Real Estate and Properties for Sale

$898,000
Active
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226 S WATER STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,172 sqft
$350,000
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21305 HAVEN ROAD

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,499 sqft
$1,300,000
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327 CANNON STREET

CHESTERTOWN, MD 21620

  • Commercial
  • 3,740 sqft
$550,000
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103 SUTTON WAY

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,816 sqft
$12,000
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23737 SMITHVILLE ROAD

WORTON, MD 21678

  • Vacant Land
$540,000
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21186 CHESAPEAKE AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,760 sqft
$2,395
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13755 SHALLCROSS WHARF

KENNEDYVILLE, MD 21645

  • Rental
  • 2 Beds
  • 2 Baths
  • 1,600 sqft
$3,000
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COGAR ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$225,000
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HAACKE DRIVE LOT 3

CHESTERTOWN, MD 21620

  • Commercial
$250,000
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SCHEELER ROAD LOT 2

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000
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TONOPAH ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$3,000
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LENAPAH RD

CHESTERTOWN, MD 21620

  • Vacant Land
$450,000
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11944 AUGUSTINE HERMAN HIGHWAY

KENNEDYVILLE, MD 21645

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,156 sqft
$2,550,000
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5307 ELBURN LANE

ROCK HALL, MD 21661

  • Commercial
  • 3,457 sqft
$865,000
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106 QUEEN STREET S

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,472 sqft
$649,000
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14200 METASEQUOIA COURT

GALENA, MD 21635

  • Vacant Land
$319,999
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12733 STILL POND ROAD

STILL POND, MD 21667

  • Single Family
  • 6 Beds
  • 2 Baths
  • 3,270 sqft
$585,000
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5807 BLUE CLAW COURT

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,672 sqft
$75,000
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11930 KENNEDYVILLE ROAD

KENNEDYVILLE, MD 21645

  • Vacant Land
$1,395,000
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8276 BROAD NECK ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,383 sqft
$276,000
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6374 ROCK HALL ROAD

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,000 sqft
$239,900
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26663 MAPLE AVENUE

STILL POND, MD 21667

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,440 sqft
$389,000
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21733 CENTENNIAL LANE

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,162 sqft
$449,900
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201 ERICSSON AVENUE

BETTERTON, MD 21610

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,280 sqft
$200,000
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117 WATER STREET N #1B

CHESTERTOWN, MD 21620

  • Single Family
  • 1 Bed
  • 1 Bath
  • 700 sqft
$375,000
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117 WATER STREET N #2A

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 1 Bath
  • 787 sqft
$350,000
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117 WATER STREET N #2B

CHESTERTOWN, MD 21620

  • Single Family
  • 1 Bed
  • 1 Bath
  • 850 sqft
$1,600,000
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117 WATER STREET N #1A, 1B, 2A, & 2B

CHESTERTOWN, MD 21620

  • Single Family
  • 7 Beds
  • 5 Baths
  • 5,400 sqft
$685,000
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117 WATER STREET N #1A

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,000 sqft
$750,000
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201 N LYNCHBURG STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$436,500
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5827 S HAWTHORNE AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,440 sqft
$1,250,000
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5979 LAWTON AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,527 sqft
$389,000
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6416 EDESVILLE ROAD

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,200 sqft
$235,000
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25044 TRAVIS TRAIL

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,278 sqft
$95,000
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2 SASSAFRAS COVE RD

GALENA, MD 21635

  • Vacant Land
$1,975,000
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14183 ROBERTS DRIVE

GOLTS, MD 21637

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,915 sqft
$280,000
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423 CYPRESS STREET

MILLINGTON, MD 21651

  • Single Family
  • 3 Beds
  • 1 Bath
  • 952 sqft
$3,150,000
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6520 SWAN CREEK ROAD

ROCK HALL, MD 21661

  • Farm/Ranch
  • 7 Beds
  • 7 Baths
  • 12,520 sqft
$299,900
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21103 STRIPER RUN

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,628 sqft
$15,000
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22681 WOOD YARD LANE

