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Chestertown, MD
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1 - 100 of 141 listings (141 total matches)
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CROMWELL CLARK ROAD CHESTERTOWN MD 21620
1 / 19
$3,000,000
Land For Sale
Active
87.34
ACRES
KENT
COUNTY
CROMWELL CLARK ROAD
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of The Land Group
7989 QUAKER NECK ROAD CHESTERTOWN MD 21620
Open House Sat, May 23, 11 AM
1 / 90
$2,200,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,305
SQFT
7989 QUAKER NECK ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
LITTLE HARBOR WAY 1 CHESTERTOWN MD 21620
1 / 29
$1,800,000
Condominium For Sale
Active
4
BEDS
4
TOTAL BATHS
3,540
SQFT
LITTLE HARBOR WAY 1
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
117 WATER STREET N 1A, 1B, 2A, & 2B CHESTERTOWN MD 21620
1 / 73
$1,600,000
Condominium For Sale
Active
7
BEDS
5
TOTAL BATHS
5,400
SQFT
117 WATER STREET N 1A, 1B, 2A, & 2B
CHESTERTOWN, MD 21620
 
Listing courtesy of TTR Sotheby's International Realty
8276 BROAD NECK ROAD CHESTERTOWN MD 21620
1 / 82
$1,495,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,383
SQFT
8276 BROAD NECK ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
LITTLE HARBOR WAY 1 CHESTERTOWN MD 21620
1 / 25
$1,459,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,231
SQFT
LITTLE HARBOR WAY 1
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
22470 FAIRGALE FARM LANE CHESTERTOWN MD 21620
1 / 3
$1,450,000
Single Family Residence
Coming Soon
4
BEDS
4
TOTAL BATHS
4,257
SQFT
22470 FAIRGALE FARM LANE
CHESTERTOWN, MD 21620
FAIRGALE PROPERTIES Subdivision
Listing courtesy of Gunther-McClary Real Estate
105 HIGH STREET CHESTERTOWN MD 21620
Open House Sun, May 24, 11 AM
1 / 48
$1,295,500
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
3,243
SQFT
105 HIGH STREET
CHESTERTOWN, MD 21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
231 RICHARD DRIVE CHESTERTOWN MD 21620
1 / 51
$1,150,000
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
2,956
SQFT
231 RICHARD DRIVE
CHESTERTOWN, MD 21620
BYFORD DEVELOPMENT Subdivision
Listing courtesy of TTR Sotheby's International Realty
#25 LANDING LANE CHESTERTOWN MD 21620
1 / 22
$1,099,900
Condominium For Sale
Active
4
BEDS
4
TOTAL BATHS
2,784
SQFT
#25 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
205 RIVER ROAD CHESTERTOWN MD 21620
Open House Sat, May 23, 11 AM
1 / 72
$899,500
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,877
SQFT
205 RIVER ROAD
CHESTERTOWN, MD 21620
SARAH SKIPPER LANDS Subdivision
Listing courtesy of Clark & Co Realty, LLC
226 S WATER STREET CHESTERTOWN MD 21620
Open House Sat, May 23, 10 AM
1 / 31
$898,000
Townhouse For Sale
Active
3
BEDS
4
TOTAL BATHS
2,172
SQFT
226 S WATER STREET
CHESTERTOWN, MD 21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Gunther-McClary Real Estate
25475 TURNBERRY COURT CHESTERTOWN MD 21620
1 / 79
$867,000
Single Family Residence
Pending
4
BEDS
4
TOTAL BATHS
4,145
SQFT
25475 TURNBERRY COURT
CHESTERTOWN, MD 21620
PRESTWICK Subdivision
Listing courtesy of Taylor Properties
106 QUEEN STREET S CHESTERTOWN MD 21620
Open House Sat, May 23, 11 AM
1 / 92
$865,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
2,472
SQFT
106 QUEEN STREET S
CHESTERTOWN, MD 21620
HISTORIC CHESTERTOWN Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
104 LITTLE HARBOR WAY CHESTERTOWN MD 21620
1 / 23
$849,900
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,980
SQFT
104 LITTLE HARBOR WAY
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
102 LITTLE HARBOR WAY CHESTERTOWN MD 21620
1 / 23
$839,500
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
102 LITTLE HARBOR WAY
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
407 HIGH STREET CHESTERTOWN MD 21620
Open House Sat, May 30, 10 AM
1 / 58
$828,000
Single Family Residence For Sale
Active
3
BEDS
5
TOTAL BATHS
3,047
SQFT
407 HIGH STREET
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
104 LANDING LANE CHESTERTOWN MD 21620
1 / 24
$813,900
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,192
SQFT
104 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
106 LANDING LANE CHESTERTOWN MD 21620
1 / 24
$799,900
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,092
SQFT
106 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
#35 LANDING LANE CHESTERTOWN MD 21620
1 / 26
$786,900
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#35 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
#37 LANDING LANE CHESTERTOWN MD 21620
1 / 24
$765,900
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#37 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
#36 LANDING LANE CHESTERTOWN MD 21620
1 / 26
$753,500
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
#36 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
201 N LYNCHBURG STREET CHESTERTOWN MD 21620
Price Change - 2 weeks ago
1 / 3
$750,000
Land For Sale
Active
0.1
ACRES
KENT
COUNTY
201 N LYNCHBURG STREET
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of RE/MAX Associates-Hockessin
201 N LYNCHBURG STREET CHESTERTOWN MD 21620
Price Change - 2 weeks ago
1 / 13
$750,000
Single Family Residence For Sale
Active
2
TOTAL BATHS
2,045
SQFT
201 N LYNCHBURG STREET
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of RE/MAX Associates-Hockessin
117 WATER STREET N 1A CHESTERTOWN MD 21620
1 / 46
$685,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
3,000
SQFT
117 WATER STREET N 1A
CHESTERTOWN, MD 21620
 
