Recently Viewed Properties
Locations
Filters
Add/Edit Locations
Oops! We need you to add a location.
more

Add

NEARBY
    HISTORY
      Save this Search
      Filters
      Any Price
      —
      More Filters
      Save this Search
      Filters
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Square Feet
      FEATURES
      KEYWORDS

      Add

      Max keywords reached
      Save this Search
      Hide Map
      159 Results

      Chestertown, MD Real Estate & Homes For Sale

      Order By
      1008 Twin Court, Chestertown, MD 21620View this property at 1008 Twin Court, Chestertown, MD 21620
      1008 Twin CourtChestertownMD21620
      1008 Twin Court - Photo 1 1008 Twin Court - Photo 2 1008 Twin Court - Photo 3 1008 Twin Court - Photo 4 1008 Twin Court - Photo 5 1008 Twin Court - Photo 6 1008 Twin Court - Photo 7 1008 Twin Court - Photo 8 1008 Twin Court - Photo 9 1008 Twin Court - Photo 10 1008 Twin Court - Photo 11 1008 Twin Court - Photo 12 1008 Twin Court - Photo 13 1008 Twin Court - Photo 14 1008 Twin Court - Photo 15 1008 Twin Court - Photo 16 1008 Twin Court - Photo 17 1008 Twin Court - Photo 18 1008 Twin Court - Photo 19 1008 Twin Court - Photo 20 1008 Twin Court - Photo 21 1008 Twin Court - Photo 22 1008 Twin Court - Photo 23 1008 Twin Court - Photo 24 1008 Twin Court - Photo 25 1008 Twin Court - Photo 26 1008 Twin Court - Photo 27
      Just Listed

      1/27

      1008 Twin Court 
      Chestertown, MD 21620
      $239,000
      • Single Family
      • Active
      • MLS # 1002078730
      • Updated 3 hours ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2
        Car Garage
      Listed by Doug Ashley Realtors, LLC, Retha J Arrabal

      SaveHideContactShareLocation

      128 Royston Shores Road, Chestertown, MD 21620View this property at 128 Royston Shores Road, Chestertown, MD 21620
      128 Royston Shores RoadChestertownMD21620
      128 Royston Shores Road - Photo 1 128 Royston Shores Road - Photo 2 128 Royston Shores Road - Photo 3 128 Royston Shores Road - Photo 4 128 Royston Shores Road - Photo 5 128 Royston Shores Road - Photo 6 128 Royston Shores Road - Photo 7 128 Royston Shores Road - Photo 8 128 Royston Shores Road - Photo 9 128 Royston Shores Road - Photo 10 128 Royston Shores Road - Photo 11 128 Royston Shores Road - Photo 12 128 Royston Shores Road - Photo 13 128 Royston Shores Road - Photo 14 128 Royston Shores Road - Photo 15 128 Royston Shores Road - Photo 16 128 Royston Shores Road - Photo 17 128 Royston Shores Road - Photo 18 128 Royston Shores Road - Photo 19 128 Royston Shores Road - Photo 20 128 Royston Shores Road - Photo 21 128 Royston Shores Road - Photo 22 128 Royston Shores Road - Photo 23
      Just Listed

      1/23

      128 Royston Shores Road 
      Chestertown, MD 21620
      $619,800
      • Single Family
      • Active
      • MLS # 1002073158
      • Updated 1 day ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Sullivan Select, LLC., Cynthia R Sullivan and Sullivan Select, LLC., Leesa Arnold

