Pensacola vs Billings for Retirees (2026)

Better for retirees: Pensacola
Median Home Price
$270K
Pensacola
$320K
Billings
State Income Tax
None
Pensacola
6.8%
Billings
Est. Healthcare / month
$440
Pensacola
$445
Billings
Walk Score (0–100)
32
Pensacola
26
Billings

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

Full retirement cost breakdown

Metric
Pensacola
Florida
Billings
Montana
1BR rent / month$1,300$1,200Better
Median home price$270KBetter$320K
State income taxNoneBetter6.8%
Sales tax (combined)7.5%0%Better
Monthly utilities$188$148Better
Groceries index (US = 100)95Better97
Est. healthcare / month$440Better$445
Walk score (0–100)32 / 100Better26 / 100
Overall COL index (100 = US avg)88Better89

Frequently asked questions

Which city is better for retirement — Pensacola or Billings?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Pensacola scores better for retirees. Median home prices are $270K in Pensacola vs $320K in Billings. Pensacola is approximately 1% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Pensacola or Billings?

Florida has no state income tax, meaning Social Security, pension, and retirement account withdrawals are not subject to state tax. Montana has a 6.8% state income tax rate. For retirees, this difference can save thousands annually.

What is the estimated monthly healthcare cost in Pensacola vs Billings?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $440 in Pensacola and $445 in Billings. That's a difference of ~$5/month, or ~$60/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

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

On a $50,000/year ($4,167/month) retirement income in Pensacola, rent alone would consume approximately 31% of your budget (1BR rent ~$1,300/mo) and healthcare another ~11%. That leaves roughly 58% (~$2,417/mo) for groceries, transportation, and other expenses. This is tight — a studio apartment or lower-cost neighborhood would help.

Which city is more walkable for retirees?

Pensacola has a higher walk score (32 vs 26 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. Pensacola offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Pensacola has the same purchasing power as $51K/year in Billings

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