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Sun City Center

Connecticut to Florida

Moving From Connecticut to Sun City Center, Florida (Retiree Guide)

By Dewey Kopenga and Travis Penny. updated June 2026

TL;DR

Connecticut taxes much retirement income, carries an estate and gift tax, and has some of the highest property taxes in the Northeast. A Sun City Center move zeroes income tax, removes estate exposure, and cuts carrying costs sharply, on top of a real winter-weather upgrade.

CT income tax (retiree)

up to ~6.99%

Florida income tax

0%

CT estate & gift tax

Yes (FL: none)

Drive from Hartford

~1,250 mi (2 to 3 days)

The tax math for Connecticut retirees

Connecticut phases in exemptions for Social Security and some pension income, but higher-income retirees still pay up to roughly 6.99%. Florida charges nothing on income and, unlike Connecticut, has no estate or gift tax. Connecticut property taxes are also among the steepest in the region.

The winter break

Sun City Center trades Connecticut's ice and snow for winter highs in the 60s and 70s, with year-round golf, pools, and clubs in a 55+ community.

How most Connecticut buyers do it

  • ◆Season 1: Winter rental to test the community.
  • ◆Season 2: Buy a single-level 55+ home and snowbird.
  • ◆Lock Florida residency: 183+ days, license, voter registration, homestead.
  • ◆List the Connecticut home once residency is set.

Healthcare transfer

Medicare transfers automatically. Switch Medicare Advantage during open enrollment. HCA Florida South Bay Hospital is in Sun City Center, with Tampa General and Moffitt nearby.

Frequently Asked

Questions about connecticut to florida.

It varies, but most retirees combine income-tax savings, lower property taxes, and removal of estate-tax exposure, often a five-figure annual swing on a comparable home.

Start your move

Planning your move from Connecticut?

Tell us a bit about your timeline and we'll put together a Connecticut-to-Sun City Center plan. Dewey and Travis both get a copy.

Ready when you are

Get the answer for your situation.

One 30-minute call covers property strategy and financing. Dewey and Travis on the line together.

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