Montgomery vs Naperville for Retirees (2026)

Better for retirees: Montgomery~19% cheaper overall
Median Home Price
$195K
Montgomery
$430K
Naperville
State Income Tax
5%
Montgomery
5%
Naperville
Est. Healthcare / month
$405
Montgomery
$500
Naperville
Walk Score (0–100)
24
Montgomery
38
Naperville

Scroll down for retirement income tax breakdown, healthcare estimates, and FAQ.

Full retirement cost breakdown

Metric
Montgomery
Alabama
Naperville
Illinois
1BR rent / month$1,050Better$1,650
Median home price$195KBetter$430K
State income tax5%Better5%
Sales tax (combined)9.2%8.5%Better
Monthly utilities$170$158Better
Groceries index (US = 100)93Better100
Est. healthcare / month$405Better$500
Walk score (0–100)24 / 10038 / 100Better
Overall COL index (100 = US avg)81Better100

Frequently asked questions

Which city is better for retirement — Montgomery or Naperville?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Montgomery scores better for retirees. Median home prices are $195K in Montgomery vs $430K in Naperville. Montgomery is approximately 19% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Montgomery or Naperville?

Naperville has the lower state income tax rate (5% vs 5%). Note that many states exempt Social Security income and some pension income from state taxes even when other income is taxed — check your specific state's retirement tax rules.

What is the estimated monthly healthcare cost in Montgomery vs Naperville?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $405 in Montgomery and $500 in Naperville. That's a difference of ~$95/month, or ~$1,140/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

Can I afford to retire in Montgomery on a $50,000 annual income?

On a $50,000/year ($4,167/month) retirement income in Montgomery, rent alone would consume approximately 25% of your budget (1BR rent ~$1,050/mo) and healthcare another ~10%. That leaves roughly 65% (~$2,708/mo) for groceries, transportation, and other expenses. This is generally considered manageable.

Which city is more walkable for retirees?

Naperville has a higher walk score (38 vs 24 out of 100). Walkability is increasingly important for retirees who want to reduce car dependence — a score above 70 means most daily errands can be done on foot. Naperville offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Montgomery has the same purchasing power as $62K/year in Naperville

Related comparisons

Healthcare estimates based on national avg retiree spending (~$500/mo) scaled by COL index · State income tax rates from Tax Foundation · Data: Zillow, BLS, Numbeo · Q1 2026