Listing courtesy of TTR Sotheby's International Realty
118 LITTLE HARBOR WAY 202 CHESTERTOWN MD 21620
1 / 56
$675,000
Condominium
Pending
3
BEDS
2
TOTAL BATHS
1,600
SQFT
118 LITTLE HARBOR WAY 202
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Benson & Mangold, LLC
7844 CHESTER COURT CHESTERTOWN MD 21620
Price Change - 2 weeks ago
1 / 51
$670,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,248
SQFT
7844 CHESTER COURT
CHESTERTOWN, MD 21620
HEATHER HEIGHTS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
108 LITTLE HARBOR WAY CHESTERTOWN MD 21620
1 / 5
$635,000
Land For Sale
Active
0.09
ACRES
KENT
COUNTY
108 LITTLE HARBOR WAY
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Gunther-McClary Real Estate
204 DOUBLE CREEK ROAD CHESTERTOWN MD 21620
Price Change - 3 weeks ago
1 / 46
$598,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,927
SQFT
204 DOUBLE CREEK ROAD
CHESTERTOWN, MD 21620
DOUBLE CREEK WOODS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
103 SUTTON WAY CHESTERTOWN MD 21620
1 / 53
$550,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,816
SQFT
103 SUTTON WAY
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of TTR Sotheby's International Realty
9816 FAIRLEE ROAD CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 48
$535,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,624
SQFT
9816 FAIRLEE ROAD
CHESTERTOWN, MD 21620
FAIRLEE Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
22360 GREAT OAK LANDING ROAD CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 65
$525,000
Single Family Residence For Sale
Active Under Contract
5
BEDS
4
TOTAL BATHS
2,688
SQFT
22360 GREAT OAK LANDING ROAD
CHESTERTOWN, MD 21620
GREAT OAK ESTATES Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
110 S QUEEN STREET CHESTERTOWN MD 21620
1 / 1
$525,000
Single Family Residence
Coming Soon
3
BEDS
2
TOTAL BATHS
1,785
SQFT
110 S QUEEN STREET
CHESTERTOWN, MD 21620
HISTORIC DISTRICT Subdivision
Listing courtesy of Cross Street Realtors LLC
101 COLEMAN DRIVE CHESTERTOWN MD 21620
1 / 56
$524,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,268
SQFT
101 COLEMAN DRIVE
CHESTERTOWN, MD 21620
KINGS COURT Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
116 HARLAN LOOP CHESTERTOWN MD 21620
1 / 21
$509,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
4,067
SQFT
116 HARLAN LOOP
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of Samson Properties
218 CAMELOT DRIVE CHESTERTOWN MD 21620
Price Change - 2 days ago
1 / 45
$499,999
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,932
SQFT
218 CAMELOT DRIVE
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of Coldwell Banker Realty
103 LANDING LANE CHESTERTOWN MD 21620
Open House Sun, May 24, 12 PM
1 / 70
$499,999
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
2,100
SQFT
103 LANDING LANE
CHESTERTOWN, MD 21620
CHESTER RIVER LANDING Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
8620 PARK DRIVE CHESTERTOWN MD 21620
1 / 66
$499,900
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,524
SQFT
8620 PARK DRIVE
CHESTERTOWN, MD 21620
TOLCHESTER Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
311 DEVON DRIVE CHESTERTOWN MD 21620
Price Change - 3 weeks ago
1 / 41
$499,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,504
SQFT
311 DEVON DRIVE
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
1014 TWIN COURT CHESTERTOWN MD 21620
1 / 29
$499,000
Single Family Residence
Coming Soon
3
BEDS
2
TOTAL BATHS
1,817
SQFT
1014 TWIN COURT
CHESTERTOWN, MD 21620
CRESTVIEW Subdivision
Listing courtesy of Cross Street Realtors LLC
118 GRANT COURT CHESTERTOWN MD 21620
Open House Sat, May 30, 12 PM
1 / 4
$457,500
Single Family Residence
Coming Soon
3
BEDS
2
TOTAL BATHS
1,664
SQFT
118 GRANT COURT
CHESTERTOWN, MD 21620
BLAKEFIELD Subdivision
Listing courtesy of RE/MAX Executive
110 TRAFFORD DRIVE CHESTERTOWN MD 21620
1 / 22
