Moving from Illinois to St. Augustine: What Nobody Tells You About the Taxes

Illinois exempts all retirement income from state tax. Moving to Florida saves you nothing on income. The property tax savings are real — but the income tax story is the opposite of what most people expect.

Illinois Retirement Income Is Already Tax-FreeIllinois exempts 100% of retirement income from state income tax: Social Security, pension income (public and private), IRA and 401(k) distributions, and most annuity income. Illinois's flat income tax rate of 4.95% applies to wages and some other income — but for retirees living on pension and IRA distributions, the effective state income tax bill in Illinois is often $0. Moving to Florida does not change this. You will not save on income tax. If someone has told you that you will save on state taxes by moving from Illinois to Florida, get more specific information about which taxes they mean.

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What You Do Save: Property Tax

Illinois has the second-highest effective property tax rate in the nation, behind only New Jersey. The statewide average is approximately 2.1%–2.3%, with Cook County (Chicago area) and collar counties (DuPage, Lake, Will) commonly running $7,000–$15,000+ per year on homes in the $350,000–$600,000 range.

St. Johns County 2025 millage: 13.47 mills (effective rate approximately 1.35% before exemptions). On a $425,000 home with the $50,000 homestead exemption, year-one tax: approximately $5,051.

Home ValueIllinois Property Tax (est. 2.2%)St. Johns County Year-1 TaxAnnual Property Tax Savings
$375,000$8,250$4,385$3,865
$425,000$9,350$5,051$4,299
$500,000$11,000$6,062$4,938
$600,000$13,200$7,409$5,791

On a $425,000 home, you save approximately $4,299/year in property tax. The Save Our Homes cap then locks in a maximum 3%/year increase on your St. Johns County assessment while Illinois property taxes continue rising with each school district budget cycle. Over 10 years, cumulative savings on property tax alone run approximately $30,000–$40,000.

The One Income Tax Situation That Does Change

Illinois exempts retirement income but still taxes some investment income at 4.95% — specifically, short-term capital gains and interest/dividends that do not qualify for IL's retirement income exclusion. If you have a taxable investment portfolio generating $40,000/year in interest and dividends, you pay approximately $1,980/year in Illinois on that income. In Florida: $0. For retirees with substantial taxable investment portfolios, this is a real but secondary savings compared to property tax.

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What the Move Is Really About for Illinois Retirees

Illinois buyers moving to St. Augustine are primarily making a property tax and quality-of-life decision — not primarily an income tax decision. The property tax savings of $3,500–$6,000/year are real and compound. The climate change is real. The income tax math is not the story here.

One Scenario Where Taxes Go the Wrong WayIf you have investment income that qualifies for Illinois's retirement income exemption but would be subject to federal tax (capital gains, for example), moving states does not change your federal tax obligation. More importantly: if you have income that Illinois exempts as retirement income but that another state would not, moving to Florida is still better than moving to, say, California or New York — but not because Florida is exceptionally good. It is because Illinois was already very good for retirees. Florida simply matches it on income tax while beating it significantly on property tax.

Which St. Augustine Communities Fit Illinois Buyers

Illinois buyers — particularly from the Chicago suburbs — tend to be sophisticated about HOA and community finances, having dealt with Illinois condo assessments and homeowner associations that carry significant fiduciary responsibility. They also tend to be discerning about value: they are moving partly because they are tired of high carrying costs, so communities with transparent fee structures and confirmed costs appeal more than communities with marketing language and unconfirmed CDDs.

Reverie at Silverleaf — no CDD, confirmed HOA, transparent cost structure — tends to resonate. Parkland Preserve — confirm the specific CDD amount for any parcel before comparing to Reverie.

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Illinois retirement income exemption per 35 ILCS 5/203(a)(2)(N). Illinois flat income tax rate 4.95% as of 2025. Illinois effective property tax rate approximately 2.1%–2.3% statewide. St. Johns County millage 13.47 mills for 2025. Consult a CPA for your specific tax situation before moving. This page is for research purposes only.

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