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Chestertown, MD Real Estate & Homes For Sale

174 properties

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222 Calvert Street, Chestertown, MD 21620 View this property at 222 Calvert Street, Chestertown, MD 21620
222 Calvert Street Chestertown MD 21620
Just Listed

1/15

222 Calvert Street 
Chestertown, MD 21620
$109,900
  • Single Family
  • Active
  • MLS # KE10037203
  • Updated 6 hours ago
  • 2
    Beds
  • 1
    Full Bath
  • 1
    Partial Bath
  • 2
    Total Baths

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10355 Bunting Road, Chestertown, MD 21620 View this property at 10355 Bunting Road, Chestertown, MD 21620
10355 Bunting Road Chestertown MD 21620
Just Listed

1/14

10355 Bunting Road 
Chestertown, MD 21620
$190,000
  • Single Family
  • Active
  • MLS # KE10035970
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths

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307 Farwell Road, Chestertown, MD 21620 View this property at 307 Farwell Road, Chestertown, MD 21620
307 Farwell Road Chestertown MD 21620
Just Listed

1/26

307 Farwell Road 
Chestertown, MD 21620
$145,000
  • Single Family
  • Active
  • MLS # QA10034491
  • Updated 4 days ago
  • 3
    Beds
  • 1
    Full Bath
  • 1
    Total Bath
  • 1,152
    Sq. Ft.

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7750 Country Club Lane, Chestertown, MD 21620 View this property at 7750 Country Club Lane, Chestertown, MD 21620
7750 Country Club Lane Chestertown MD 21620
Sale Pending

1/25

7750 Country Club Lane 
Chestertown, MD 21620
$289,900
  • Single Family
  • Pending
  • MLS # KE10033288
  • Updated 5 hours ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths
  • 1
    Car Garage

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200 Duke Of Kent Street, Chestertown, MD 21620 View this property at 200 Duke Of Kent Street, Chestertown, MD 21620
200 Duke Of Kent Street Chestertown MD 21620
Just Listed

1/24

200 Duke Of Kent Street 
Chestertown, MD 21620
$225,000
  • Single Family
  • Active
  • MLS # QA10033460
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths
  • 1
    Car Garage

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105 College Avenue, Chestertown, MD 21620 View this property at 105 College Avenue, Chestertown, MD 21620
105 College Avenue Chestertown MD 21620
Just Listed

1/11

105 College Avenue 
Chestertown, MD 21620
$120,000
  • Duplex
  • Active
  • MLS # KE10033207
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Full Baths
  • 2
    Total Baths

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218 Concord Road, Chestertown, MD 21620 View this property at 218 Concord Road, Chestertown, MD 21620
218 Concord Road Chestertown MD 21620

1/19

218 Concord Road 
Chestertown, MD 21620
$189,000
Est. Rent: $1,450/mo
  • Single Family
  • Active
  • MLS # QA10030659
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths

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10252 Fairlee Road, Chestertown, MD 21620 View this property at 10252 Fairlee Road, Chestertown, MD 21620
10252 Fairlee Road Chestertown MD 21620

1/1

10252 Fairlee Road 
Chestertown, MD 21620
$70,000
  • Single Family
  • Active
  • MLS # KE10029542
  • Updated 7 days ago
  • 2
    Beds
  • 1
    Full Bath
  • 1
    Total Bath

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212 Birch Run Road, Chestertown, MD 21620 View this property at 212 Birch Run Road, Chestertown, MD 21620
212 Birch Run Road Chestertown MD 21620

1/28

212 Birch Run Road 
Chestertown, MD 21620
$399,900
  • Single Family
  • Active
  • MLS # KE10027754
  • Updated 11 days ago
  • 5
    Beds
  • 4
    Full Baths
  • 1
    Partial Bath
  • 5
    Total Baths
  • 2
    Car Garage

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118 Elm Street, Chestertown, MD 21620 View this property at 118 Elm Street, Chestertown, MD 21620
118 Elm Street Chestertown MD 21620

1/21

118 Elm Street 
Chestertown, MD 21620
$269,000
  • Single Family
  • Active
  • MLS # KE10027710
  • Updated 11 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 1
    Partial Bath
  • 3
    Total Baths
  • 1
    Car Garage

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126 Char Nor Manor Boulevard, Chestertown, MD 21620 View this property at 126 Char Nor Manor Boulevard, Chestertown, MD 21620
126 Char Nor Manor Boulevard Chestertown MD 21620

1/24

126 Char Nor Manor Boulevard 
Chestertown, MD 21620
$159,000
  • Single Family
  • Active
  • MLS # QA10028532
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Full Bath
  • 1
    Partial Bath
  • 2
    Total Baths

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238 Kent Circle, Chestertown, MD 21620 View this property at 238 Kent Circle, Chestertown, MD 21620
238 Kent Circle Chestertown MD 21620
Sale Pending

1/13

238 Kent Circle 
Chestertown, MD 21620
$289,000
  • Single Family
  • Pending
  • MLS # KE10012599
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 1
    Partial Bath
  • 3
    Total Baths

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7529 Sunburst Avenue, Chestertown, MD 21620 View this property at 7529 Sunburst Avenue, Chestertown, MD 21620
7529 Sunburst Avenue Chestertown MD 21620
Sale Pending

