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Kent, MD
County
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Newest Listings
5135 CROSBY ROAD ROCK HALL MD 21661
1 / 47
$5,900,000
FarmFor Sale
Active
6
BEDS
5
TOTAL BATHS
4,214
SQFT
5135 CROSBY ROAD
ROCK HALL, MD21661
PINEY NECK Subdivision
Listing courtesy of TTR Sotheby's International Realty
5135 CROSBY ROAD ROCK HALL MD 21661
1 / 43
$5,900,000
Single Family ResidenceFor Sale
Active
6
BEDS
5
TOTAL BATHS
4,214
SQFT
5135 CROSBY ROAD
ROCK HALL, MD21661
PINEY NECK Subdivision
Listing courtesy of TTR Sotheby's International Realty
29048 BELCHESTER ROAD KENNEDYVILLE MD 21645
1 / 1
$4,200,000
Single Family ResidenceFor Sale
Pending
1
BED
2
TOTAL BATHS
3,968
SQFT
29048 BELCHESTER ROAD
KENNEDYVILLE, MD21645
KENTMORE PARK Subdivision
Listing courtesy of Cross Street Realtors LLC
 ROCK HALL MD 21661
New Listing - 4 weeks on site
1 / 6
$3,665,000
FarmFor Sale
Active
6
BEDS
2
TOTAL BATHS
3,200
SQFT

ROCK HALL, MD21661
KENT COUNTY Subdivision
Listing courtesy of Cross Street Realtors LLC
CROMWELL CLARK ROAD CHESTERTOWN MD 21620
1 / 19
$3,000,000
LandFor Sale
Pending
87.34
ACRES
KENT
COUNTY
CROMWELL CLARK ROAD
CHESTERTOWN, MD21620
CHESTERTOWN Subdivision
Listing courtesy of The Land Group
82 KENT MILL DRIVE MILLINGTON MD 21651
1 / 5
$2,750,000
LandFor Sale
Active
103.32
ACRES
KENT
COUNTY
82 KENT MILL DRIVE
MILLINGTON, MD21651
 
Listing courtesy of Village Real Estate Company LLC
7989 QUAKER NECK ROAD CHESTERTOWN MD 21620
Price Change - 4 weeks ago
1 / 90
$2,500,000
Single Family ResidenceFor Sale
Active
5
BEDS
5
TOTAL BATHS
4,305
SQFT
7989 QUAKER NECK ROAD
CHESTERTOWN, MD21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
10121 FAIRLEE ROAD CHESTERTOWN MD 21620
1 / 67
$2,350,000
FarmFor Sale
Active
6
BEDS
5
TOTAL BATHS
4,954
SQFT
10121 FAIRLEE ROAD
CHESTERTOWN, MD21620
MELITOTA Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
10121 FAIRLEE ROAD CHESTERTOWN MD 21620
1 / 67
$2,350,000
Single Family ResidenceFor Sale
Active
6
BEDS
5
TOTAL BATHS
4,954
SQFT
10121 FAIRLEE ROAD
CHESTERTOWN, MD21620
MELITOTA Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
LITTLE HARBOR WAY 1 CHESTERTOWN MD 21620
1 / 29
$1,800,000
CondominiumFor Sale
Active
4
BEDS
4
TOTAL BATHS
3,540
SQFT
LITTLE HARBOR WAY 1
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
173 SASSAFRAS STREET MILLINGTON MD 21651
1 / 27
$1,500,000
IndustrialFor Sale
Active
19,565
SQFT
173 SASSAFRAS STREET
MILLINGTON, MD21651
 
Listing courtesy of Rock Hall Properties Real Estate
LITTLE HARBOR WAY 1 CHESTERTOWN MD 21620
New Listing - 4 weeks on site
1 / 25
$1,459,000
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
2,231
SQFT
LITTLE HARBOR WAY 1
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
20806 BAYSIDE AVENUE ROCK HALL MD 21661
1 / 29
$1,400,000
Commercial SaleFor Sale
Active Under Contract
4,096
SQFT
20806 BAYSIDE AVENUE
ROCK HALL, MD21661
TOWN OF ROCK HALL Subdivision
Listing courtesy of Rock Hall Properties Real Estate
105 HIGH STREET CHESTERTOWN MD 21620
New Listing - 4 weeks on site
1 / 51
$1,395,500
Single Family ResidenceFor Sale
Active
5
BEDS
5
TOTAL BATHS
3,243
SQFT
105 HIGH STREET
CHESTERTOWN, MD21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
120 SPEER ROAD CHESTERTOWN MD 21620
1 / 9
$1,250,000
OfficeFor Sale
Active Under Contract
9,604
SQFT
120 SPEER ROAD
CHESTERTOWN, MD21620
 
