. For comparison, I spend ~$18k/year for premiums and deductibles with an employer provided health plan. After five years, you can apply for citizenship and have free movement to all of Europe.

Social Security income recipients, in many cases, meet that bar. Portugal also has a treaty with the US where earned income in Portugal can count towards your US social security earning record.

"our portfolio of high-yielding stocks and mutual funds paid roughly $130,000 a year in dividends"

I mean can you imagine? That would barely keep the wine cellar stocked let alone anything left over to afford original works of art.