Search for Homes:
Search
RELO® Home Search is your direct link to real estate experts, local information, and property listings from Leading Real Estate Companies of the World® members.
Scroll through the listing previews below to find the homes that interest you. They are sorted by price from low to high. You can refine your search if necessary or get more info about a property by clicking on its image.
Search Options
Location:
Min Price:
Max Price:
Bedrooms:
Bathrooms:
Property Types:
Single Family (115)
Land/Lot (27)
Rental (9)
Commercial (2)
Multi Family (2)
Other (16)

Welcome to Chestertown, MD

Chestertown is the seat of Kent County, one of nine counties that make up the state’s Eastern Shore region. The town’s 5,000 residents enjoy a relaxed pace of life on the banks of the Chester and Sassafras Rivers, which feed into the Chesapeake Bay. And with Baltimore, Washington D.C., and Philadelphia all within a reasonable drive, Chestertown real estate owners have access to a wealth of amenities and employment opportunities. It’s no wonder, then, that the town was named one of America’s Dozen Distinctive Destinations by the National Trust for Historic Preservation.

Despite its modest size and rural nature, Chestertown real estate offers a number of attractions. The Wildlife Fowl Festival and the Tea Party, an annual celebration of the original tea party held on the Chester River, draw Chestertown real estate owners and visitors alike. And the Schooner Sultana project, launched in 2001, engages more than 8,000 youths a year with educational programs about the town’s maritime history. The town even boasts the nation’s tenth oldest college, Washington College, founded in 1782 and named for George Washington.

Many of Chestertown’s 18th century grand Colonial and Victorian houses have been remodeled. And there are plenty more houses to choose from with spectacular waterfront views. This makes Chestertown real estate an ideal place to relocate if you want to experience the serenity of coastal living.
Learn about local communities and neighborhoods in Maryland
Welcome to Centreville, MD
Located 17 miles from the Chesapeake Bay Bridge, Centreville has become the place to live for Annapolis, Baltimore and Washington DC Commuters. Wit... Read more
Welcome to Baltimore County, MD
Not to be confused with the independent city of Baltimore, which it surrounds, the county of Baltimore is located in northern Maryland. Its count... Read more
Previous quarter's home sale average by city. Click city to view homes for sale.

Total
Sold

Median
Price

Average
Price

Chestertown, MD29$175,000$174,647
home sale data for other nearby cities
Aberdeen, MD57$170,000$177,890
Abingdon, MD106$226,200$232,819
Barclay, MD2$200,000$200,000
Belcamp, MD16$152,301$165,559
Cecilton, MD4$154,050$151,575
Centreville, MD22$239,885$221,104
Church Hill, MD5$149,900$368,280
Earleville, MD9$176,900$235,478
Edgemere, MD13$110,000$129,989
Edgewood, MD57$109,900$110,783
Galena, MD4$242,500$433,950
Glencoe, MD8$195,000$220,500
Goldsboro, MD2$105,000$105,000
Henderson, MD2$77,450$77,450
Kennedyville, MD1$1,337,500$1,337,500
Marydel, DE1$180,000$180,000
Marydel, MD1$80,000$80,000
Middle River, MD85$159,800$176,284
Millington, MD6$120,100$137,182
Queenstown, MD9$190,000$281,536
Rock Hall, MD16$138,100$163,375
Still Pond, MD1$45,000$45,000
Sudlersville, MD1$180,000$180,000
Worton, MD3$54,520$49,090
Wye Mills, MD2$456,363$456,363
Show Statistics for:

Population

Total Population5,640
Population Density2,153 Persons/Sq. Mile
Female Population3,199
Male Population2,441
Population Change since 1990↑ 44% Increase
Population Change since 2000↑ 18% Increase

Colleges

Nearest 2-Year Public CollegeChesapeake College
Distance21 miles
Nearest 4-Year Public CollegeWashington College
Distance0 miles

Households and Income

Total Number of Households2,278
Family Households1,141
Average Family Size2.60
Average Household Income$64,053
Median Household Income$40,758
Income Change since 1990↑ 127269% Increase
Income Change since 2000↑ 23% Increase

Crime Rates Compared to National Average

The National Average is designated 1.0 - A value of 2.0 represents twice as much risk while a value of 0.5 represents half as much risk.
Total Crime Risk0.90
Crime Risk (County)0.54
Personal Crime Risk (County)0.61
Murder Crime Risk (County)0.38
Rape Crime Risk (County)0.14
Robbery Crime Risk (County)0.95
Assault Crime Risk (County)0.45
Property Crime Risk (County)0.62
Burglary Crime Risk (County)0.48
Larceny Crime Risk (County)0.27
Motor Vehicle Theft Risk (County)0.55

Climate

Average July High Temperature87.8 °F
Average January Low Temperature24.8 °F
Annual Precipitation44.8 inches
Air Pollution Index87% of National Average

Miscellaneous

Sales Tax Rate6.00%
Nearest AirportBaltimore/washington International Thurgood Marshal
Distance32 miles
Nearest Major Sports TeamAberdeen Ironbirds (a)
Distance22 miles
Show Schools in:
show school on mapPin Schools to Map
Grade Levels:
pin all schools

Grades: 7 - 8

Kent County Middle School402 Campus Ave

Grades: Other

Chestertown Christian Academy401 Morgnec Rd
Henry Highland Garnett Es320 Calvert St
Kent School6788 Wilkins Lane
Radcliffe Creek School201 Talbot Blvd
Show Local Businesses in:

AIR TRAVEL

Breezecroft Airport-05md9860 Breezecroft Ln
Hybarc Farm Airport-md19Mc Ginnes Rd

ART AND MUSEUMS

Historical Society-kent Cnty101 Church Aly

BANKS

Bb&t501 Washington Ave
Chesapeake Bank & Trust Co245 High St
Chesapeake Bank & Trust Co301 Morgnec Rd # 1
Cnb305 High St
Cnb899 Washington Ave
Hank Starkey Insurance948 Washington Ave # 1
Peoples Bank100 Spring Ave
Peoples Bank600 Washington Ave
Pnc Bank211 High St
Pnc Bank501 E Campus Ave
Pnc Bank803 Washington Ave
Suntrust Bank611 Washington Ave
Wilmington Savings701 Washington Ave

EMERGENCY SERVICES

Chestertown Police Dept333 S Cross St
Chestertown Utilities118 N Cross St
Chestertown Volunteer Fire Co211 S Maple Ave

GOLF

Chester River Yacht & Country7738 Quaker Neck Rd

GOVERNMENT OFFICES

Kent County Sheriff's Office104 Vickers Dr # B

Instant Cost of Living Comparison

For us to calculate a cost of living report, please provide us with the zip code where you currently live.
Enter Your Zip Code
Compare additional locations
The following company is available to assist you in searching for property listings in or near Chestertown