City Comparison

Chesapeake vs Winston-Salem

Cost of Living Comparison · 2026

Chesapeake

Virginia
104
Average
$385,000
Median Home
$1,550/mo
Median Rent
$94,200
Median Income

Winston-Salem

North Carolina
84
Very Affordable
$250,000
Median Home
$1,050/mo
Median Rent
$52,600
Median Income

The Verdict

23.8%

Living in Winston-Salem costs 23.8% less than Chesapeake. To match the purchasing power of a $75,000 salary in Chesapeake, you would need $60,577 in Winston-Salem.

Category-by-Category Breakdown

Index values · National average = 100 · Lower is more affordable

Housing
120
Chesapeake
63
Winston-Salem
Groceries
102
Chesapeake
97
Winston-Salem
Utilities
105
Chesapeake
99
Winston-Salem
Transportation
100
Chesapeake
94
Winston-Salem
Healthcare
97
Chesapeake
103
Winston-Salem

Salary Equivalence

A $75,000 salary in Chesapeake has the same purchasing power as $60,577 in Winston-Salem.

Conversely, $75,000 in Winston-Salem equals $92,857 in Chesapeake.

Living in Chesapeake vs Winston-Salem

Housing Costs

Chesapeake's housing index of 120 is higher Winston-Salem's 63, translating to median home prices of $385,000 vs $250,000. The $135,000 difference in home prices means roughly $8,772 per year in additional mortgage costs at current rates. Renters face a similar gap: $1,550/mo in Chesapeake compared to $1,050/mo in Winston-Salem, a monthly difference of $500.

Grocery & Food Costs

Grocery expenses index at 102 in Chesapeake and 97 in Winston-Salem. A household spending the national average of $475/month on groceries would pay approximately $485/month in Chesapeake vs $461/month in Winston-Salem. The difference in grocery costs between these cities is relatively minor and unlikely to be a deciding factor in relocation.

Utility Expenses

Utility costs — electricity, gas, water, internet — index at 105 in Chesapeake and 99 in Winston-Salem. Monthly utility bills average approximately $420 in Chesapeake vs $396 in Winston-Salem. Utility costs are relatively comparable between these two cities.

Healthcare

Healthcare costs index at 97 in Chesapeake and 103 in Winston-Salem. This encompasses insurance premiums, doctor visit copays, dental care, and prescription costs. Healthcare costs are relatively similar between these two cities, though individual plan costs can still vary.

Income & Purchasing Power

Median household income is $94,200 in Chesapeake and $52,600 in Winston-Salem. After adjusting for local costs, purchasing-power-equivalent incomes are approximately $90,577 and $62,619 respectively. Chesapeake residents enjoy stronger real purchasing power despite higher nominal wages.

Relocation Considerations

Under the standard 28% rule, a median-income household can allocate $2,198/month to housing in Chesapeake vs $1,227/month in Winston-Salem. In Chesapeake, median rent of $1,550/mo fits within this budget. In Winston-Salem, median rent of $1,050/mo remains manageable. The biggest category-level difference between these two cities is Housing, where the gap is 57 index points — focus your budget analysis there.

Frequently Asked Questions

Winston-Salem is 23.8% more affordable overall with an index of 84 vs 104.
A $75,000 salary in Chesapeake has equivalent purchasing power to approximately $60,577 in Winston-Salem, based on the cost of living difference.
Chesapeake's housing index is 120 with median homes at $385,000, while Winston-Salem's is 63 with median homes at $250,000.

Moving & Relocation Resources

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