CHESTERTOWN, MD 21620

  • Vacant Land
$384,000
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6746 QUAKER NECK ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,371 sqft
$384,000
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6746 QUAKER ROAD

CHESTERTOWN, MD 21620

  • Commercial
  • 3,371 sqft
$445,000
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32135 RIVER ROAD

MILLINGTON, MD 21651

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,176 sqft
$499,999
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218 CAMELOT DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,932 sqft
$450,000
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110 TRAFFORD DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,880 sqft
$765,900
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#37 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,964 sqft
$753,500
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#36 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,964 sqft
$786,900
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#35 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,964 sqft
$839,500
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102 LITTLE HARBOR WAY

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,964 sqft
$813,900
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104 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,192 sqft
$1,099,900
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#25 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,784 sqft
$364,900
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21131 STRIPER RUN

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,626 sqft
$649,900
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24204 DRAYTON LANDING DRIVE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,176 sqft
$90,000
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GEORGETOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$663,000
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SWAN CREEK ROAD

ROCK HALL, MD 21661

  • Vacant Land
$635,000
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108 LITTLE HARBOR WAY

CHESTERTOWN, MD 21620

  • Vacant Land
$3,665,000
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ROCK HALL, MD 21661

  • Farm/Ranch
  • 6 Beds
  • 2 Baths
  • 3,200 sqft
$799,900
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106 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,092 sqft
$849,900
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104 LITTLE HARBOR WAY

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,980 sqft
$1,245,500
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105 HIGH STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,243 sqft
$80,000
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STILL POND CREEK ROAD

WORTON, MD 21678

  • Vacant Land
$499,900
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8620 PARK DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,524 sqft
$1,125,000
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#2 LAWTON AVENUE

ROCK HALL, MD 21661

  • Vacant Land
$10,000
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CLARISSA ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$48,000
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SHARP STREET

ROCK HALL, MD 21661

  • Vacant Land
$310,000
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0 will be 11037 BOTTOM ROAD

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,300 sqft
$375,000
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21336 HAVEN ROAD

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,684 sqft
$49,000
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LAMBS MEADOW ROAD

WORTON, MD 21678

  • Vacant Land
$145,000
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32920 MARYLAND LINE ROAD

MASSEY, MD 21650

  • Commercial
  • 5,000 sqft
$499,999
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103 LANDING LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,100 sqft
$385,000
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23043 BAY SHORE SPUR

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,630 sqft
$2,200,000
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7989 QUAKER NECK ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,305 sqft
$250,000
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5898 WILLIAMS STREET

ROCK HALL, MD 21661

  • Vacant Land
$10,000
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BUCK NECK LANDING ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$164,000
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7224 ROCK HALL ROAD

ROCK HALL, MD 21661

  • Vacant Land
$469,000
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21090 W SHARP STREET #112

ROCK HALL, MD 21661

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,129 sqft
$25,000
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JOHNSONTOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$300,000
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21435 ROCK HALL AVENUE

ROCK HALL, MD 21661

  • Commercial
  • 990 sqft
$545,000
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21090 W SHARP STREET #133

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,650 sqft
$150,000
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11 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$175,000
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9 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$150,000
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10 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$125,000
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12 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$125,000
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13 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$110,000
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14 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$175,000
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7 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$175,000
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8 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$150,000
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6 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$135,000
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5 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$120,000
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3 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$125,000
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4 WILSON POINT ROAD

GALENA, MD 21635

  • Vacant Land
$9,000
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BUCK NECK ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$9,000
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KINGLET ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$17,500
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25034 LAMBS MEADOW ROAD

WORTON, MD 21678

  • Vacant Land
$150,000
Active
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CAULKS FIELD ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$150,000
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GEORGETOWN ROAD SE

CHESTERTOWN, MD 21620

  • Vacant Land
$1,800,000
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LITTLE HARBOR WAY #1

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,540 sqft
$59,000
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OLD MORGNEC ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$5,000
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TOWHEE ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$5,000
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BUNTING ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
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 04:31 PM PST. Copyright 2026 BRIGHT MLS – All Rights Reserved.