$450,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,880
SQFT
110 TRAFFORD DRIVE
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of RE/MAX Advantage Realty
24295 LANGFORD ROAD CHESTERTOWN MD 21620
1 / 3
$445,000
Single Family Residence
Coming Soon
2
BEDS
3
TOTAL BATHS
1,857
SQFT
24295 LANGFORD ROAD
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
704 TRUSLOW ROAD CHESTERTOWN MD 21620
1 / 43
$440,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,060
SQFT
704 TRUSLOW ROAD
CHESTERTOWN, MD 21620
KINGS COURT Subdivision
Listing courtesy of RE/MAX Executive
201 BIRCH RUN ROAD CHESTERTOWN MD 21620
1 / 24
$435,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,588
SQFT
201 BIRCH RUN ROAD
CHESTERTOWN, MD 21620
MILE TREE VILLAGE Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
222 MOUNT VERNON AVENUE CHESTERTOWN MD 21620
Price Change - 2 weeks ago
1 / 29
$434,999
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
1,656
SQFT
222 MOUNT VERNON AVENUE
CHESTERTOWN, MD 21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
8629 AIRY HILL ROAD CHESTERTOWN MD 21620
New Listing - 2 weeks on site
1 / 45
$425,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,440
SQFT
8629 AIRY HILL ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of Keller Williams Realty
215 FAIRVIEW DRIVE CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 57
$425,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,784
SQFT
215 FAIRVIEW DRIVE
CHESTERTOWN, MD 21620
CHESTER HARBOR Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
240 MERGANSER DRIVE CHESTERTOWN MD 21620
1 / 51
$425,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,120
SQFT
240 MERGANSER DRIVE
CHESTERTOWN, MD 21620
DUCKS NECK Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
103 TRAFFORD DRIVE CHESTERTOWN MD 21620
Open House Sat, May 23, 1:30 PM
1 / 66
$419,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,944
SQFT
103 TRAFFORD DRIVE
CHESTERTOWN, MD 21620
COVENTRY FARMS Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
109 S COLLEGE AVENUE CHESTERTOWN MD 21620
1 / 24
$419,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,216
SQFT
109 S COLLEGE AVENUE
CHESTERTOWN, MD 21620
CHESTERTOWN HISTORIC DISTRICT Subdivision
Listing courtesy of Taylor Properties
349 & 351 HIGH STREET CHESTERTOWN MD 21620
1 / 47
$395,000
Duplex For Sale
Active Under Contract
6
BEDS
3,664
SQFT
349 & 351 HIGH STREET
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
107 FLYING CLOUD DRIVE CHESTERTOWN MD 21620
New Listing - 2 weeks on site
1 / 51
$395,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
2,534
SQFT
107 FLYING CLOUD DRIVE
CHESTERTOWN, MD 21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of CENTURY 21 New Millennium
104 FLYING CLOUD DRIVE CHESTERTOWN MD 21620
Price Change - a week ago
1 / 30
$394,900
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
2,535
SQFT
104 FLYING CLOUD DRIVE
CHESTERTOWN, MD 21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of Real Broker, LLC
23043 BAY SHORE SPUR CHESTERTOWN MD 21620
Price Change - 3 weeks ago
1 / 27
$385,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,630
SQFT
23043 BAY SHORE SPUR
CHESTERTOWN, MD 21620
FAIRLEE Subdivision
Listing courtesy of Rock Hall Properties Real Estate
23416 CLOQUET ROAD CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 34
$384,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,512
SQFT
23416 CLOQUET ROAD
CHESTERTOWN, MD 21620
CHESAPEAKE LANDING Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
6746 QUAKER NECK ROAD CHESTERTOWN MD 21620
1 / 50
$384,000
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
3,371
SQFT
6746 QUAKER NECK ROAD
CHESTERTOWN, MD 21620
QUAKER NECK Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
117 WATER STREET N 2A CHESTERTOWN MD 21620
1 / 24
$375,000
Condominium For Sale
Active
2
BEDS
1
TOTAL BATH
787
SQFT
117 WATER STREET N 2A
CHESTERTOWN, MD 21620
 
