The Florida Retirees Who Stayed Say the Ones Who Left Got One Thing Wrong

Florida retirees who sold and moved to the Carolinas or Tennessee ran one comparison almost every leaver skipped, and the numbers they missed tend to surface only after the closing paperwork is signed.

Published September 23, 2026, 4:33pm ET · 4 min read

Life After Work desk. Editor: David Beren.

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An older Black man and woman are sitting on a balcony, laughing and holding hands. The man, wearing a gray long-sleeved shirt and blue jeans, sits on the left. The woman, with short white hair and wearing a light blue long-sleeved top and khaki pants, sits on the right. They are on black metal patio chairs with striped cushions. Behind them is a dark gray siding wall and a sliding glass door. To the right, a black metal railing overlooks a calm body of water with buildings in the distance under a bright sky.
A happy couple enjoys their balcony in Florida, embodying the contentment many retirees find in staying in the Sunshine State. © kali9 / E+ via Getty Images

Every few months, someone in a Florida community sends the same email to the group chat: a longtime neighbor sold, moved to the Carolinas or Tennessee, and reports that life is cheaper up there. Insurance stories travel just as fast, and they’ve produced a stream of coverage about retirees leaving Florida, leaving many readers wondering whether they missed the exit. This piece is the counterweight. The stayers have a real case, and it turns on one calculation the leavers almost never ran on paper.

Comparison Nobody Actually Ran

The most common mistake was pricing Florida against Florida five years ago, then pricing the new state against a brochure. Run on the same basis, the arithmetic often flips. Florida has no state individual income tax, no tax on Social Security, no tax on pension distributions, no tax on 401(k) or IRA withdrawals, and no state estate or inheritance tax. The Tax Foundation ranks Florida 4th overall on its 2025 State Tax Competitiveness Index, tied for the top rank on individual income tax. On tax collections adjusted for income, Florida sits near the bottom of the burden table at $5,110 per capita, versus a U.S. average personal income of $73,207.

Now take a retiree drawing $90,000 a year from a mix of Social Security, a pension, and IRA withdrawals, and move that household to a common alternative. North Carolina taxes most retirement income at a flat state rate. South Carolina taxes IRA distributions above its retirement deduction, while Georgia taxes withdrawals above its retirement exclusion once earners age out of the more generous tier.

A retiree who saved four figures on a homeowners premium can hand most of it back on one line of a state return (we mapped nine of these quiet retirement tax rules in a free guide here: The Retiree’s Tax Trap Map). The BEA cost-of-living data helps sketch the trade: Florida’s regional price index is 103.414 versus 91.87 in Tennessee, 94.326 in North Carolina, and 96.293 in Georgia. Real, but smaller than the insurance headlines suggested, and often eaten by the income tax the mover didn’t have before.

Save Our Homes Benefit Resets at the Border

Florida’s homestead rules quietly do heavy lifting for people who stayed put. The Save Our Homes cap limits annual increases in assessed value on a homestead to 3% or the change in CPI, whichever is lower. Over a decade of rising prices, that gap between assessed value and market value becomes a large, embedded tax subsidy. Portability lets a homesteader carry up to $500,000 of that accumulated differential to a new Florida homestead if the move happens within the statutory window. It does not travel across state lines.

A retiree who sold a long-held Florida homestead and bought in Asheville or Greenville reset to full market assessment on day one, in a state with its own property tax and its own insurance market. The stayer kept the subsidy. The leaver bought it back at retail.

Insurance Renewal as an Opening Bid

The property insurance market in Florida is genuinely difficult, and no serious article pretends otherwise. What the stayers did differently was treat the renewal notice as an opening bid. Florida statute requires insurers to offer premium discounts for verified wind-mitigation features, and a licensed inspection documenting roof shape, roof-to-wall connections, opening protection, and roof deck attachment can materially move a premium.

Shopping the Citizens quote against the surplus lines market, confirming the homestead exemption and any senior additional exemption are actually applied on the TRIM notice, and, for condominium owners, reading the milestone inspection and structural integrity reserve study before assuming the worst, all changed outcomes for households that stayed. None of that is available after the sale.

Who Was Right to Leave

Some people were right to go, and pretending otherwise is not credible. A repeatedly flooded property that no admitted carrier will write. A mid-rise condominium facing a special assessment larger than the owner’s equity after the post-Surfside reserve rules kicked in. A health situation that needs a specific specialist network hours away. A household whose grandchildren, and the daily proximity to them, live in Ohio. Those are real reasons, and the math on staying does not overcome them.

Verdict for Stayers vs. Leavers

The stayer’s case survives only if the actual destination was priced on the same basis as Florida. Before selling, run the comparison: state income tax on your real withdrawal pattern, a full property tax bill at the new home’s market assessment with no accumulated cap, a fresh insurance quote in the new market, and the transaction cost of the move itself. With the 2027 Social Security COLA tracking near 3.3% and consumer sentiment at 55.2, fixed-income households cannot afford to trade a known subsidy for an unpriced one. That is the single calculation most leavers never ran.

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David Beren

David Beren has been a Flywheel Publishing contributor since 2022. Writing for 24/7 Wall St. since 2023, David loves to write about topics of all shapes and sizes. As a technology expert, David focuses heavily on consumer electronics brands, automobiles, and general technology. He has previously written for LifeWire, formerly About.com. As a part-time freelance writer, David’s “day job” has been working on and leading social media for multiple Fortune 100 brands. David loves the flexibility of this field and its ability to reach customers exactly where they like to spend their time. Additionally, David previously published his own blog, TmoNews.com, which reached 3 million readers in its first year. In addition to freelance and social media work, David loves to spend time with his family and children and relive the glory days of video game consoles by playing any retro game console he can get his hands on.

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