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Real Estate and Properties for Sale

$375,000
Active
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5686 S MAIN ST

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,326 sqft
$2,000
Active
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351 CALVERT STREET

CHESTERTOWN, MD 21620

  • Rental
  • 3 Beds
  • 1 Bath
  • 1,122 sqft
$425,000
Active
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26622 MEDDERS ROAD

STILL POND, MD 21667

  • Commercial
  • 7,566 sqft
$350,000
Coming Soon
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5548 S MAIN STREET

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,868 sqft
$150,000
Active
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314 RACE STREET

MILLINGTON, MD 21651

  • Single Family
  • 3 Beds
  • 1 Bath
  • 784 sqft
$325,000
Coming Soon
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896 WASHINGTON AVENUE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,000 sqft
$735,000
Coming Soon
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210 N QUEEN STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,730 sqft
$475,000
Active
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105 N WATER STREET #2

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,011 sqft
$2,500
Active
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8890 FAIRLEE ROAD

CHESTERTOWN, MD 21620

  • Rental
  • 3 Beds
  • 2 Baths
  • 1,232 sqft
$1,799,000
Active
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11500 POSSUM HOLLOW ROAD

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,138 sqft
$340,000
Active
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21232 ROCK HALL AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,200 sqft
$370,000
Active
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21384 E SHARP STREET

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,574 sqft
$398,000
Active
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200 SCHOOL STREET

MILLINGTON, MD 21651

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,896 sqft
$147,000
Active
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Lot 30 HAGY RD

ROCK HALL, MD 21661

  • Vacant Land
$935,000
Active
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24050 MACS LANE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,102 sqft
$325,000
Active
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10 ERICSSON AVENUE #32

BETTERTON, MD 21610

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,620 sqft
$525,000
Coming Soon
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11929 COLLY COVE LANE

WORTON, MD 21678

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,988 sqft
$449,000
Coming Soon
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21120 GREEN LANE

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,232 sqft
$395,000
Coming Soon
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21718 CENTENNIAL LANE

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,840 sqft
$415,000
Coming Soon
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21712 CENTENNIAL LANE

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,975 sqft
$245,000
Active
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11989 AUGUSTINE HERMAN HIGHWAY

KENNEDYVILLE, MD 21645

  • Single Family
  • 2 Baths
  • 2,718 sqft
$1,495,000
Active
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13235 KNOTTS LANE

GOLTS, MD 21635

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,893 sqft
$475,000
Active
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25428 WORTON LYNCH ROAD

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,872 sqft
$279,900
Active
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22481 GOOSE HOLLOW DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,296 sqft
$298,000
Active
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4818 PINEY NECK ROAD

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,892 sqft
$1,400
Active
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103 S LYNCHBURG STREET

CHESTERTOWN, MD 21620

  • Rental
  • 2 Beds
  • 2 Baths
  • 1,040 sqft
$247,000
Active
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104 CONLEY DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,280 sqft
$515,000
Active
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101 S MILL STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,476 sqft
$75,000
Active
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FAIRLEE ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$284,900
Active
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104 ACORN DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,900 sqft
$100,000
Active
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234 N COLLEGE AVENUE

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 1 Bath
  • 1,296 sqft
$468,000
Active
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25750 COLLINS AVENUE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 3,262 sqft
$1,100,000
Active
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25416 COMMERCE LANE

CHESTERTOWN, MD 21620

  • Commercial
  • 5,600 sqft
$765,000
Active
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24274 WATERVIEW DRIVE

WORTON, MD 21678

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,006 sqft
$375,000
Active
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105 DOGWOOD DRIVE

GALENA, MD 21635

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,764 sqft
$575,000
Active
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25133 WYMONT PARK ROAD

WORTON, MD 21678

  • Single Family
  • 1 Bed
  • 2 Baths
  • 1,724 sqft
$99,900
Active
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110 PROSPECT STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,210 sqft
$1,195,000
Active
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10672 WORTON ROAD

WORTON, MD 21678

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,872 sqft
$1,195,000
Active
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10700 WORTON ROAD

WORTON, MD 21678

  • Commercial
  • 6,000 sqft
$25,000
Active
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THIRD AVENUE

BETTERTON, MD 21610

  • Vacant Land
$2,950
Active
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222 MOUNT VERNON AVENUE

CHESTERTOWN, MD 21620

  • Rental
  • 4 Beds
  • 2 Baths
  • 1,656 sqft
$80,000
Active
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8886 GEORGETOWN ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$200,000
Active
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21172 WYOMING AVENUE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 1 Bath
  • 2,920 sqft
$429,900
Active
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10781 FERMOY ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,160 sqft
$2,200
Active
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226 PHELPS AVENUE

GALENA, MD 21635

  • Rental
  • 4 Beds
  • 3 Baths
  • 2,135 sqft
$380,000
Active
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213 BYFORD DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,277 sqft
$1,650,000
Active
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8796 MARYLAND PARKWAY

CHESTERTOWN, MD 21620

  • Commercial
  • 5,000 sqft
$279,000
Active
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11106 PLUM DRIVE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,008 sqft
$15,000
Active
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23741 L ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$399,900
Active
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522 HIGH STREET

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,518 sqft
$395,000
Active
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31673 W EDGE ROAD

MILLINGTON, MD 21651

  • Single Family
  • 2 Beds
  • 1 Bath
  • 832 sqft
$649,900
Active
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21173 and 21163 CHESAPEAKE AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,944 sqft
$2,400
Active
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1010 TWIN COURT

