Chestertown, MD Real Estate and Land for Sale

$75,000
Active
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FAIRLEE ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$80,000
Active
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8886 GEORGETOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$110,000
Active
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1906 PONDTOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land

MORTGAGE

Already have a mortgage pre-approval?

Get a FREE "second look" and try to get you even better terms.

$15,000
Active
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23741 L ROAD

CHESTERTOWN, MD 21620

  • Vacant Land

MOVING

Take advantage of this exclusive offer while it lasts:

Two Months FREE Storage No Limits.*

 

*Certain conditions apply

$55,000
Active
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MAP 36 PARCEL 80 WATERTOWER ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$6,000
Active
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23683 L ROAD

CHESTERTOWN, MD 21620

  • Vacant Land

INSPECTION

Home Inspection + Termite + Radon

Our most popular package: Home inspection, termite inspection, and a 48-hour radon test. 

$79,000
Active
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SANDY BOTTOM ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$59,999
Active
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228 MERGANSER DRIVE

CHESTERTOWN, MD 21620

  • Vacant Land
$135,000
Active
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109 2ND STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$109,999
Active
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116 CROSS STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000
Active
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COGAR ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$250,000
Active
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SCHEELER ROAD LOT 2

CHESTERTOWN, MD 21620

  • Vacant Land
$225,000
Active
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HAACKE DRIVE LOT 3

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000
Active
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TONOPAH ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000
Active
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LENAPAH RD

CHESTERTOWN, MD 21620

  • Vacant Land
$200,000
Active
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0 ROUND TOP ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$29,000
Pending
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206 BURCHARD SAWMILL ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$750,000
Active
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201 N LYNCHBURG STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$15,000
Active
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22681 WOOD YARD LANE

CHESTERTOWN, MD 21620

  • Vacant Land
$90,000
Active
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GEORGETOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$88,900
Pending
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EAST STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$635,000
Active
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108 LITTLE HARBOR WAY

CHESTERTOWN, MD 21620

  • Vacant Land
$10,000
Active
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CLARISSA ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$19,500
Active
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404 SPRING ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$10,000
Active
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BUCK NECK LANDING ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$40,000
Active Under Contract
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TONOPAH RD.

CHESTERTOWN, MD 21620

  • Vacant Land
$25,000
Active
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JOHNSONTOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$9,000
Active
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BUCK NECK ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$9,000
Active
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KINGLET ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$60,000
Pending
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GEORGETOWN RD

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000,000
Pending
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CROMWELL CLARK ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$150,000
Active
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CAULKS FIELD ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$150,000
Active
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GEORGETOWN ROAD SE

CHESTERTOWN, MD 21620

  • Vacant Land
$59,000
Active
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OLD MORGNEC ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$5,000
Active
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TOWHEE ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$5,000
Active
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BUNTING ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$5,000
Active
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BELTRAM RD

CHESTERTOWN, MD 21620

  • Vacant Land

Postal Codes Near Chestertown

The data relating to real estate for sale on this web site comes in part from the IDX program of BRIGHT MLS. Information is supplied by seller and other third parties and has not been verified. All information provided is deemed reliable but is not guaranteed. All properties are subject to prior sale or withdrawal. Data may not be reproduced or redistributed and may not be used for any purpose other than consumers’ personal, non-commercial use. MLS Data Last Updated 6/30/2026 03:31 PM PST. Copyright 2026 BRIGHT MLS – All Rights Reserved.

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98%
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4.8

311 Reviews
Mortgage
97%
Customer
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5.0

3,830 Reviews
Inspection
98%
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5.0

240 Reviews
Title
97%
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4.9

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Insurance
98%
Customer
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4.9

77 Reviews
Moving
98%
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4.6

953 Reviews
Property
Mgmt
98%
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4.8

120 Reviews