Listing courtesy of Mackenzie Commercial R E SVCS, LLC
ROCK HALL ROAD ROCK HALL MD 21661
1 / 3
$1,250,000
LandFor Sale
Active
49.83
ACRES
KENT
COUNTY
ROCK HALL ROAD
ROCK HALL, MD21661
 
Listing courtesy of Rock Hall Properties Real Estate
329 HIGH STREET CHESTERTOWN MD 21620
1 / 19
$1,250,000
Mixed UseFor Sale
Active
4,500
SQFT
329 HIGH STREET
CHESTERTOWN, MD21620
 
Listing courtesy of Cross Street Realtors LLC
Lot 1 CARROLL CLARK ROAD GALENA MD 21635
1 / 4
$1,250,000
LandFor Sale
Active
86
ACRES
KENT
COUNTY
Lot 1 CARROLL CLARK ROAD
GALENA, MD21635
 
Listing courtesy of Rock Hall Properties Real Estate
23393 CACAWAY FARM LANE CHESTERTOWN MD 21620
1 / 45
$1,195,000
Stock CooperativeFor Sale
Pending
3
BEDS
4
TOTAL BATHS
4,446
SQFT
23393 CACAWAY FARM LANE
CHESTERTOWN, MD21620
KENT COUNTY Subdivision
Listing courtesy of Gunther-McClary Real Estate
33487 GALENA SASSAFRAS ROAD GALENA MD 21635
1 / 60
$1,167,000
Single Family ResidenceFor Sale
Pending
3
BEDS
3
TOTAL BATHS
3,076
SQFT
33487 GALENA SASSAFRAS ROAD
GALENA, MD21635
 
Listing courtesy of Compass Pennsylvania, LLC
206 CANNON STREET CHESTERTOWN MD 21620
1 / 9
$1,150,000
Commercial SaleFor Sale
Pending
1,588
SQFT
206 CANNON STREET
CHESTERTOWN, MD21620
HISTORIC DISTRICT CHESTERTOWN Subdivision
Listing courtesy of Benson & Mangold, LLC
206 CANNON STREET CHESTERTOWN MD 21620
1 / 9
$1,150,000
LandFor Sale
Pending
1.56
ACRES
KENT
COUNTY
206 CANNON STREET
CHESTERTOWN, MD21620
HISTORIC DISTRICT CHESTERTOWN Subdivision
Listing courtesy of Benson & Mangold, LLC
25209 WYMONT PARK ROAD WORTON MD 21678
1 / 51
$1,150,000
Single Family ResidenceFor Sale
Active
3
BEDS
4
TOTAL BATHS
2,874
SQFT
25209 WYMONT PARK ROAD
WORTON, MD21678
WYMONT PARK Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
12400 WOODS ROAD WORTON MD 21678
New Listing - 4 weeks on site
1 / 29
$1,150,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,944
SQFT
12400 WOODS ROAD
WORTON, MD21678
KENT COUNTY Subdivision
Listing courtesy of Cross Street Realtors LLC
#2 LAWTON AVENUE ROCK HALL MD 21661
1 / 17
$1,125,000
LandFor Sale
Active
0.51
ACRES
KENT
COUNTY
#2 LAWTON AVENUE
ROCK HALL, MD21661
GRATITUDE Subdivision
Listing courtesy of Gunther-McClary Real Estate
5980 LAWTON AVENUE ROCK HALL MD 21661
1 / 15
$1,100,000
Single Family ResidenceFor Sale
Coming Soon
3
BEDS
3
TOTAL BATHS
2,338
SQFT
5980 LAWTON AVENUE
ROCK HALL, MD21661
GRATITUDE Subdivision
Listing courtesy of Gunther-McClary Real Estate
#25 LANDING LANE CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 22
$1,099,900
CondominiumFor Sale
Active
4
BEDS
4
TOTAL BATHS
2,784
SQFT
#25 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
13699 STILL POND ROAD STILL POND MD 21667
1 / 55
$1,000,000
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
4,504
SQFT
13699 STILL POND ROAD
STILL POND, MD21667
STILL POND Subdivision
Listing courtesy of TTR Sotheby's International Realty
10434 BIG STONE ROAD MILLINGTON MD 21651
1 / 56
$1,000,000
FarmFor Sale
Active Under Contract
1,720
SQFT
10434 BIG STONE ROAD
MILLINGTON, MD21651
 
