Jackson vs Bend for Retirees (2026)

Better for retirees: Jackson~29% cheaper overall
Median Home Price
$180K
Jackson
$580K
Bend
State Income Tax
4.7%
Jackson
9.9%
Bend
Est. Healthcare / month
$395
Jackson
$560
Bend
Walk Score (0–100)
22
Jackson
38
Bend

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

Full retirement cost breakdown

Metric
Jackson
Mississippi
Bend
Oregon
1BR rent / month$1,000Better$1,900
Median home price$180KBetter$580K
State income tax4.7%Better9.9%
Sales tax (combined)7.1%0%Better
Monthly utilities$178$125Better
Groceries index (US = 100)91Better105
Est. healthcare / month$395Better$560
Walk score (0–100)22 / 10038 / 100Better
Overall COL index (100 = US avg)79Better112

Frequently asked questions

Which city is better for retirement — Jackson or Bend?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Jackson scores better for retirees. Median home prices are $180K in Jackson vs $580K in Bend. Jackson is approximately 29% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Jackson or Bend?

Jackson has the lower state income tax rate (4.7% vs 9.9%). 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 Jackson vs Bend?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $395 in Jackson and $560 in Bend. That's a difference of ~$165/month, or ~$1,980/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

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

On a $50,000/year ($4,167/month) retirement income in Jackson, rent alone would consume approximately 24% of your budget (1BR rent ~$1,000/mo) and healthcare another ~9%. That leaves roughly 67% (~$2,792/mo) for groceries, transportation, and other expenses. This is generally considered manageable.

Which city is more walkable for retirees?

Bend has a higher walk score (38 vs 22 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. Bend offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Jackson has the same purchasing power as $71K/year in Bend

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