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2025 Compare Cities Housing:
Chestertown, MD vs Enterprise, AL

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Highlights
- The median age of a home in Chestertown is 5.3% older than the median age of a home in Enterprise.
 Chestertown, MDEnterprise, ALUnited States
 Median Home Age38  Unlock42
 Median Home Cost  Unlock$191,100$338,100
 Home Appr. Last 12 months14.5%  Unlock16.6%
 Home Appr. Last 5 yrs.  Unlock37.3%57.0%
 Home Appr. Last 10 yrs.56.7%  Unlock101.1%
 Property Tax Rate  Unlock$4.3$11.0
 Homes Owned42.3%  Unlock57.4%
 Housing Vacant  Unlock9.9%11.2%
 Homes Rented50.7%  Unlock31.4%
 space
 Avg Rent For Home Or Apartment
 Chestertown, MDEnterprise, ALUnited States
 Average Rent  Unlock$1,210$1,840
 Studio Apartment$960  Unlock$1,080
 1 Bedroom Home or Apartment  Unlock$670$1,180
 2 Bedroom Home or Apartment$1,200  Unlock$1,430
 3 Bedroom Home or Apartment  Unlock$1,230$1,860
 4 Bedroom Home or Apartment$2,010  Unlock$2,160
 space1
 Vacant Housing
 Chestertown, MDEnterprise, ALUnited States
 Vacant For Rent  Unlock2.9%1.9%
 Vacant Rented0.0%  Unlock0.4%
 Vacant For Sale  Unlock0.8%0.7%
 Vacant Sold0.0%  Unlock0.4%
 Vacant Vacation  Unlock0.0%3.6%
 Vacant Other5.0%  Unlock4.1%
 space2
 Owner-Occupied Housing Value
 Chestertown, MDEnterprise, ALUnited States
 Less Than $20,000  Unlock0.6%2.6%
 $20,000 to $39,9990.0%  Unlock2.4%
 $40,000 to $59,999  Unlock2.2%2.8%
 $60,000 to $79,9990.0%  Unlock3.9%
 $80,000 to $99,999  Unlock5.5%4.5%
 $100,000 to $149,9996.6%  Unlock11.3%
 $150,000 to $199,999  Unlock22.2%13.0%
 $200,000 to $299,99943.3%  Unlock20.1%
 $300,000 to $399,999  Unlock11.6%13.6%
 $400,000 to $499,9995.6%  Unlock8.3%
 $500,000 to $749,999  Unlock1.0%9.7%
 $750,000 to $999,9990.6%  Unlock3.9%
 $1,000,000 to $1,499,999  Unlock0.0%2.2%
 $1,500,000 to $1,999,9990.0%  Unlock0.8%
 $2,000,000 and over  Unlock0.0%1.1%
 space3
 Housing Units By Year Built
 Chestertown, MDEnterprise, ALUnited States
 2015 and Newer0.0%  Unlock0.2%
 2010 to 2014  Unlock20.5%13.6%
 2000 to 200914.2%  Unlock13.6%
 1990 to 1999  Unlock12.8%13.6%
 1980 to 198920.6%  Unlock13.2%
 1970 to 1979  Unlock19.5%14.8%
 1960 to 196919.7%  Unlock13.6%
 1950 to 1959  Unlock8.1%10.0%
 1940 to 19493.5%  Unlock4.7%
 1939 or Earlier  Unlock2.0%12.2%
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Reviews for Chestertown    3 Reviews
Bee · Chestertown, MD
Chestertown = Retirement Community
Over 12 years ago

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

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Clare · Warwick, MD
Beautiful small town
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

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Clare · Warwick, MD
Beautiful small town
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

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Reviews for Enterprise    5 Reviews
Brady · Enterprise, AL
Enterprise.
Over 6 years ago

It's not that bad to be honest, people who move here are military or retirement. Very peaceful, but a 4- star rating because some of the things in this county aren't  More

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Jamie · Enterprise, AL
Southern hospitality
Over 15 years ago

Enterprise is a small town with good people. Not a lot to do in town but some of the best beaches in the world are only 2 hours away. Easy going slow pace of life.  More

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glen  · Enterprise, AL
hot summers
Over 16 years ago

small town with Large Army base, FT. Rucker as influence, summers hot, winter cool to cold, only two  More

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Learn More About Chestertown, Maryland
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