Listing courtesy of Streett Hopkins Real Estate, LLC
0 CARROLL CLARK ROAD MILLINGTON MD 21651
1 / 4
$1,000,000
LandFor Sale
Active
21.37
ACRES
KENT
COUNTY
0 CARROLL CLARK ROAD
MILLINGTON, MD21651
 
Listing courtesy of Village Real Estate Company LLC
SWAN CREEK ROAD ROCK HALL MD 21661
New Listing - 3 weeks on site
1 / 4
$995,000
LandFor Sale
Active
18.62
ACRES
KENT
COUNTY
SWAN CREEK ROAD
ROCK HALL, MD21661
 
Listing courtesy of Rock Hall Properties Real Estate
6119 NEW STREET 2 ROCK HALL MD 21661
1 / 44
$950,000
CondominiumFor Sale
Active
3
BEDS
4
TOTAL BATHS
3,000
SQFT
6119 NEW STREET 2
ROCK HALL, MD21661
TOWN OF ROCK HALL Subdivision
Listing courtesy of Rock Hall Properties Real Estate
4938 HUNTINGFIELD ROAD ROCK HALL MD 21661
Price Change - 2 weeks ago
1 / 36
$949,000
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
2,174
SQFT
4938 HUNTINGFIELD ROAD
ROCK HALL, MD21661
HUNTINGFIELD ESTATES Subdivision
Listing courtesy of TTR Sotheby's International Realty
515 WASHINGTON AVENUE CHESTERTOWN MD 21620
1 / 4
$899,000
Commercial SaleFor Sale
Active
0.0
SQFT
515 WASHINGTON AVENUE
CHESTERTOWN, MD21620
 
Listing courtesy of EShore
228 S WATER ST CHESTERTOWN MD 21620
1 / 32
$878,000
TownhouseFor Sale
Active
3
BEDS
4
TOTAL BATHS
2,310
SQFT
228 S WATER ST
CHESTERTOWN, MD21620
HISTORIC CHESTERTOWN Subdivision
Listing courtesy of Gunther-McClary Real Estate
201 N LYNCHBURG STREET CHESTERTOWN MD 21620
1 / 13
$850,000
Commercial SaleFor Sale
Active
3,527
SQFT
201 N LYNCHBURG STREET
CHESTERTOWN, MD21620
 
Listing courtesy of RE/MAX Associates-Hockessin
104 LITTLE HARBOR WAY CHESTERTOWN MD 21620
New Listing - 4 weeks on site
1 / 23
$849,900
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,980
SQFT
104 LITTLE HARBOR WAY
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
102 LITTLE HARBOR WAY CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 23
$839,500
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
102 LITTLE HARBOR WAY
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
14540 STIRRUP LANE GALENA MD 21635
1 / 117
$819,000
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
3,388
SQFT
14540 STIRRUP LANE
GALENA, MD21635
FOXHOLE ESTATES Subdivision
Listing courtesy of Keller Williams Elite
104 LANDING LANE CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 24
$813,900
CondominiumFor Sale
Active
3
BEDS
4
TOTAL BATHS
2,192
SQFT
104 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
21 6TH AVENUE BETTERTON MD 21610
Price Change - 3 weeks ago
1 / 65
$799,999
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,880
SQFT
21 6TH AVENUE
BETTERTON, MD21610
BETTERTON Subdivision
Listing courtesy of Select Land & Homes, LLC
106 LANDING LANE CHESTERTOWN MD 21620
New Listing - 4 weeks on site
1 / 24
$799,900
CondominiumFor Sale
Active
3
BEDS
4
TOTAL BATHS
2,092
SQFT
106 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
24204 DRAYTON LANDING DRIVE WORTON MD 21678
New Listing - 2 weeks on site
1 / 34
$799,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
2,176
SQFT
24204 DRAYTON LANDING DRIVE
WORTON, MD21678
KINNAIRDS POINT Subdivision
Listing courtesy of Benson & Mangold, LLC
#35 LANDING LANE CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 26
$786,900
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#35 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
7844 CHESTER COURT CHESTERTOWN MD 21620
1 / 51
$770,000
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
3,248
SQFT
7844 CHESTER COURT
CHESTERTOWN, MD21620
HEATHER HEIGHTS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
#37 LANDING LANE CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 24
$765,900
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#37 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
#36 LANDING LANE CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 26
$753,500
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#36 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
25999 LAMBS MEADOW ROAD WORTON MD 21678
1 / 43
$750,000
Single Family ResidenceFor Sale
Active
3
BEDS
3
TOTAL BATHS
3,046
SQFT
25999 LAMBS MEADOW ROAD
WORTON, MD21678
 
