21620, MD Homes for Sale & Real Estate

price
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1-60 of 108 Homes
$263,000 | 115 Chester Arms Drive, Chestertown, MD 21620

$263,000

3
Bedrooms
1,140
Square Feet
0.09
Acres

115 Chester Arms Drive, Chestertown, MD 21620

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$89,000 | 27942 Old Morgnec Road, Chestertown, MD 21620
1/4

$89,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5.17
Acres

27942 Old Morgnec Road, Chestertown, MD 21620

$229,000 | 7415 Wilkins Lane, Chestertown, MD 21620
1/23

$229,000

3
Bedrooms
936
Square Feet
0.34
Acres

7415 Wilkins Lane, Chestertown, MD 21620

$315,000 | 109 Parma Road, Chestertown, MD 21620
1/55

$315,000

3
Bedrooms
1,288
Square Feet
0.34
Acres

109 Parma Road, Chestertown, MD 21620

$300,000 | 104 Lincoln Drive, Chestertown, MD 21620
1/5
Coming SoonOpen: 9/13 11:00AM - 01:00PM

$300,000

3
Bedrooms
960
Square Feet
0.50
Acres

104 Lincoln Drive, Chestertown, MD 21620

$315,000 | 24775 Langford Road, Chestertown, MD 21620
1/25
Coming Soon

$315,000

3
Bedrooms
1,008
Square Feet
1.22
Acres

24775 Langford Road, Chestertown, MD 21620

$275,000 | 7482 Poplar Avenue, Chestertown, MD 21620
1/40
Coming Soon

$275,000

3
Bedrooms
975
Square Feet
0.45
Acres

7482 Poplar Avenue, Chestertown, MD 21620

$225,000 | 533 Round Top Road, Chestertown, MD 21620
1/17

$225,000

4
Bedrooms
1,800
Square Feet
0.55
Acres

533 Round Top Road, Chestertown, MD 21620

$304,000 | 7464 Shortall Street, Chestertown, MD 21620
1/32

$304,000

3
Bedrooms
1,232
Square Feet
0.34
Acres

7464 Shortall Street, Chestertown, MD 21620

$1,195,000 | 302 South Mill Street, Chestertown, MD 21620
1/17

$1,195,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.46
Acres

302 South Mill Street, Chestertown, MD 21620

$675,000 | 212 Washington Avenue, Chestertown, MD 21620
Coming SoonOpen: 10/3 10:00AM - 01:00PM

$675,000

5
Bedrooms
2,838
Square Feet
0.25
Acres

212 Washington Avenue, Chestertown, MD 21620

$1,195,000 | 302 South Mill Street, Chestertown, MD 21620
1/17

$1,195,000

2
Bedrooms
806
Square Feet
0.99
Acres

302 South Mill Street, Chestertown, MD 21620

$38,200,000 | 8184 Rock Hall Road, Chestertown, MD 21620
1/36
Virtual Tour

$38,200,000

4
Bedrooms
2,330
Square Feet
1,053.61
Acres

8184 Rock Hall Road, Chestertown, MD 21620

a front view of a house with garden
1/35

$369,000

2
Bedrooms
1,036
Square Feet
0.03
Acres

101 South College Avenue, Chestertown, MD 21620

$345,000 | 217 Edmore Road, Chestertown, MD 21620
1/36
Coming Soon

$345,000

3
Bedrooms
1,398
Square Feet
0.34
Acres

217 Edmore Road, Chestertown, MD 21620

$649,000 | 22400 Great Oak Landing Road, Chestertown, MD 21620
1/61
Open: 9/19 11:00AM - 01:00PM

