View 104 CHURCH ALLEY Chestertown, MD MLS# MDKE117418
  • Recently Listed
1 of 25
$242,000
0.0

Baths

1,076

Sq.Ft.

104 CHURCH ALLEY

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 511 HIGH Chestertown, MD MLS# MDKE117436
$150,000
0.0

Baths

1,286

Sq.Ft.

511 HIGH

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 116 N CROSS STREET Chestertown, MD MLS# MDKE117432
  • Recently Listed
1 of 3
$99,000
0.0

Baths

116 N CROSS STREET

Chestertown, MD

Bright
Courtesy of NETREALTYNOW.COM, LLC
View 10788 MALLARD POINT ROAD Chestertown, MD MLS# MDKE117364
$470,000
3

Beds

3.0

Baths

2,273

Sq.Ft.

10788 MALLARD POINT ROAD

Chestertown, MD

Bright
Courtesy of GUNTHER-MCCLARY REAL ESTATE
View 355 HIGH STREET Chestertown, MD MLS# MDKE117420
  • Recently Listed
1 of 11
$244,000
0.0

Baths

2,731

Sq.Ft.

355 HIGH STREET

Chestertown, MD

Bright
Courtesy of DAVIS REAL ESTATE, INC.
View 21341 PERSIMMON DRIVE Chestertown, MD MLS# MDKE117406
  • Recently Listed with Virtual Tour
1 of 41
$119,900
2

Beds

1.0

Baths

1,269

Sq.Ft.

21341 PERSIMMON DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 103 S COLLEGE AVENUE Chestertown, MD MLS# MDKE117358
$295,000
2

Beds

1.1

Baths

1,536

Sq.Ft.

103 S COLLEGE AVENUE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 205 DAVID DRIVE Chestertown, MD MLS# MDKE117334
$285,000
3

Beds

2.1

Baths

2,179

Sq.Ft.

205 DAVID DRIVE

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 102 LINCOLN DRIVE Chestertown, MD MLS# MDKE117228
1 of 10
OPEN HOUSE: Sunday 12/6 11:00 AM - 1:00 PM
$215,000
3

Beds

2.1

Baths

1,400

Sq.Ft.

102 LINCOLN DRIVE

Chestertown, MD

Bright
Courtesy of TAYLOR PROPERTIES
View MORGNEC ROAD Chestertown, MD MLS# MDKE117304
$1,500,000
0.0

Baths

MORGNEC ROAD

Chestertown, MD

Bright
Courtesy of GUNTHER-MCCLARY REAL ESTATE
View 534 CANNON STREET Chestertown, MD MLS# MDKE117302
$89,900
2

Beds

1.0

Baths

948

Sq.Ft.

534 CANNON STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 104 CHURCH ALLEY Chestertown, MD MLS# MDKE117260
$242,000
1.0

Baths

1,076

Sq.Ft.

104 CHURCH ALLEY

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 108 S KENT STREET Chestertown, MD MLS# MDKE117300
$199,900
1

Beds

1.1

Baths

936

Sq.Ft.

108 S KENT STREET

Chestertown, MD

Bright
Courtesy of SELECT LAND & HOMES, LLC
View 21317 PERSIMMON DRIVE Chestertown, MD MLS# MDKE117236
$119,900
2

Beds

1.0

Baths

1,269

Sq.Ft.

21317 PERSIMMON DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 301 MANOR AVENUE Chestertown, MD MLS# MDKE117262
$220,000
3

Beds

2.0

Baths

2,156

Sq.Ft.

301 MANOR AVENUE

Chestertown, MD

Bright
Courtesy of ROSENDALE REALTY
View 206 GLEN STREET Chestertown, MD MLS# MDKE117210
$235,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

206 GLEN STREET

Chestertown, MD

Bright
Courtesy of ROSENDALE REALTY
View 5750 HONEST POINT LANE Chestertown, MD MLS# MDKE117208
$2,750,000
5

Beds

4.1

Baths

6,050

Sq.Ft.

5750 HONEST POINT LANE

Chestertown, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 200 MOUNT VERNON AVENUE Chestertown, MD MLS# MDKE117196
$200,000
0.0

Baths

2,428

Sq.Ft.

200 MOUNT VERNON AVENUE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 10593 WATONGA ROAD Chestertown, MD MLS# MDKE117254
  • New Construction
1 of 6
$235,900
3

Beds

2.0

Baths

1,512

Sq.Ft.

10593 WATONGA ROAD

Chestertown, MD

Bright
Courtesy of D N K REAL ESTATE, LLC
View 8855 ORCHARD DRIVE Chestertown, MD MLS# MDKE117246
  • Virtual Tour
1 of 52
$389,900
3

Beds

2.0

Baths

2,052

Sq.Ft.

8855 ORCHARD DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC

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

94

Estimated median home price

$326,500
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

Price Count
$0 - 100K 7
$100K - 200K 18
$200K - 300K 21
$300K - 400K 10
$400K - 500K 6
$500K - 600K 7
$600K - 700K 3
$700K - 800K 4
$800K - 900K 0
$900K - 1M 2
$1M - Max 16

Homes for Sale by Type in Chestertown, MD

Property Type Count
Single Family 44
Townhouse 6
Condo 1
Commercial 16
Rental 8
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 3

(Data as of 12/1/2020)

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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