Listing courtesy of TTR Sotheby's International Realty
10230 JOHN CARVILL ROAD CHESTERTOWN MD 21620
1 / 41
$750,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,350
SQFT
10230 JOHN CARVILL ROAD
CHESTERTOWN, MD21620
GREAT OAK Subdivision
Listing courtesy of Shoreline Realty
29030 BELCHESTER ROAD KENNEDYVILLE MD 21645
1 / 30
$750,000
Single Family ResidenceFor Sale
Pending
5
BEDS
3
TOTAL BATHS
3,088
SQFT
29030 BELCHESTER ROAD
KENNEDYVILLE, MD21645
KENTMORE PARK Subdivision
Listing courtesy of Cross Street Realtors LLC
118 LITTLE HARBOR WAY 202 CHESTERTOWN MD 21620
1 / 19
$695,000
CondominiumFor Sale
Coming Soon
3
BEDS
2
TOTAL BATHS
1,600
SQFT
118 LITTLE HARBOR WAY 202
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Benson & Mangold, LLC
200 WASHINGTON AVENUE CHESTERTOWN MD 21620
1 / 35
$695,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2,917
SQFT
200 WASHINGTON AVENUE
CHESTERTOWN, MD21620
CHESTERTOWN Subdivision
Listing courtesy of Cross Street Realtors LLC
21173 and 21163 CHESAPEAKE AVENUE ROCK HALL MD 21661
1 / 50
$649,900
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
2,944
SQFT
21173 and 21163 CHESAPEAKE AVENUE
ROCK HALL, MD21661
ROCK HALL Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
11040 KYLIE LANE CHESTERTOWN MD 21620
1 / 71
$649,000
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
3,684
SQFT
11040 KYLIE LANE
CHESTERTOWN, MD21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
108 LITTLE HARBOR WAY CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 5
$635,000
LandFor Sale
Active
0.09
ACRES
KENT
COUNTY
108 LITTLE HARBOR WAY
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
ANGLEWOOD ROAD KENNEDYVILLE MD 21645
Price Change - 3 weeks ago
1 / 2
$625,000
LandFor Sale
Active
0.11
ACRES
KENT
COUNTY
ANGLEWOOD ROAD
KENNEDYVILLE, MD21645
 
