2025 Compare Cities Cost of Living:
Middletown, DE vs Chestertown, MD

Change Cities
Highlights
Is it cheaper to live in Chestertown or is it cheaper to live in Middletown?
- Chestertown is 13.2% less expensive than Middletown.

Which city has more affordable housing, Chestertown or Middletown?
- Chestertown housing costs are 35.5% less expensive than Middletown housing costs.

Is Health Care more affordable in Middletown or is Health Care more affordable in Chestertown.
- Health related expenses are 25.4% less in Chestertown.
 Middletown, DEChestertown, MDUnited States
 Overall  Unlock90.4100
 Food & Groceries108.3  Unlock100
 Health  Unlock83.9100
 Housing141.0  Unlock100
 Median Home Cost  Unlock$314,000$338,100
 Utilities109  Unlock100
 Transportation  Unlock80.7100
 Miscellaneous112.0  Unlock100
100 = National Average (Below 100 means cheaper than the US average. Above 100 means more expensive.)
DID YOU KNOW?

In order to keep your same standard of living your salary can vary greatly - whether you buy or rent, require child care, or want to include taxes. This is why we are now offering a Premium Salary & Cost of Living Calculator.

Our Premium Calculator Includes:
- Compare Cities cost of living across 9 different categories
- Personal salary calculations can optionally include Home ownership or rental, Child care, and Taxes (with details on state and local sales, income, property and automobile taxes)
- Includes the cost of Child Care for toddlers or infants, at a day care center or home care
- Grocery prices, detailed for 29 staple items in six categories
- Difference in cost of Utilities, including electric, gas and fuel oil
- Health Care Premiums and hospital expenses for major surgeries
- Taxes, Fees and Expenses you should know about, such as local car insurance rates, automobile taxes and registration, commuting costs.
- and 100s of other items you should consider before you relocate

Upgrade to Premium | See Example

Reviews for Middletown    4 Reviews

Over 12 years ago

Housing in Middletown is abundant and affordable. There are townhomes and single family homes. There are very small lots to large farmettes available right now. A major  More

   |    Reply

Over 14 years ago

.... I could leave Delaware  More

   |    Reply

Over 17 years ago

Outdoor recreation is very limited here. There are very few parks with walking trails in Middletown. The state parks are beautiful, but it seems that very few people  More

   |    Reply

Start Your Review of Middletown

Reviews for Chestertown    3 Reviews

I have lived in Queen Anne's county most of my life, which is on the other side of the river from Chestertown. When I was younger, I remember ice cream shoppes, music  More

   |    Reply

Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

   |    Reply

Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

   |    Reply

Start Your Review of Chestertown


Premium Subscription
Includes Cost of Living compares for child care, utilities, transportation, health, taxes, housing for home owners vs renters, weather, insurance premiums and so much more.


The premier source for comprehensive city data for over 30 years.

© Best Places. All rights reserved.