Cost Of Living in Chestertown, MD

Get 300+ Local Insights for Any Address in Chestertown, MD

Get Access to 300+ Local Data Points

C+

14%

Overall NAT. AVG.

6%

Groceries NAT. AVG.

28%

Housing NAT. AVG.

Date & Last Updated: These cost of living estimates reflect 2026 modeled data using U.S. Census housing inputs and AI-assisted city-level pricing models.

The cost of living index is based on a national average of 100. For example, if the cost of living score is 90, then the estimated cost of living is 10% lower than the national average. If the score is 110, then the estimated cost of living is 10% higher than average. The overall index is calculated using weighted estimates across major everyday expense categories, including housing (30%), groceries (16%), transportation (12%), healthcare (10%), utilities (8%), lifestyle and entertainment (8%), household expenses (8%), and education and childcare (8%). All values are AI-assisted city-level estimates designed for directional comparisons.
Index	Chestertown	Maryland	National
Cost of living	114	121	100
Groceries	106	105	100
Health care	109	109	100
Housing	128	151	100
Transportation	107	109	100
Utilities	107	108	100
Lifestyle & Entertainment	110	109	100
Household Items	106	105	100
Education & Childcare	114	112	100

Does this Area Fit Your Budget?

Know the community before you call it home
Compare multiple areas side by side
Access over 300 data points for any address

GET REPORT →

Homes For Sale In Chestertown, MD

109 2nd St

Chestertown, MD

214 Silver Heel Dr

Chestertown, MD

144 Prospect St

Chestertown, MD

9816 Fairlee Rd

Chestertown, MD

Cost Of Living Quick Facts

The cost of living in Chestertown is 6% lower than the Maryland average
The cost of living in Chestertown is 14% higher than the national average
Chestertown housing is 28% higher than the national average
Maryland general sales tax is 18% higher than the national average
Maryland state income tax is 23% lower than the national average

Most Affordable Places to Live in and Around Chestertown

See all the best places to live around Chestertown

Compare Chestertown, MD Cost of Living

Write a review to give others more information about this area.

See all Chestertown poll results

The best places in Maryland

Here are the best places to live in Maryland

These are the 10 cheapest cities in Maryland

Check out the 10 most dangerous cities in Maryland

Check out the 10 safest cities in Maryland

Salary Calculator

This is how much you would need to earn in

Price difference in compared to

Cost of living index
Groceries index
Health care index
Housing index
Transportation index
Utilities index
Lifestyle index
Household index
Educare index

Median Income & Debt-To-Income Ratio

Median Income	Per Year	Per Month	Max Budget (28% DTI)	Max Budget (36% DTI)
Owners	$110,932	$9,244	$2,588	$3,328
Renters	$40,112	$3,343	$936	$1,203

A good way to judge both the affordability of the housing and the cost of living in Chestertown is by simply calculating the maximum that should be spent on housing, otherwise known as the debt-to-income ratio (DTI). The plan is to avoid spending more than 28 percent of the gross income on costs that pertain to housing and no more than 36 percent on all expenses and debts. Chestertown has a median income of about $110,932 for people who own homes. Based on that number, a maximum of $2,588 should be spent on expenses related to housing. Renters have a slightly different median income, which is $40,112. Based on this average, renters should spend no more than $936 on all rental costs if they want to maintain a non-impoverished standard of living.

Maryland Sales Tax

State	General Sales Tax	With Max Surtax
Maryland	6%	6%

Maryland Income Tax

State	Income Tax (Low)	Income Tax (High)
Maryland	2%	5.75%

Nearby cities with low cost of living

City	Population	Cost of Living Index	National Avg.
Edesville, MD	166	106	6.5%
Georgetown, MD	23	106	6.5%
Sudlersville, MD	438	94	5.9%
Butlertown, MD	335	102	2.3%
Kennedyville, MD	439	102	2.5%
Chestertown, MD	5,197	114	14.1%

Cities with similar population

City	Population	Cost of Living Index	National Avg.
Holbrook, AZ	5,197	90	9.7%
Concordia, KS	5,197	83	17.4%
Grand Falls / Grand-Sault, NB	5,197	n/a
Utica, MI	5,196	95	4.7%
Montevideo, MN	5,198	88	11.6%
Chestertown, MD	5,197	114	14.1%

Date & Last Updated: These cost of living estimates reflect 2026 modeled data using U.S. Census housing inputs and AI-assisted city-level pricing models.

Cost of Living in Chestertown, MD

Homes For Sale In Chestertown, MD

Cost Of Living Quick Facts

Most Affordable Places to Live in and Around Chestertown

Compare Chestertown, MD Cost of Living

The best places in Maryland

Salary Calculator

Median Income & Debt-To-Income Ratio

Maryland Sales Tax

Maryland Income Tax

Nearby cities with low cost of living

Cities with similar population