1/20

7529 Sunburst Avenue 
Chestertown, MD 21620
$34,000
  • Single Family
  • Pending
  • MLS # KE10018560
  • 3
    Beds
  • 1
    Full Bath
  • 1
    Total Bath

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6858 Pentridge Court, Chestertown, MD 21620 View this property at 6858 Pentridge Court, Chestertown, MD 21620
6858 Pentridge Court Chestertown MD 21620

1/30

6858 Pentridge Court 
Chestertown, MD 21620
$995,000
  • Single Family
  • Active
  • MLS # KE10005230
  • 5
    Beds
  • 3
    Full Baths
  • 1
    Partial Bath
  • 4
    Total Baths
  • 2
    Car Garage

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211 Campus Avenue East, Chestertown, MD 21620 View this property at 211 Campus Avenue East, Chestertown, MD 21620
211 Campus Avenue East Chestertown MD 21620
Price Reduced

1/22

211 Campus Avenue East 
Chestertown, MD 21620
$286,000
-$24,000 (-7.74%)
  • Single Family
  • Active
  • MLS # KE10014709
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths
  • 1,994
    Sq. Ft.

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406 Cannon Street, Chestertown, MD 21620 View this property at 406 Cannon Street, Chestertown, MD 21620
406 Cannon Street Chestertown MD 21620

1/16

406 Cannon Street 
Chestertown, MD 21620
$234,900
  • Duplex
  • Active
  • MLS # KE10014283
  • 2
    Beds
  • 2
    Full Baths
  • 2
    Total Baths

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9104 Point Lane, Chestertown, MD 21620 View this property at 9104 Point Lane, Chestertown, MD 21620
9104 Point Lane Chestertown MD 21620

1/30

9104 Point Lane 
Chestertown, MD 21620
$624,000
  • Single Family
  • Active
  • MLS # KE10011782
  • 5
    Beds
  • 3
    Full Baths
  • 1
    Partial Bath
  • 4
    Total Baths
  • 1
    Car Garage

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203 Pondview Court, Chestertown, MD 21620 View this property at 203 Pondview Court, Chestertown, MD 21620
203 Pondview Court Chestertown MD 21620

1/21

203 Pondview Court 
Chestertown, MD 21620
$329,000
  • Single Family
  • Active
  • MLS # KE10011713
  • 4
    Beds
  • 2
    Full Baths
  • 1
    Partial Bath
  • 3
    Total Baths
  • 2,020
    Sq. Ft.
  • 2
    Car Garage

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223 Devon Drive, Chestertown, MD 21620 View this property at 223 Devon Drive, Chestertown, MD 21620
223 Devon Drive Chestertown MD 21620
Price Reduced

1/25

223 Devon Drive 
Chestertown, MD 21620
$272,500
-$2,500 (-0.91%)
  • Single Family
  • Active
  • MLS # KE10011742
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Full Baths
  • 1
    Partial Bath
  • 3
    Total Baths
  • 2
    Car Garage

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118 Char Nor Manor Boulevard, Chestertown, MD 21620 View this property at 118 Char Nor Manor Boulevard, Chestertown, MD 21620
118 Char Nor Manor Boulevard Chestertown MD 21620

1/22

118 Char Nor Manor Boulevard 
Chestertown, MD 21620
$159,000
  • Single Family
  • Active
  • MLS # QA10011636
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths

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116 Wood Duck Lane, Chestertown, MD 21620 View this property at 116 Wood Duck Lane, Chestertown, MD 21620
116 Wood Duck Lane Chestertown MD 21620
Price Reduced

1/13

116 Wood Duck Lane 
Chestertown, MD 21620
$37,500
-$2,400 (-6.02%)
  • Mobile Home
  • Active
  • MLS # QA10011965
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Full Bath
  • 1
    Total Bath

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25800 Collins Avenue, Chestertown, MD 21620 View this property at 25800 Collins Avenue, Chestertown, MD 21620
25800 Collins Avenue Chestertown MD 21620

1/30

25800 Collins Avenue 
Chestertown, MD 21620
$325,000
  • Single Family
  • Active
  • MLS # KE10010130
  • Updated 12 days ago
  • 3
    Beds
  • 2
    Full Baths
  • 2
    Total Baths
  • 1
    Car Garage

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707 High Street, Chestertown, MD 21620 View this property at 707 High Street, Chestertown, MD 21620
707 High Street Chestertown MD 21620

1/5

707 High Street 
Chestertown, MD 21620
$110,000
  • Single Family
  • Active
  • MLS # KE10010651
  • 3
    Beds
  • 1
    Full Bath
  • 1
    Total Bath
  • 1,055
    Sq. Ft.

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216 River Road, Chestertown, MD 21620 View this property at 216 River Road, Chestertown, MD 21620
216 River Road Chestertown MD 21620

1/27

216 River Road 
Chestertown, MD 21620
$675,000
  • Single Family
  • Active
  • MLS # QA10009368
  • 3
    Beds
  • 2
    Full Baths
  • 1
    Partial Bath
  • 3
    Total Baths
  • 2,200
    Sq. Ft.

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