Listing courtesy of TTR Sotheby's International Realty
720 DEEP LANDING ROAD CHESTERTOWN MD 21620
1 / 42
$369,999
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
1,271
SQFT
720 DEEP LANDING ROAD
CHESTERTOWN, MD 21620
PINE COVE Subdivision
Listing courtesy of Coldwell Banker Waterman Realty
214 SILVER HEEL ROAD CHESTERTOWN MD 21620
New Listing - 2 weeks on site
1 / 26
$350,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
1,972
SQFT
214 SILVER HEEL ROAD
CHESTERTOWN, MD 21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of Cross Street Realtors LLC
117 WATER STREET N 2B CHESTERTOWN MD 21620
1 / 23
$350,000
Condominium For Sale
Active
1
BED
1
TOTAL BATH
850
SQFT
117 WATER STREET N 2B
CHESTERTOWN, MD 21620
 
Listing courtesy of TTR Sotheby's International Realty
126 CHAR NOR MANOR BOULEVARD CHESTERTOWN MD 21620
1 / 36
$349,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,304
SQFT
126 CHAR NOR MANOR BOULEVARD
CHESTERTOWN, MD 21620
CHAR NOR MANOR Subdivision
Listing courtesy of RE/MAX Executive
109 WILTON ROAD CHESTERTOWN MD 21620
1 / 31
$344,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,392
SQFT
109 WILTON ROAD
CHESTERTOWN, MD 21620
CHESTER HARBOR Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
202 WALDO DRIVE CHESTERTOWN MD 21620
Price Change - 3 weeks ago
1 / 28
$340,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,055
SQFT
202 WALDO DRIVE
CHESTERTOWN, MD 21620
BYFORD DEVELOPMENT Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
21125 IOWA AVENUE CHESTERTOWN MD 21620
1 / 26
$339,900
Single Family Residence For Sale
Active Under Contract
2
BEDS
1
TOTAL BATH
1,294
SQFT
21125 IOWA AVENUE
CHESTERTOWN, MD 21620
 
