View 22402 CROSS ROAD Chestertown, MD MLS# MDKE115850
  • Recently Listed
1 of 26
$159,500
3

Beds

2.0

Baths

960

Sq.Ft.

22402 CROSS ROAD

Chestertown, MD

Bright
Courtesy of CLARK & CO REALTY, LLC
View 9068 POINT LANE Chestertown, MD MLS# MDKE115846
  • Recently Listed
1 of 24
$349,000
2

Beds

1.0

Baths

800

Sq.Ft.

9068 POINT LANE

Chestertown, MD

Bright
Courtesy of GUNTHER-MCCLARY REAL ESTATE
View 7915 RADCLIFFE ROAD Chestertown, MD MLS# MDKE115788
  • Recently Listed
1 of 37
$550,000
5

Beds

3.1

Baths

3,371

Sq.Ft.

7915 RADCLIFFE ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 129 TRAFFORD DRIVE Chestertown, MD MLS# MDKE115848
  • Recently Listed
1 of 46
$319,900
3

Beds

2.1

Baths

3,001

Sq.Ft.

129 TRAFFORD DRIVE

Chestertown, MD

Bright
Courtesy of KELLER WILLIAMS LEGACY
View 329 HIGH STREET Chestertown, MD MLS# MDKE115748
  • Recently Listed
1 of 12
$300,000
0.0

Baths

4,500

Sq.Ft.

329 HIGH STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 23237 CEDAR POINT ROAD Chestertown, MD MLS# MDKE115840
  • Recently Listed
1 of 28
$550,000
3

Beds

2.0

Baths

2,290

Sq.Ft.

23237 CEDAR POINT ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS, LLC
View 7761 AIRY HILL ROAD Chestertown, MD MLS# MDKE115792
  • Recently Listed
1 of 19
$369,000
3

Beds

2.1

Baths

2,530

Sq.Ft.

7761 AIRY HILL ROAD

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 8500 BROAD NECK ROAD Chestertown, MD MLS# MDKE115826
  • Recently Listed
1 of 48
$329,900
4

Beds

2.1

Baths

2,240

Sq.Ft.

8500 BROAD NECK ROAD

Chestertown, MD

Bright
Courtesy of TAYLOR PROPERTIES
View 108 CHURCH ALLEY Chestertown, MD MLS# MDKE115820
  • Recently Listed
1 of 41
$515,000
5

Beds

1.0

Baths

3,246

Sq.Ft.

108 CHURCH ALLEY

Chestertown, MD

Bright
Courtesy of MARYLAND HERITAGE PROPERTIES
View 206 S CROSS STREET Chestertown, MD MLS# MDKE115812
  • Recently Listed
1 of 9
$285,000
1

Beds

0.0

Baths

11,085

Sq.Ft.

206 S CROSS STREET

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 103 CANNON STREET Chestertown, MD MLS# MDKE115728
  • Recently Listed
1 of 25
$475,000
4

Beds

2.1

Baths

2,642

Sq.Ft.

103 CANNON STREET

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 10425 BUNTING ROAD Chestertown, MD MLS# MDKE115798
  • Recently Listed
1 of 20
$193,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

10425 BUNTING ROAD

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 309 WASHINGTON AVENUE Chestertown, MD MLS# MDKE115800
  • Recently Listed
1 of 30
$285,000
3

Beds

2.1

Baths

2,441

Sq.Ft.

309 WASHINGTON AVENUE

Chestertown, MD

Bright
Courtesy of SELECT LAND & HOMES, LLC
View 500 WASHINGTON AVENUE Chestertown, MD MLS# MDKE115806
  • Recently Listed
1 of 29
$375,000
1

Beds

0.0

Baths

960

Sq.Ft.

500 WASHINGTON AVENUE

Chestertown, MD

Bright
Courtesy of SELECT LAND & HOMES, LLC
View 22460 FAIRGALE FARM LANE Chestertown, MD MLS# MDKE115704
$795,000
3

Beds

3.1

Baths

3,485

Sq.Ft.

22460 FAIRGALE FARM LANE

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 220 MOUNT VERNON AVENUE Chestertown, MD MLS# MDKE115678
  • Recently Listed
1 of 21
$345,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

220 MOUNT VERNON AVENUE

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 111 TRAFFORD DRIVE Chestertown, MD MLS# MDKE115782
$297,000
3

Beds

2.1

Baths

3,144

Sq.Ft.

111 TRAFFORD DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 23237 CEDAR POINT ROAD Chestertown, MD MLS# MDKE115686
$550,000
3

Beds

2.0

Baths

2,290

Sq.Ft.

23237 CEDAR POINT ROAD

Chestertown, MD

Bright
Courtesy of CROSS STREET REALTORS, LLC
View 315 ROOSEVELT DRIVE Chestertown, MD MLS# MDKE115778
$169,900
3

Beds

1.0

Baths

1,212

Sq.Ft.

315 ROOSEVELT DRIVE

Chestertown, MD

Bright
Courtesy of DOUG ASHLEY REALTORS, LLC
View 213 N QUEEN STREET Chestertown, MD MLS# MDKE115740
$430,000
3

Beds

2.1

Baths

1,945

Sq.Ft.

213 N QUEEN STREET

Chestertown, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

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

158

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 9
$100K - 200K 35
$200K - 300K 25
$300K - 400K 25
$400K - 500K 14
$500K - 600K 12
$600K - 700K 2
$700K - 800K 3
$800K - 900K 5
$900K - 1M 4
$1M - Max 24

Homes for Sale by Type in Chestertown, MD

Property Type Count
Single Family 100
Townhouse 2
Condo 2
Commercial 18
Rental 13
Lots and Land 30
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 5

(Data as of 10/19/2019)

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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