21620 Homes for Sale

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115 Acorn Drive Chestertown, MD MLS# MDKE2006360 - Image 1

1 of 1

$296,000

Beds

2.1

Baths

1,864

Sq.Ft.

115 Acorn Drive

Chestertown, MD

Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 1

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 2

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 3

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 4

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 5

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 6

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 7

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 8

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 9

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 10

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 11

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 12

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 13

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 14

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 15

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 16

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 17

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 18

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 19

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 20

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 21

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 22

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 23

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 24

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 25

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 26

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 27

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 28

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 29

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 30

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 31

226 S Water Street Chestertown, MD MLS# MDKE2006354 - Image 32

Recently Listed

1 of 32

$898,000

Beds

3.1

Baths

2,172

Sq.Ft.

226 S Water Street

Chestertown, MD

Courtesy of GUNTHER-MCCLARY REAL ESTATE

136 Hilltop Drive Chestertown, MD MLS# MDQA2016782

$366,000

Studio

Beds

0.0

Baths

1,432

Sq.Ft.

136 Hilltop Drive

Chestertown, MD

Courtesy of NORTHROP REALTY

THE TIME TO SELL IS NOW!

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 1

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 2

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 3

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 4

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 5

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 6

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 7

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 8

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 9

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 10

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 11

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 12

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 13

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 14

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 15

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 16

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 17

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 18

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 19

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 20

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 21

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 22

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 23

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 24

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 25

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 26

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 27

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 28

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327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 37

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 38

327 Cannon Street Chestertown, MD MLS# MDKE2006104 - Image 39

Recently Listed

1 of 39

$1,300,000

3,518

Sq.Ft.

327 Cannon Street

Chestertown, MD

Courtesy of GUNTHER-MCCLARY REAL ESTATE

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 1

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 2

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 3

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 4

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 5

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 6

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 7

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 8

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 9

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 10

25475 Turnberry Court Chestertown, MD MLS# MDKE2006350 - Image 11

1 of 11

$867,000

Beds

3.0

Baths

4,145

Sq.Ft.

25475 Turnberry Court

Chestertown, MD

Courtesy of TAYLOR PROPERTIES

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 1

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 2

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 3

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 4

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 5

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 6

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 7

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 8

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 9

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 10

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 11

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 12

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 13

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 14

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107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 19

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 20

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 21

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 22

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 23

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107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 25

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 26

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 27

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 28

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 29

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 30

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 31

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 32

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 33

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 34

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 35

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 36

107 Longfellow Drive Chestertown, MD MLS# MDQA2016720 - Image 37

Recently Listed with Virtual Tour

1 of 37

$295,000

Beds

1.0

Baths

107 Longfellow Drive

Chestertown, MD

Courtesy of DOUG ASHLEY REALTORS, LLC

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 1

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 2

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 3

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 4

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 5

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 6

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720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 9

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720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 13

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720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 29

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 30

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 31

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 32

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 33

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720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 36

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 37

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 38

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 39

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 40

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 41

720 Deep Landing Road Chestertown, MD MLS# MDQA2016758 - Image 42

Recently Listed

1 of 42

$369,999

Beds

2.0

Baths

1,271

Sq.Ft.

720 Deep Landing Road

Chestertown, MD

Courtesy of COLDWELL BANKER WATERMAN REALTY

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 1

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 2

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 3

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 4

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103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 37

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 38

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103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 42

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103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 50

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 51

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 52

103 Sutton Way Chestertown, MD MLS# MDKE2006344 - Image 53

Recently Listed with Virtual Tour

1 of 53

$550,000

Beds

3.1

Baths

3,816

Sq.Ft.

103 Sutton Way

Chestertown, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 1

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 2

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 3

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 4

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 7

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 10

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 38

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 39

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 40

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 42

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 47

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 56

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 57

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 59

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10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 61

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 62

10087 John Carvill Road Chestertown, MD MLS# MDKE2006324 - Image 63

Virtual Tour

1 of 63

OPEN HOUSE: Saturday 4/11 11:00 AM - 2:00 PM

$695,000

Beds

2.0

Baths

1,566

Sq.Ft.

10087 John Carvill Road

Chestertown, MD

Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 1

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 2

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 3

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 4

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 5

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217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 7

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 8

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 9

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217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 11

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217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 24

217 Philosophers Terrace Chestertown, MD MLS# MDKE2006332 - Image 25

1 of 25

$325,000

Beds

1.1

Baths

1,404

Sq.Ft.

