Cost, Illinois property tax trap, honest comparison
Illinois secret: Illinois taxes are brutal. Property tax is among highest in nation (2–2.5%). BUT Illinois exempts all retirement income (Social Security, pensions, IRAs).
Result: If your income is 100% retirement-sourced (Social Security + pension), Illinois taxes are minimal. But if you have investment income, property taxes kill you.
| Category | Illinois (Chicago area) | San Diego |
|---|---|---|
| Home price | $700K–$900K | $1.0M |
| Property tax (2.2%) | $15,400/yr (brutal) | $12,500/yr |
| State income tax | 4.95% (but exempts retirement income) | 1–9.3% (no exemptions) |
| On pure SS + pension | $0 income tax | $0 (SS exempt) + pension taxed |
Key insight: If pure retirement income, Illinois property tax (2.2%) is MORE expensive than San Diego (1.20% property + 1–3% income tax on pension/investments).
Illinois property tax is deceptively high: On a $800K home, you pay ~$17,600/year. On same home in San Diego, ~$10,000/year (property + estimated income tax).
Over 20 years: $150K+ difference in property tax alone.
Illinois "retirement exemption" only helps if you have zero investment income. Most retirees have some IRA/investment income, which means Illinois income tax kicks in.
Illinois: Brutal winters (below freezing 5 months), humid summers, spring/fall changeable.
San Diego: Perfect year-round (70°F), no winter.
For 65+ body, brutal winters are medical risk (fall risk on ice, seasonal depression, HVAC stress).
Illinois retirees have surprisingly strong incentive to move to San Diego: Property tax savings alone ($5K–$8K/year) = $100K–$160K over 20 years. PLUS perfect weather PLUS winter elimination.
Move if you can afford the home price ($1M+ range). Illinois property tax trap makes San Diego's costs rational.
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