$649,000

4
Bedrooms
2,864
Square Feet
1.03
Acres

22400 Great Oak Landing Road, Chestertown, MD 21620

a view of a livingroom with workspace and a window
1/43

$524,900

3
Bedrooms
2,076
Square Feet
0.70
Acres

1003 Twin Court, Chestertown, MD 21620

a living room with furniture and kitchen with furniture
1/18

$295,000

1
Bedrooms
Unavailable
Square Feet

117 North Water Street, Unit 3B, Chestertown, MD 21620

$750,000 | 216 Birch Run Road, Chestertown, MD 21620
1/52

$750,000

3
Bedrooms
2,176
Square Feet
0.63
Acres

216 Birch Run Road, Chestertown, MD 21620

$299,900 | 124 Wilton Road, Chestertown, MD 21620
1/23

$299,900

3
Bedrooms
1,056
Square Feet
0.34
Acres

124 Wilton Road, Chestertown, MD 21620

a front view of a house with yard and trees around
1/35
New Construction

$349,900

3
Bedrooms
1,650
Square Feet
0.34
Acres

23208 Buck Neck Road, Chestertown, MD 21620

$375,000 | 123 Trafford Drive, Chestertown, MD 21620
1/45
Open: 9/12 01:00PM - 03:00PM

$375,000

4
Bedrooms
2,504
Square Feet
0.24
Acres

123 Trafford Drive, Chestertown, MD 21620

a house with a tree in front of it
1/21

$279,000

3
Bedrooms
1,404
Square Feet
0.34
Acres

10540 Tonopah Road, Chestertown, MD 21620

front view of a house with a yard
1/45

$424,900

5
Bedrooms
1,936
Square Feet
0.38
Acres

8630 Elm Road, Chestertown, MD 21620

$455,000 | 7982 Radcliffe Road, Chestertown, MD 21620
1/37

$455,000

2
Bedrooms
1,904
Square Feet
0.8
Acres

7982 Radcliffe Road, Chestertown, MD 21620

$350,000 | Cannon Street, Chestertown, MD 21620
1/9

$350,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.22
Acres

Cannon Street, Chestertown, MD 21620

$480,000 | 129 Trafford Drive, Chestertown, MD 21620
1/15

$480,000

3
Bedrooms
3,176
Square Feet
0.25
Acres

129 Trafford Drive, Chestertown, MD 21620

a black and white photo of a living room
1/9

$99,999

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.07
Acres

620 Cannon Street, Chestertown, MD 21620

$799,000 | 7828 Country Club Lane, Chestertown, MD 21620
1/68

$799,000

3
Bedrooms
2,857
Square Feet
0.72
Acres

7828 Country Club Lane, Chestertown, MD 21620

$375,000 | 1010 Twin Court, Chestertown, MD 21620
1/25

$375,000

4
Bedrooms
1,476
Square Feet
0.74
Acres

1010 Twin Court, Chestertown, MD 21620

$824,900 | 8999 Orchard Drive, Chestertown, MD 21620
1/74

$824,900

5
Bedrooms
4,353
Square Feet
2.23
Acres

8999 Orchard Drive, Chestertown, MD 21620

a backyard of a house with lots of green space
1/3

$300,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.10
Acres

201 North Lynchburg Street, Unit LOTS 4 5 6 & 7, Chestertown, MD 21620

$259,900 | 115 Metcalf Road, Chestertown, MD 21620
1/10
New Construction

$259,900

3
Bedrooms
1,280
Square Feet
0.05
Acres

115 Metcalf Road, Chestertown, MD 21620

$179,900 | 21324 Persimmon Drive, Chestertown, MD 21620
1/21
Virtual Tour

$179,900

2
Bedrooms
1,232
Square Feet
0.05
Acres

21324 Persimmon Drive, Chestertown, MD 21620

a front view of house with yard and green space
1/34

$325,000

4
Bedrooms
2,198
Square Feet
0.47
Acres

200 Manor Avenue, Chestertown, MD 21620

a view of a forest with trees in the background
1/13

$60,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.5
Acres

233 Merganser Drive, Chestertown, MD 21620

$264,900 | 121 Metcalf Road, Chestertown, MD 21620
1/10
New Construction

$264,900

3
Bedrooms
Unavailable
Square Feet
0.09
Acres

121 Metcalf Road, Chestertown, MD 21620

$60,000 | 305 Roosevelt Drive, Chestertown, MD 21620
1/2

$60,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.61
Acres

305 Roosevelt Drive, Chestertown, MD 21620

$885,000 | 7680 Country Club Lane, Chestertown, MD 21620
1/43

$885,000

5
Bedrooms
2,639
Square Feet
0.81
Acres

7680 Country Club Lane, Chestertown, MD 21620

$324,000 | 9126 Fairlee Road, Chestertown, MD 21620
1/19
Open: 9/6 12:00PM - 02:00PM