Listing courtesy of Doug Ashley Realtors, LLC
102 FLYING CLOUD DRIVE CHESTERTOWN MD 21620
New Listing - yesterday
1 / 41
$339,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,896
SQFT
102 FLYING CLOUD DRIVE
CHESTERTOWN, MD 21620
THE VILLAGE AT CHESTERTOWN Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
304 HADAWAY DRIVE CHESTERTOWN MD 21620
New Listing - a week on site
1 / 38
$329,900
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
1,325
SQFT
304 HADAWAY DRIVE
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of Redfin Corporation
10594 MILLBROOK DRIVE CHESTERTOWN MD 21620
1 / 14
$329,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,499
SQFT
10594 MILLBROOK DRIVE
CHESTERTOWN, MD 21620
CHESAPEAKE LANDING Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
202 VALLEY ROAD CHESTERTOWN MD 21620
New Listing - a week on site
1 / 1
$325,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,427
SQFT
202 VALLEY ROAD
CHESTERTOWN, MD 21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of TTR Sotheby's International Realty
2032 PONDTOWN ROAD CHESTERTOWN MD 21620
1 / 32
$325,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,120
SQFT
2032 PONDTOWN ROAD
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of Northrop Realty
222 DUTCHESS ROAD CHESTERTOWN MD 21620
1 / 24
$320,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,096
SQFT
222 DUTCHESS ROAD
CHESTERTOWN, MD 21620
CHESTER HARBOR Subdivision
Listing courtesy of Gunther-McClary Real Estate
8706 ELM ROAD CHESTERTOWN MD 21620
1 / 7
$320,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,232
SQFT
8706 ELM ROAD
CHESTERTOWN, MD 21620
TOLCHESTER ESTATES Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
24775 LANGFORD ROAD CHESTERTOWN MD 21620
1 / 37
$319,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,008
SQFT
24775 LANGFORD ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of RE/MAX Advantage Realty
10584 KLAMATH ROAD CHESTERTOWN MD 21620
1 / 20
$319,900
Residential
Pending
3
BEDS
2
TOTAL BATHS
10584 KLAMATH ROAD
CHESTERTOWN, MD 21620
CHESAPEAKE LANDING Subdivision
Listing courtesy of Real Broker, LLC
301 LINCOLN DRIVE CHESTERTOWN MD 21620
1 / 40
$299,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,152
SQFT
301 LINCOLN DRIVE
CHESTERTOWN, MD 21620
WASHINGTON PARK Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
108 OAK LEAF DRIVE CHESTERTOWN MD 21620
1 / 39
$299,500
Townhouse
Pending
2
BEDS
3
TOTAL BATHS
1,867
SQFT
108 OAK LEAF DRIVE
CHESTERTOWN, MD 21620
OAK HOLLOW Subdivision
Listing courtesy of Doug Ashley Realtors, LLC
154 LONGFELLOW DRIVE CHESTERTOWN MD 21620
1 / 27
$299,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,408
SQFT
154 LONGFELLOW DRIVE
CHESTERTOWN, MD 21620
CHESTER HARBOR Subdivision
Listing courtesy of Cross Street Realtors LLC
208 CENTRAL DRIVE CHESTERTOWN MD 21620
Price Change - 3 weeks ago
1 / 16
$299,000
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,120
SQFT
208 CENTRAL DRIVE
CHESTERTOWN, MD 21620
CHESTER HARBOR Subdivision
Listing courtesy of Redfin Corp
115 ACORN DRIVE CHESTERTOWN MD 21620
1 / 40
$296,000
Townhouse
Pending
2
BEDS
3
TOTAL BATHS
1,864
SQFT
115 ACORN DRIVE
CHESTERTOWN, MD 21620
OAK HOLLOW Subdivision
Listing courtesy of Chesapeake Real Estate Associates, LLC
611 CANNON STREET CHESTERTOWN MD 21620
1 / 18
$275,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
920
SQFT
611 CANNON STREET
CHESTERTOWN, MD 21620
 
Listing courtesy of Select Land & Homes, LLC
112 ELM STREET CHESTERTOWN MD 21620
1 / 19
$269,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,356
SQFT
112 ELM STREET
CHESTERTOWN, MD 21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of Coldwell Banker Waterman Realty
109 METCALF ROAD CHESTERTOWN MD 21620
1 / 28
$264,900
Townhouse
Pending
3
BEDS
2
TOTAL BATHS
1,280
SQFT
109 METCALF ROAD
CHESTERTOWN, MD 21620
CHESTER ARMS Subdivision
Listing courtesy of Real Broker, LLC
103 METCALF RD CHESTERTOWN MD 21620
1 / 22
$259,900
Townhouse For Sale
Active
3
BEDS
2
TOTAL BATHS
1,280
SQFT
103 METCALF RD
CHESTERTOWN, MD 21620
CHESTER ARMS Subdivision
Listing courtesy of Real Broker, LLC
113 PEAR TREE POINT ROAD CHESTERTOWN MD 21620
1 / 1
$250,000
Single Family Residence
Pending
3
BEDS
1
TOTAL BATH
1,296
SQFT
113 PEAR TREE POINT ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of Doug Ashley Realtors, LLC
SCHEELER ROAD LOT 2 CHESTERTOWN MD 21620
1 / 4
$250,000
Land For Sale
Active
0.85
ACRES
KENT
COUNTY
SCHEELER ROAD LOT 2
CHESTERTOWN, MD 21620
 
