View 626 HIGH STREET Chestertown, MD MLS# MDKE2001774
  • Recently Listed with Virtual Tour
1 of 42
$399,000
4

Beds

1.1

Baths

1,855

Sq.Ft.

626 HIGH STREET

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 246 DEVON DRIVE Chestertown, MD MLS# MDKE2001776
  • Recently Listed with Virtual Tour
1 of 50
$399,900
4

Beds

2.1

Baths

2,204

Sq.Ft.

246 DEVON DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 10720 AUGUSTINE HERMAN HIGHWAY Chestertown, MD MLS# MDKE2001724
$429,000
2.0

Baths

3,424

Sq.Ft.

10720 AUGUSTINE HERMAN HIGHWAY

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10791 FORESTON ROAD Chestertown, MD MLS# MDKE2001736
$260,000
3

Beds

2.0

Baths

1,404

Sq.Ft.

10791 FORESTON ROAD

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 111 CHESTER ARMS DRIVE Chestertown, MD MLS# MDKE2001742
$229,900
3

Beds

1.1

Baths

1,140

Sq.Ft.

111 CHESTER ARMS DRIVE

Chestertown, MD

Bright
Courtesy of D N K REAL ESTATE, LLC
View 527 HIGH STREET Chestertown, MD MLS# MDKE2001670
$349,000
2

Beds

2.0

Baths

1,124

Sq.Ft.

527 HIGH STREET

Chestertown, MD

Bright
Courtesy of MARYLAND HERITAGE PROPERTIES
View 114 HIGH STREET Chestertown, MD MLS# MDKE2001684
$389,000
5

Beds

3.0

Baths

2,530

Sq.Ft.

114 HIGH STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 114 HIGH STREET Chestertown, MD MLS# MDKE2001732
$389,000
0.0

Baths

2,530

Sq.Ft.

114 HIGH STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 807 S MEADOWVIEW DRIVE Chestertown, MD MLS# MDKE2001716
$405,000
4

Beds

2.1

Baths

2,464

Sq.Ft.

807 S MEADOWVIEW DRIVE

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 10577 MILLBROOK DRIVE Chestertown, MD MLS# MDKE2001682
$299,900
3

Beds

2.0

Baths

2,132

Sq.Ft.

10577 MILLBROOK DRIVE

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 8781 ROCK HALL ROAD Chestertown, MD MLS# MDKE2001718
$425,000
3.0

Baths

7,192

Sq.Ft.

8781 ROCK HALL ROAD

Chestertown, MD

Bright
Courtesy of ROCK HALL PROPERTIES REAL ESTATE
View 202 CALVERT STREET Chestertown, MD MLS# MDKE2001678
$435,000
2

Beds

1.1

Baths

1,988

Sq.Ft.

202 CALVERT STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 206 LINCOLN DRIVE Chestertown, MD MLS# MDKE2001662
$224,900
3

Beds

1.0

Baths

960

Sq.Ft.

206 LINCOLN DRIVE

Chestertown, MD

Bright
Courtesy of DOUGLAS REALTY LLC
View 126 CONLEY DRIVE Chestertown, MD MLS# MDKE2001664
$225,000
3

Beds

2.0

Baths

1,140

Sq.Ft.

126 CONLEY DRIVE

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 128 CONLEY DRIVE Chestertown, MD MLS# MDKE2001666
$225,000
3

Beds

2.0

Baths

1,178

Sq.Ft.

128 CONLEY DRIVE

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 103 S LYNCHBURG STREET Chestertown, MD MLS# MDKE2001672
$159,000
0.0

Baths

103 S LYNCHBURG STREET

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View SCHOONER ROAD Chestertown, MD MLS# MDKE2001660
$75,000
0.0

Baths

SCHOONER ROAD

Chestertown, MD

Bright
Courtesy of GUNTHER-MCCLARY REAL ESTATE
View FAIRLEE ROAD Chestertown, MD MLS# MDKE2001646
$92,500
0.0

Baths

FAIRLEE ROAD

Chestertown, MD

Bright
Courtesy of SELECT LAND & HOMES, LLC
View 10656 MILLBROOK DRIVE Chestertown, MD MLS# MDKE2001628
$320,000
4

Beds

2.0

Baths

1,872

Sq.Ft.

10656 MILLBROOK DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 108 HARLAN LOOP Chestertown, MD MLS# MDKE2001632
$425,000
5

Beds

2.1

Baths

3,692

Sq.Ft.

108 HARLAN LOOP

Chestertown, MD

Bright
Courtesy of CONTINENTAL REAL ESTATE GROUP

About Chestertown

Home of George Washington College, Chestertown is the center of amenities and the hub of life in Kent County.  Located on the banks of the Chester River, Chestertown began as a prosperous shipbuilding, trade and government center during the colonial movement and still maintains the state’s oldest records.  The popular autumn Candlelight Walking Tour offers a glimpse into many of the spectacular homes built by wealthy merchants of the 18th and 19th centuries.  Quaint red-brick sidewalks and broad, shaded streets form an idyllic backdrop for specialty shops, galleries and eateries.  On cool summer evenings, residents can relax to the strains of concerts held around the antique fountain in the town square.  Lovely homes, a stimulating college-town atmosphere and community pride make Chestertown the ideal place to call home. 

Listings in Chestertown, MD

59

Estimated median home price

$399,000
Chestertown MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chestertown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chestertown, MD.

Homes for Sale by Price in Chestertown, MD

PriceCount
$0 - 100K4
$100K - 200K7
$200K - 300K14
$300K - 400K8
$400K - 500K9
$500K - 600K4
$600K - 700K0
$700K - 800K1
$800K - 900K2
$900K - 1M5
$1M - Max5

Homes for Sale by Type in Chestertown, MD

Property TypeCount
Single Family30
Townhouse7
Condo1
Commercial9
Rental3
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 8/8/2022)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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