Virginia Beach vs Winston-Salem for Retirees (2026)

Better for retirees: Winston-Salem~6% cheaper overall
Median Home Price
$310K
Virginia Beach
$260K
Winston-Salem
State Income Tax
5.8%
Virginia Beach
4.5%
Winston-Salem
Est. Healthcare / month
$465
Virginia Beach
$435
Winston-Salem
Walk Score (0–100)
21
Virginia Beach
26
Winston-Salem

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

Full retirement cost breakdown

Metric
Virginia Beach
Virginia
Winston-Salem
North Carolina
1BR rent / month$1,550$1,300Better
Median home price$310K$260KBetter
State income tax5.8%4.5%Better
Sales tax (combined)6%Better7%
Monthly utilities$170$150Better
Groceries index (US = 100)9795Better
Est. healthcare / month$465$435Better
Walk score (0–100)21 / 10026 / 100Better
Overall COL index (100 = US avg)9387Better

Frequently asked questions

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

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Winston-Salem scores better for retirees. Median home prices are $310K in Virginia Beach vs $260K in Winston-Salem. Winston-Salem is approximately 6% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Virginia Beach or Winston-Salem?

Winston-Salem has the lower state income tax rate (4.5% vs 5.8%). 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 Virginia Beach 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 Virginia Beach 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 Virginia Beach on a $50,000 annual income?

On a $50,000/year ($4,167/month) retirement income in Virginia Beach, rent alone would consume approximately 37% of your budget (1BR rent ~$1,550/mo) and healthcare another ~11%. That leaves roughly 52% (~$2,167/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?

Winston-Salem has a higher walk score (26 vs 21 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. Winston-Salem offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Virginia Beach 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