Listing courtesy of Gunther-McClary Real Estate
26933 MALLARD ROAD CHESTERTOWN MD 21620
1 / 15
$625,000
Single Family ResidenceFor Sale
Pending
3
BEDS
3
TOTAL BATHS
1,600
SQFT
26933 MALLARD ROAD
CHESTERTOWN, MD21620
CHESMAR Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
13983 TURNERS POINT ROAD KENNEDYVILLE MD 21645
Price Change - 3 weeks ago
1 / 62
$625,000
Single Family ResidenceFor Sale
Active
2
BEDS
3
TOTAL BATHS
4,054
SQFT
13983 TURNERS POINT ROAD
KENNEDYVILLE, MD21645
KENTMORE PARK Subdivision
Listing courtesy of Gunther-McClary Real Estate
206 S WATER STREET CHESTERTOWN MD 21620
1 / 43
$619,000
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
2,008
SQFT
206 S WATER STREET
CHESTERTOWN, MD21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of TTR Sotheby's International Realty
206 VALLEY CHESTERTOWN MD 21620
1 / 37
$615,000
Single Family ResidenceFor Sale
Pending
4
BEDS
2
TOTAL BATHS
2,869
SQFT
206 VALLEY
CHESTERTOWN, MD21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
311 DEVON DRIVE CHESTERTOWN MD 21620
New Listing - 2 weeks on site
1 / 40
$598,000
Single Family ResidenceFor Sale
Active
5
BEDS
4
TOTAL BATHS
3,504
SQFT
311 DEVON DRIVE
CHESTERTOWN, MD21620
COVENTRY FARMS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
251 DEVON DRIVE CHESTERTOWN MD 21620
1 / 54
$595,000
Single Family ResidenceFor Sale
Active
3
BEDS
3
TOTAL BATHS
3,935
SQFT
251 DEVON DRIVE
CHESTERTOWN, MD21620
COVENTRY FARMS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
32155 RIVER ROAD MILLINGTON MD 21651
1 / 56
$585,000
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
2,234
SQFT
32155 RIVER ROAD
MILLINGTON, MD21651
MILLINGTON Subdivision
Listing courtesy of Save 6, Incorporated
5791 S HAWTHORNE AVENUE ROCK HALL MD 21661
1 / 32
$575,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,536
SQFT
5791 S HAWTHORNE AVENUE
ROCK HALL, MD21661
TOWN OF ROCK HALL Subdivision
Listing courtesy of Rock Hall Properties Real Estate
21090 W SHARP STREET 133 ROCK HALL MD 21661
1 / 40
$545,000
CondominiumFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,650
SQFT
21090 W SHARP STREET 133
ROCK HALL, MD21661
 
Listing courtesy of Gunther-McClary Real Estate
103 LANDING LANE CHESTERTOWN MD 21620
Price Change - a week ago
1 / 69
$539,999
TownhouseFor Sale
Active
2
BEDS
3
TOTAL BATHS
2,100
SQFT
103 LANDING LANE
CHESTERTOWN, MD21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
31569 JIM DAVIS GALENA MD 21635
1 / 42
$519,999
Single Family ResidenceFor Sale
Active
5
BEDS
3
TOTAL BATHS
2,660
SQFT
31569 JIM DAVIS
GALENA, MD21635
 
Listing courtesy of Remax Vision
116 HARLAN LOOP CHESTERTOWN MD 21620
1 / 21
$519,000
Single Family ResidenceFor Sale
Active
5
BEDS
4
TOTAL BATHS
4,067
SQFT
116 HARLAN LOOP
CHESTERTOWN, MD21620
COVENTRY FARMS Subdivision
Listing courtesy of Samson Properties
100 ADELA WAY CHESTERTOWN MD 21620
1 / 71
$515,000
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
3,799
SQFT
100 ADELA WAY
CHESTERTOWN, MD21620
COVENTRY FARMS Subdivision
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty
101 BIRCH RUN ROAD CHESTERTOWN MD 21620
1 / 38
$499,999
Single Family ResidenceFor Sale
Pending
3
BEDS
2
TOTAL BATHS
1,961
SQFT
101 BIRCH RUN ROAD
CHESTERTOWN, MD21620
MILE TREE VILLAGE Subdivision
Listing courtesy of Remax Vision
8620 PARK DRIVE CHESTERTOWN MD 21620
1 / 53
$499,900
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
2,524
SQFT
8620 PARK DRIVE
CHESTERTOWN, MD21620
TOLCHESTER Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
11944 AUGUSTINE HERMAN HIGHWAY KENNEDYVILLE MD 21645
1 / 25
$480,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,156
SQFT
11944 AUGUSTINE HERMAN HIGHWAY
KENNEDYVILLE, MD21645
KENNEDYVILLE Subdivision
Listing courtesy of Gunther-McClary Real Estate
110 TRAFFORD DRIVE CHESTERTOWN MD 21620
Open House Sat, Jan 3, 2 PM
1 / 1
$475,000
Single Family ResidenceFor Sale
Coming Soon
4
BEDS
3
TOTAL BATHS
2,880
SQFT
110 TRAFFORD DRIVE
CHESTERTOWN, MD21620
COVENTRY FARMS Subdivision
Listing courtesy of RE/MAX Advantage Realty
222 MOUNT VERNON AVENUE CHESTERTOWN MD 21620
Open House Sun, Dec 7, 10 AM
1 / 29
$470,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,656
SQFT
222 MOUNT VERNON AVENUE
CHESTERTOWN, MD21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
21090 W SHARP STREET 112 ROCK HALL MD 21661
1 / 28
$469,000
CondominiumFor Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,129
SQFT
21090 W SHARP STREET 112
ROCK HALL, MD21661
ROCK HALL LANDING Subdivision
Listing courtesy of Rock Hall Properties Real Estate
5829 N MAIN STREET ROCK HALL MD 21661
1 / 35
$465,000
Single Family ResidenceFor Sale
Active
3
BEDS
4
TOTAL BATHS
1,881
SQFT
5829 N MAIN STREET
ROCK HALL, MD21661
TOWN OF ROCK HALL Subdivision
Listing courtesy of Gunther-McClary Real Estate
109 S COLLEGE AVENUE CHESTERTOWN MD 21620
1 / 26
$449,900
Single Family ResidenceFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,216
SQFT
109 S COLLEGE AVENUE
CHESTERTOWN, MD21620
 
