Jacksonville vs Winston-Salem for Retirees (2026)

Median Home Price
$320K
Jacksonville
$260K
Winston-Salem
State Income Tax
None
Jacksonville
4.5%
Winston-Salem
Est. Healthcare / month
$465
Jacksonville
$435
Winston-Salem
Walk Score (0–100)
26
Jacksonville
26
Winston-Salem

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

Full retirement cost breakdown

Metric
Jacksonville
Florida
Winston-Salem
North Carolina
1BR rent / month$1,650$1,300Better
Median home price$320K$260KBetter
State income taxNoneBetter4.5%
Sales tax (combined)7.5%7%Better
Monthly utilities$190$150Better
Groceries index (US = 100)9695Better
Est. healthcare / month$465$435Better
Walk score (0–100)26 / 100Better26 / 100
Overall COL index (100 = US avg)9387Better

Frequently asked questions

Which city is better for retirement — Jacksonville or Winston-Salem?

Jacksonville and Winston-Salem are closely matched for retirees. Housing costs, tax burden, and overall affordability are similar. Your specific priorities — climate, walkability, family proximity — should guide the decision.

Is retirement income taxed in Jacksonville or Winston-Salem?

Florida has no state income tax, meaning Social Security, pension, and retirement account withdrawals are not subject to state tax. North Carolina has a 4.5% state income tax rate. For retirees, this difference can save thousands annually.

What is the estimated monthly healthcare cost in Jacksonville vs Winston-Salem?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $465 in Jacksonville and $435 in Winston-Salem. That's a difference of ~$30/month, or ~$360/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

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

On a $50,000/year ($4,167/month) retirement income in Jacksonville, rent alone would consume approximately 40% of your budget (1BR rent ~$1,650/mo) and healthcare another ~11%. That leaves roughly 49% (~$2,042/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?

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

Retirement purchasing power

$50K/year in Jacksonville has the same purchasing power as $47K/year in Winston-Salem

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