$324,000

3
Bedrooms
1,216
Square Feet
1.66
Acres

9126 Fairlee Road, Chestertown, MD 21620

a view of a house with a yard and potted plants
1/34

$325,000

3
Bedrooms
1,000
Square Feet
0.34
Acres

896 Washington Avenue, Chestertown, MD 21620

$239,900 | 104 Conley Drive, Chestertown, MD 21620
1/27

$239,900

3
Bedrooms
1,280
Square Feet
0.07
Acres

104 Conley Drive, Chestertown, MD 21620

$275,000 | 104 Acorn Drive, Chestertown, MD 21620
1/26

$275,000

3
Bedrooms
1,900
Square Feet
0.05
Acres

104 Acorn Drive, Chestertown, MD 21620

$85,000 | 234 North College Avenue, Chestertown, MD 21620
1/3

$85,000

2
Bedrooms
1,296
Square Feet
0.09
Acres

234 North College Avenue, Chestertown, MD 21620

$75,000 | Fairlee Road, Chestertown, MD 21620
1/7

$75,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.2
Acres

Fairlee Road, Chestertown, MD 21620

$1,495,000 | 8796 Maryland Parkway, Chestertown, MD 21620
1/60
Virtual Tour

$1,495,000

9
Bedrooms
4,776
Square Feet
9.2
Acres

8796 Maryland Parkway, Chestertown, MD 21620

a view of a green field with a tree
1/4

$110,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.93
Acres

1906 Pondtown Road, Chestertown, MD 21620

$372,000 | 213 Byford Drive, Chestertown, MD 21620
1/39

$372,000

4
Bedrooms
1,277
Square Feet
0.34
Acres

213 Byford Drive, Chestertown, MD 21620

$429,900 | 10781 Fermoy Road, Chestertown, MD 21620
1/54

$429,900

4
Bedrooms
2,160
Square Feet
0.39
Acres

10781 Fermoy Road, Chestertown, MD 21620

$69,900 | 8886 Georgetown Road, Chestertown, MD 21620

$69,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
4.03
Acres

8886 Georgetown Road, Chestertown, MD 21620

a front view of a house with a yard
1/54

$1,450,000

4
Bedrooms
4,257
Square Feet
3.55
Acres

22470 Fairgale Farm Lane, Chestertown, MD 21620

$15,000 | 23741 L Road, Chestertown, MD 21620
1/2

$15,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1
Acres

23741 L Road, Chestertown, MD 21620

a view of a house with a backyard
1/29

$275,000

3
Bedrooms
1,248
Square Feet
0.69
Acres

956 Washington Avenue, Chestertown, MD 21620

an aerial view of a house
1/3

$55,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.70
Acres

36 Parcel 80 Watertower Road, Chestertown, MD 21620

$49,000 | Sandy Bottom Road, Chestertown, MD 21620
1/6

$49,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.95
Acres

Sandy Bottom Road, Chestertown, MD 21620

$135,000 | 109 2nd Street, Chestertown, MD 21620

$135,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.8
Acres

109 2nd Street, Chestertown, MD 21620

$315,000 | 8706 Elm Road, Chestertown, MD 21620
1/10

$315,000

3
Bedrooms
1,232
Square Feet
0.33
Acres

8706 Elm Road, Chestertown, MD 21620

$898,000 | 226 South Water Street, Chestertown, MD 21620
1/31

$898,000

3
Bedrooms
2,172
Square Feet
0.09
Acres

226 South Water Street, Chestertown, MD 21620

a front view of a house with a yard and garage
1/53

$550,000

5
Bedrooms
3,816
Square Feet
0.23
Acres

103 Sutton Way, Chestertown, MD 21620

$829,000 | 106 South Queen Street, Chestertown, MD 21620
1/92

$829,000

3
Bedrooms
2,472
Square Feet
0.14
Acres

106 South Queen Street, Chestertown, MD 21620

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