View 216 CALVERT STREET Chestertown, MD MLS# MDKE116214
  • Recently Listed
1 of 11
$89,000
3

Beds

1.0

Baths

1,080

Sq.Ft.

216 CALVERT STREET

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 23240 CLARISSA ROAD Chestertown, MD MLS# MDKE116212
  • Recently Listed
1 of 20
$199,900
3

Beds

2.0

Baths

1,404

Sq.Ft.

23240 CLARISSA ROAD

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 8835 FAIRLEE ROAD Chestertown, MD MLS# MDKE116204
  • Recently Listed
1 of 8
$125,000
3

Beds

1.0

Baths

960

Sq.Ft.

8835 FAIRLEE ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 0 MORGNEC ROAD Chestertown, MD MLS# MDKE116198
  • Recently Listed
1 of 4
$115,000
0.0

Baths

0 MORGNEC ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 8840 GEORGETOWN ROAD Chestertown, MD MLS# MDKE116186
  • Recently Listed
1 of 27
$249,900
3

Beds

2.0

Baths

960

Sq.Ft.

8840 GEORGETOWN ROAD

Chestertown, MD

Bright
Courtesy of VILLAGE REAL ESTATE COMPANY LLC
View 8857 CUMBERLAND STREET Chestertown, MD MLS# MDKE116180
  • Recently Listed
1 of 14
$170,000
3

Beds

1.0

Baths

880

Sq.Ft.

8857 CUMBERLAND STREET

Chestertown, MD

Bright
Courtesy of KELLER WILLIAMS SELECT REALTORS
View MORGNEC ROAD Chestertown, MD MLS# MDKE116168
$180,000
0.0

Baths

MORGNEC ROAD

Chestertown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 203 MILL STREET Chestertown, MD MLS# MDKE116164
  • Recently Listed
1 of 6
$100,000
0.0

Baths

203 MILL STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 207 N MILL STREET Chestertown, MD MLS# MDKE116162
  • Recently Listed
1 of 5
$100,000
0.0

Baths

207 N MILL STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 212 CALVERT STREET Chestertown, MD MLS# MDKE116154
  • Recently Listed
1 of 15
$172,000
3

Beds

1.0

Baths

1,160

Sq.Ft.

212 CALVERT STREET

Chestertown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 202 N QUEEN STREET Chestertown, MD MLS# MDKE116148
  • Recently Listed
1 of 39
$250,000
5

Beds

3.0

Baths

3,316

Sq.Ft.

202 N QUEEN STREET

Chestertown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 7459 POPLAR AVENUE Chestertown, MD MLS# MDKE116152
$115,000
3

Beds

1.0

Baths

993

Sq.Ft.

7459 POPLAR AVENUE

Chestertown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 209 GLEN STREET Chestertown, MD MLS# MDKE116142
  • Recently Listed
1 of 2
$179,000
3

Beds

1.0

Baths

1,463

Sq.Ft.

209 GLEN STREET

Chestertown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 21217 TEXAS AVENUE Chestertown, MD MLS# MDKE116086
$124,900
2

Beds

1.0

Baths

912

Sq.Ft.

21217 TEXAS AVENUE

Chestertown, MD

Bright
Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
View 222 S WATER STREET Chestertown, MD MLS# MDKE116106
$198,400
0.0

Baths

222 S WATER STREET

Chestertown, MD

Bright
Courtesy of MARYLAND HERITAGE PROPERTIES
View 7956 RADCLIFFE ROAD Chestertown, MD MLS# MDKE116102
$267,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

7956 RADCLIFFE ROAD

Chestertown, MD

Bright
Courtesy of DAVIS REAL ESTATE, INC.
View 4 ROLLING ROAD Chestertown, MD MLS# MDKE116100
$147,700
3

Beds

2.0

Baths

1,950

Sq.Ft.

4 ROLLING ROAD

Chestertown, MD

Bright
Courtesy of SELECT LAND & HOMES, LLC
View 312 PARK ROW Chestertown, MD MLS# MDKE116098
$295,000
0.0

Baths

3,608

Sq.Ft.

312 PARK ROW

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 27759 STRYCKNING ROAD Chestertown, MD MLS# MDKE116096
$219,900
3

Beds

2.0

Baths

1,592

Sq.Ft.

27759 STRYCKNING ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 200 COURT STREET Chestertown, MD MLS# MDKE116074
$340,000
0.0

Baths

1,503

Sq.Ft.

200 COURT STREET

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

141

Estimated median home price

$345,000
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

Price Count
$0 - 100K 11
$100K - 200K 30
$200K - 300K 22
$300K - 400K 23
$400K - 500K 11
$500K - 600K 8
$600K - 700K 2
$700K - 800K 4
$800K - 900K 4
$900K - 1M 4
$1M - Max 22

Homes for Sale by Type in Chestertown, MD

Property Type Count
Single Family 83
Townhouse 2
Condo 2
Commercial 17
Rental 17
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 6

(Data as of 2/17/2020)

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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