217 Philosophers Terrace

Chestertown, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

108 Pine Street Chestertown, MD MLS# MDKE2006322 - Image 1

1 of 1

$115,000

Beds

1.0

Baths

910

Sq.Ft.

108 Pine Street

Chestertown, MD

Courtesy of REAL BROKER, LLC

10584 Klamath Road Chestertown, MD MLS# MDKE2006328 - Image 1

10584 Klamath Road Chestertown, MD MLS# MDKE2006328 - Image 2

10584 Klamath Road Chestertown, MD MLS# MDKE2006328 - Image 3

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10584 Klamath Road Chestertown, MD MLS# MDKE2006328 - Image 19

10584 Klamath Road Chestertown, MD MLS# MDKE2006328 - Image 20

New Construction

1 of 20

$319,900

Beds

2.0

Baths

10584 Klamath Road

Chestertown, MD

Courtesy of REAL BROKER, LLC

201 Birch Run Road Chestertown, MD MLS# MDKE2006316 - Image 1

201 Birch Run Road Chestertown, MD MLS# MDKE2006316 - Image 2

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201 Birch Run Road Chestertown, MD MLS# MDKE2006316 - Image 23

201 Birch Run Road Chestertown, MD MLS# MDKE2006316 - Image 24

Recently Listed

1 of 24

OPEN HOUSE: Saturday 4/11 12:00 PM - 2:00 PM

$435,000

Beds

2.0

Baths

1,588

Sq.Ft.

201 Birch Run Road

Chestertown, MD

Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 1

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 2

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 3

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 4

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 5

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 6

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 7

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 8

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 9

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 10

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 11

144 Char Nor Manor Boulevard Chestertown, MD MLS# MDQA2016682 - Image 12

Virtual Tour

1 of 12

$55,000

Studio

Beds

0.0

Baths

144 Char Nor Manor Boulevard

Chestertown, MD

Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

Cogar Road Chestertown, MD MLS# MDKE2006304 - Image 1

Cogar Road Chestertown, MD MLS# MDKE2006304 - Image 2

Cogar Road Chestertown, MD MLS# MDKE2006304 - Image 3

Recently Listed

1 of 3

$3,000

Studio

Beds

0.0

Baths

Cogar Road

Chestertown, MD

Courtesy of ASHLAND AUCTION GROUP LLC

103 Flying Cloud Drive Chestertown, MD MLS# MDKE2006154 - Image 1

1 of 1

$339,900

Beds

2.1

Baths

1,724

Sq.Ft.

103 Flying Cloud Drive

Chestertown, MD

Courtesy of AMERICAN PREMIER REALTY, LLC

2032 Pondtown Road Chestertown, MD MLS# MDQA2016688

$325,000

Beds

2.0

Baths

1,120

Sq.Ft.

2032 Pondtown Road

Chestertown, MD

Courtesy of NORTHROP REALTY

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 1

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 2

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 3

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 4

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 5

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 6

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 7

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 8

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 9

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 10

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 11

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 12

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 13

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 14

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 15

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 16

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 17

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 18

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 19

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 20

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 21

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 22

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 23

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 24

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 25

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 26

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 27

139 Prospect Street Chestertown, MD MLS# MDKE2006250 - Image 28

Recently Listed

1 of 28

$225,000

Beds

1.0

Baths

1,200

Sq.Ft.

139 Prospect Street

Chestertown, MD

Courtesy of REDFIN CORP

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 1

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 2

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 3

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 4

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 5

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 6

Haacke Drive Lot 3 Chestertown, MD MLS# MDKE2006274 - Image 7

Recently Listed

1 of 7

$225,000

Studio

Beds

0.0

Baths

Haacke Drive Lot 3

Chestertown, MD

Courtesy of SELECT LAND & HOMES, LLC

Scheeler Road Lot 2 Chestertown, MD MLS# MDKE2006290 - Image 1

Scheeler Road Lot 2 Chestertown, MD MLS# MDKE2006290 - Image 2

Scheeler Road Lot 2 Chestertown, MD MLS# MDKE2006290 - Image 3

Scheeler Road Lot 2 Chestertown, MD MLS# MDKE2006290 - Image 4

Recently Listed

1 of 4

$250,000

Studio

Beds

0.0

Baths

Scheeler Road Lot 2

Chestertown, MD

Courtesy of SELECT LAND & HOMES, LLC

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