Listing courtesy of Cross Street Realtors LLC
21111 CHESAPEAKE AVENUE ROCK HALL MD 21661
1 / 3
$449,000
Commercial SaleFor Sale
Active
0.0
SQFT
21111 CHESAPEAKE AVENUE
ROCK HALL, MD21661
 
Listing courtesy of Rock Hall Properties Real Estate
21424 CATHOLIC AVENUE ROCK HALL MD 21661
1 / 21
$439,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,247
SQFT
21424 CATHOLIC AVENUE
ROCK HALL, MD21661
ROCK HALL Subdivision
Listing courtesy of Gunther-McClary Real Estate
32287 QUINN ROAD MASSEY MD 21650
1 / 30
$429,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,794
SQFT
32287 QUINN ROAD
MASSEY, MD21650
MASSEY Subdivision
Listing courtesy of Village Real Estate Company LLC
24543 CHESTERTOWN ROAD CHESTERTOWN MD 21620
Short Sale
1 / 55
$425,000
Single Family ResidenceFor Sale
Pending
3
BEDS
2
TOTAL BATHS
3,280
SQFT
24543 CHESTERTOWN ROAD
CHESTERTOWN, MD21620
 
Listing courtesy of RE/MAX Executive
25051 SMITHVILLE ROAD WORTON MD 21678
1 / 3
$425,000
FarmFor Sale
Pending
1
BED
1
TOTAL BATH
1,328
SQFT
25051 SMITHVILLE ROAD
WORTON, MD21678
 
Listing courtesy of Cross Street Realtors LLC
411 GREENWOOD AVENUE CHESTERTOWN MD 21620
1 / 32
$419,000
Single Family ResidenceFor Sale
Pending
3
BEDS
3
TOTAL BATHS
1,676
SQFT
411 GREENWOOD AVENUE
CHESTERTOWN, MD21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
5697 WALNUT STREET ROCK HALL MD 21661
Price Change - yesterday
1 / 39
$410,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,774
SQFT
5697 WALNUT STREET
ROCK HALL, MD21661
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
12035 GALENA ROAD MASSEY MD 21650
Price Change - 3 weeks ago
1 / 54
$399,900
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,344
SQFT
12035 GALENA ROAD
MASSEY, MD21650
 
Listing courtesy of Taylor Properties
304 HADAWAY DRIVE CHESTERTOWN MD 21620
Price Change - a week ago
1 / 44
$399,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,325
SQFT
304 HADAWAY DRIVE
CHESTERTOWN, MD21620
CHESTERTOWN Subdivision
Listing courtesy of Cummings & Co. Realtors
349 HIGH STREET CHESTERTOWN MD 21620
1 / 33
$395,000
TownhouseFor Sale
Active Under Contract
7
BEDS
4
TOTAL BATHS
3,664
SQFT
349 HIGH STREET
CHESTERTOWN, MD21620
HISTORIC DISTRICT CHESTERTOWN Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
349 & 351 HIGH STREET CHESTERTOWN MD 21620
1 / 47
$395,000
DuplexFor Sale
Active Under Contract
6
BEDS
3,664
SQFT
349 & 351 HIGH STREET
CHESTERTOWN, MD21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
21733 CENTENNIAL LANE ROCK HALL MD 21661
1 / 41
$394,999
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,000
SQFT
21733 CENTENNIAL LANE
ROCK HALL, MD21661
 