Listing courtesy of Select Land & Homes, LLC
21217 TEXAS AVENUE CHESTERTOWN MD 21620
Price Change - a week ago
1 / 20
$244,500
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
912
SQFT
21217 TEXAS AVENUE
CHESTERTOWN, MD 21620
TOLCHESTER ESTATES Subdivision
Listing courtesy of RE/MAX Leading Edge
HAACKE DRIVE LOT 3 CHESTERTOWN MD 21620
1 / 7
$225,000
Land For Sale
Active
0.87
ACRES
KENT
COUNTY
HAACKE DRIVE LOT 3
CHESTERTOWN, MD 21620
 
Listing courtesy of Select Land & Homes, LLC
139 PROSPECT STREET CHESTERTOWN MD 21620
1 / 28
$225,000
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,200
SQFT
139 PROSPECT STREET
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of Redfin Corp
100 PROSPECT STREET CHESTERTOWN MD 21620
1 / 1
$215,000
Single Family Residence
Coming Soon
3
BEDS
1
TOTAL BATH
1,373
SQFT
100 PROSPECT STREET
CHESTERTOWN, MD 21620
CHESTERTOWN Subdivision
Listing courtesy of Real Broker, LLC
21363 LYNN LANE CHESTERTOWN MD 21620
New Listing - 6 days on site
1 / 28
$205,000
Townhouse For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,314
SQFT
21363 LYNN LANE
CHESTERTOWN, MD 21620
TOLCHESTER Subdivision
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
117 WATER STREET N 1B CHESTERTOWN MD 21620
1 / 20
$200,000
Condominium For Sale
Active
1
BED
1
TOTAL BATH
700
SQFT
117 WATER STREET N 1B
CHESTERTOWN, MD 21620
 
Listing courtesy of TTR Sotheby's International Realty
0 ROUND TOP ROAD CHESTERTOWN MD 21620
1 / 23
$200,000
Land For Sale
Active
5.81
ACRES
QUEEN ANNES
COUNTY
0 ROUND TOP ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
Lot 9 PRESTWICK DRIVE CHESTERTOWN MD 21620
1 / 20
$185,000
Land For Sale
Active Under Contract
1.95
ACRES
KENT
COUNTY
Lot 9 PRESTWICK DRIVE
CHESTERTOWN, MD 21620
 
Listing courtesy of Gunther-McClary Real Estate
423 CALVERT STREET CHESTERTOWN MD 21620
New Listing - 3 days on site
1 / 30
$185,000
Townhouse For Sale
Active
3
BEDS
2
TOTAL BATHS
1,136
SQFT
423 CALVERT STREET
CHESTERTOWN, MD 21620
CALVERT HOMES Subdivision
Listing courtesy of Compass
144 PROSPECT STREET CHESTERTOWN MD 21620
New Listing - 3 weeks on site
1 / 18
$179,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,082
SQFT
144 PROSPECT STREET
CHESTERTOWN, MD 21620
 
Listing courtesy of Doug Ashley Realtors, LLC
CAULKS FIELD ROAD CHESTERTOWN MD 21620
1 / 8
$150,000
Land For Sale
Active
2
ACRES
KENT
COUNTY
CAULKS FIELD ROAD
CHESTERTOWN, MD 21620
 
Listing courtesy of RE/MAX Allegiance
109 2ND STREET CHESTERTOWN MD 21620
New Listing - 2 weeks on site
1 / 1
$150,000
Land For Sale
Active
1.8
ACRES
QUEEN ANNES
COUNTY
109 2ND STREET
CHESTERTOWN, MD 21620
 
Listing courtesy of Cross Street Realtors LLC
GEORGETOWN ROAD SE CHESTERTOWN MD 21620
1 / 3
$150,000
Land For Sale
Active
2
ACRES
KENT
COUNTY
GEORGETOWN ROAD SE
CHESTERTOWN, MD 21620
 
Listing courtesy of RE/MAX Allegiance
21324 PERSIMMON DRIVE CHESTERTOWN MD 21620
Real Estate Owned
1 / 17
$124,900
Townhouse
Pending
2
BEDS
1
TOTAL BATH
1,232
SQFT
21324 PERSIMMON DRIVE
CHESTERTOWN, MD 21620
 
Listing courtesy of Coldwell Banker Realty - Washington
108 PINE STREET CHESTERTOWN MD 21620
1 / 1
$115,000
Residential For Sale
Active
3
BEDS
1
TOTAL BATH
910
SQFT
108 PINE STREET
CHESTERTOWN, MD 21620
COLLEGE HEIGHTS Subdivision
Listing courtesy of Real Broker, LLC
1 - 100 of 141 listings (141 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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