CHESTERTOWN, MD 21620

  • Rental
  • 4 Beds
  • 2 Baths
  • 1,476 sqft
$399,000
Active
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21424 CATHOLIC AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,247 sqft
$2,475,000
Active
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26566 LAMBS MEADOW ROAD

WORTON, MD 21678

  • Commercial
  • 25,950 sqft
$55,000
Active
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MAP 36 PARCEL 80 WATERTOWER ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$394,900
Active
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21123 STRIPER RUN

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,040 sqft
$320,000
Active
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11054 AUSTIN LANE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,376 sqft
$374,900
Active
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21124 STRIPER RUN

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,712 sqft
$2,500,000
Active
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31436 SASSAFRAS RIVER AVENUE

GALENA, MD 21635

  • Single Family
  • 4 Beds
  • 4 Baths
  • 5,236 sqft
$329,900
Active
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102 FLYING CLOUD DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,896 sqft
$650,000
Active
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20694 MERCER AVENUE

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,271 sqft
$1,450,000
Active
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22470 FAIRGALE FARM LANE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,257 sqft
$330,000
Active
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11976 FLOUR MILL STREET

KENNEDYVILLE, MD 21645

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,484 sqft
$6,000
Active
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23683 L ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$1,450
Active
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128 N QUEEN STREET #3

CHESTERTOWN, MD 21620

  • Rental
  • 1 Bed
  • 1 Bath
  • 900 sqft
$86,000
Active
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RIVER BEND LANE

MILLINGTON, MD 21651

  • Vacant Land
$549,000
Active
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12712 and 12714 STILL POND ROAD

STILL POND, MD 21667

  • Single Family
  • 6 Beds
  • 6 Baths
  • 4,305 sqft
$549,000
Active
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12712 and 12714 STILL POND ROAD

STILL POND, MD 21667

  • Multi-Family
  • 4,305 sqft
$79,000
Active
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SANDY BOTTOM ROAD

CHESTERTOWN, MD 21620

  • Vacant Land
$309,900
Active
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304 HADAWAY DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,325 sqft
$850,000
Active
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21190 GREEN LANE

ROCK HALL, MD 21661

  • Vacant Land
$427,000
Active
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22300 FRAZIER ROAD

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,556 sqft
$2,600
Active
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104 CEDAR STREET

CHESTERTOWN, MD 21620

  • Rental
  • 3 Beds
  • 3 Baths
  • 2,612 sqft
$399,800
Active
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122 MAIN STREET

GALENA, MD 21635

  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,684 sqft
$55,000
Active
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21451 E SHARP STREET

ROCK HALL, MD 21661

  • Vacant Land
$359,900
Active
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5862 N MAIN STREET

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,381 sqft
$385,000
Active
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107 FLYING CLOUD DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 5 Beds
  • 4 Baths
  • 2,534 sqft
$665,000
Active
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4819 EASTERN NECK ROAD

ROCK HALL, MD 21661

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,745 sqft
$340,000
Active
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214 SILVER HEEL ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,972 sqft
$128,000
Active
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CROSBY ROAD

ROCK HALL, MD 21661

  • Vacant Land
$149,999
Active
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26765 DUTCHTOWN ROAD

STILL POND, MD 21667

  • Vacant Land
$109,999
Active
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116 CROSS STREET

CHESTERTOWN, MD 21620

  • Vacant Land
$89,000
Active
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WALNUT STREET

ROCK HALL, MD 21661

  • Vacant Land
$259,900
Active
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103 METCALF RD

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,280 sqft
$399,900
Active
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103 TRAFFORD DRIVE

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,944 sqft
$850,000
Active
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4020 EASTERN NECK ROAD

ROCK HALL, MD 21661

  • Single Family
  • 4 Beds
  • 2 Baths
  • 3,300 sqft
$55,000
Active
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5120 EASTERN NECK ROAD

ROCK HALL, MD 21661

  • Vacant Land
$2,050
Active
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104 MAPLE AVENUE #6

CHESTERTOWN, MD 21620

  • Rental
  • 2 Beds
  • 2 Baths
  • 900 sqft
$280,000
Active
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11060 PLUM DRIVE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,008 sqft
$1,469,900
Active
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104 MAPLE AVENUE

CHESTERTOWN, MD 21620

  • Commercial
  • 7,296 sqft
$320,000
Active
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8706 ELM ROAD

CHESTERTOWN, MD 21620

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,232 sqft
$379,900
Active
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104 MAIN STREET

BETTERTON, MD 21610

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,927 sqft
$515,000
Active
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14136 KENTMORE PARK ROAD

KENNEDYVILLE, MD 21645

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,132 sqft
$760,000
Active
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34203 CYPRESS ROAD

MILLINGTON, MD 21651

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,058 sqft
$288,500
Active
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11167 OAK LANE

WORTON, MD 21678

  • Single Family
  • 3 Beds
  • 1 Bath
  • 960 sqft
$315,000
Active
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11942 FLOUR MILL STREET

KENNEDYVILLE, MD 21645

  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,806 sqft
$382,500
Active
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11901 DAIRY STREET

KENNEDYVILLE, MD 21645

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,458 sqft
$325,000
Active
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21279 W SHARP STREET

ROCK HALL, MD 21661

  • Commercial
  • 3,430 sqft
$244,500
Active
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21217 TEXAS AVENUE

CHESTERTOWN, MD 21620

  • Single Family
  • 2 Beds
  • 1 Bath
  • 912 sqft
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 6/29/2026 07:17 PM PST. Copyright 2026 BRIGHT MLS – All Rights Reserved.