Listing courtesy of Keller Williams Flagship
517 HIGH STREET CHESTERTOWN MD 21620
1 / 51
$389,900
TriplexFor Sale
Active Under Contract
3
BEDS
1,728
SQFT
517 HIGH STREET
CHESTERTOWN, MD21620
 
Listing courtesy of L. C. Parker Real Estate
21745 CENTENNIAL LANE ROCK HALL MD 21661
1 / 1
$379,500
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,413
SQFT
21745 CENTENNIAL LANE
ROCK HALL, MD21661
 
Listing courtesy of Long & Foster Real Estate, Inc.
5686 S MAIN STREET ROCK HALL MD 21661
1 / 26
$375,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,326
SQFT
5686 S MAIN STREET
ROCK HALL, MD21661
ROCK HALL Subdivision
Listing courtesy of Gunther-McClary Real Estate
10740 WORTON ROAD WORTON MD 21678
1 / 52
$375,000
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,988
SQFT
10740 WORTON ROAD
WORTON, MD21678
WORTON Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
108 FLYING CLOUD DRIVE CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 21
$375,000
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
1,936
SQFT
108 FLYING CLOUD DRIVE
CHESTERTOWN, MD21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of Cross Street Realtors LLC
7653 BROAD NECK ROAD CHESTERTOWN MD 21620
1 / 39
$375,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
1,790
SQFT
7653 BROAD NECK ROAD
CHESTERTOWN, MD21620
BROAD NECK Subdivision
Listing courtesy of Benson & Mangold, LLC
860 & 870 HIGH STREET CHESTERTOWN MD 21620
1 / 92
$375,000
Mixed UseFor Sale
Active
16,977
SQFT
860 & 870 HIGH STREET
CHESTERTOWN, MD21620
 
Listing courtesy of Taylor Properties
21336 HAVEN ROAD ROCK HALL MD 21661
1 / 25
$375,000
Single Family ResidenceFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,684
SQFT
21336 HAVEN ROAD
ROCK HALL, MD21661
ROCK HALL Subdivision
Listing courtesy of Rock Hall Properties Real Estate
204 ROLLING ROAD CHESTERTOWN MD 21620
Open House Sat, Dec 13, 11 AM
1 / 31
$370,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
2,296
SQFT
204 ROLLING ROAD
CHESTERTOWN, MD21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
21111 TEXAS AVENUE CHESTERTOWN MD 21620
1 / 1
$370,000
Single Family ResidenceFor Sale
Coming Soon
3
BEDS
2
TOTAL BATHS
1,680
SQFT
21111 TEXAS AVENUE
CHESTERTOWN, MD21620
TOLCHESTER ESTATES Subdivision
Listing courtesy of Keller Williams Select Realtors of Easton
112 SILVER HEEL DRIVE CHESTERTOWN MD 21620
Price Change - 4 weeks ago
1 / 43
$369,900
Single Family ResidenceFor Sale
Active Under Contract
5
BEDS
4
TOTAL BATHS
2,615
SQFT
112 SILVER HEEL DRIVE
CHESTERTOWN, MD21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of EXP Realty, LLC
1 - 100of233 listings (233 total matches)


The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.


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    Accessibility Statement

    Accessibility Statement

    • execuhome.com
    • December 7, 2025

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    Notes, comments, and feedback

    Despite our very best efforts to allow anybody to adjust the website to their needs, there may still be pages or sections that are not fully accessible, are in the process of becoming accessible, or are lacking an adequate technological solution to make them accessible. Still, we are continually improving our accessibility, adding, updating and improving its options and features, and developing and adopting new technologies. All this is meant to reach the optimal level of accessibility, following technological advancements. For any assistance, please reach out to [email protected]