      SaveHideContactShareLocation

      265 Pear Tree Point Road, Chestertown, MD 21620View this property at 265 Pear Tree Point Road, Chestertown, MD 21620
      265 Pear Tree Point RoadChestertownMD21620
      265 Pear Tree Point Road - Photo 1 265 Pear Tree Point Road - Photo 2 265 Pear Tree Point Road - Photo 3 265 Pear Tree Point Road - Photo 4 265 Pear Tree Point Road - Photo 5 265 Pear Tree Point Road - Photo 6 265 Pear Tree Point Road - Photo 7 265 Pear Tree Point Road - Photo 8 265 Pear Tree Point Road - Photo 9 265 Pear Tree Point Road - Photo 10 265 Pear Tree Point Road - Photo 11 265 Pear Tree Point Road - Photo 12 265 Pear Tree Point Road - Photo 13 265 Pear Tree Point Road - Photo 14 265 Pear Tree Point Road - Photo 15 265 Pear Tree Point Road - Photo 16 265 Pear Tree Point Road - Photo 17 265 Pear Tree Point Road - Photo 18 265 Pear Tree Point Road - Photo 19 265 Pear Tree Point Road - Photo 20 265 Pear Tree Point Road - Photo 21 265 Pear Tree Point Road - Photo 22 265 Pear Tree Point Road - Photo 23 265 Pear Tree Point Road - Photo 24 265 Pear Tree Point Road - Photo 25 265 Pear Tree Point Road - Photo 26 265 Pear Tree Point Road - Photo 27 265 Pear Tree Point Road - Photo 28 265 Pear Tree Point Road - Photo 29 265 Pear Tree Point Road - Photo 30
      Just Listed

      1/30

      Open House
      Sat7/2812-2
      265 Pear Tree Point Road 
      Chestertown, MD 21620
      $750,000
      • Single Family
      • Active
      • MLS # 1002071386
      • Updated 1 day ago
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 5,563
        Sq. Ft.
      • 3
        Car Garage
      Listed by Chaney Homes, LLC, Jennifer S Chaney

      SaveHideContactShareLocation

      116 High Street, Chestertown, MD 21620View this property at 116 High Street, Chestertown, MD 21620
      116 High StreetChestertownMD21620
      116 High Street - Photo 1 116 High Street - Photo 2 116 High Street - Photo 3 116 High Street - Photo 4 116 High Street - Photo 5 116 High Street - Photo 6 116 High Street - Photo 7 116 High Street - Photo 8 116 High Street - Photo 9 116 High Street - Photo 10 116 High Street - Photo 11 116 High Street - Photo 12 116 High Street - Photo 13 116 High Street - Photo 14 116 High Street - Photo 15 116 High Street - Photo 16 116 High Street - Photo 17 116 High Street - Photo 18 116 High Street - Photo 19 116 High Street - Photo 20 116 High Street - Photo 21 116 High Street - Photo 22 116 High Street - Photo 23 116 High Street - Photo 24 116 High Street - Photo 25 116 High Street - Photo 26 116 High Street - Photo 27
      Just Listed

      1/27

      116 High Street 
      Chestertown, MD 21620
      $574,900
      • Single Family
      • Active
      • MLS # 1002067484
      • Updated 6 hours ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      Listed by Select Land & Homes, LLC, Miles K Norris

      SaveHideContactShareLocation

      304 Princess Anne Drive, Chestertown, MD 21620View this property at 304 Princess Anne Drive, Chestertown, MD 21620
      304 Princess Anne DriveChestertownMD21620
      304 Princess Anne Drive - Photo 1 304 Princess Anne Drive - Photo 2 304 Princess Anne Drive - Photo 3 304 Princess Anne Drive - Photo 4 304 Princess Anne Drive - Photo 5 304 Princess Anne Drive - Photo 6 304 Princess Anne Drive - Photo 7 304 Princess Anne Drive - Photo 8 304 Princess Anne Drive - Photo 9 304 Princess Anne Drive - Photo 10 304 Princess Anne Drive - Photo 11 304 Princess Anne Drive - Photo 12 304 Princess Anne Drive - Photo 13 304 Princess Anne Drive - Photo 14 304 Princess Anne Drive - Photo 15 304 Princess Anne Drive - Photo 16 304 Princess Anne Drive - Photo 17 304 Princess Anne Drive - Photo 18 304 Princess Anne Drive - Photo 19 304 Princess Anne Drive - Photo 20 304 Princess Anne Drive - Photo 21 304 Princess Anne Drive - Photo 22 304 Princess Anne Drive - Photo 23 304 Princess Anne Drive - Photo 24
      Just Listed

      1/24

      304 Princess Anne Drive 
      Chestertown, MD 21620
      $198,167
      • Single Family
      • Active
      • MLS # 1002063792
      • Updated 1 day ago
      • 3
        Beds
      • 2
        Full Baths
      • 18
        Partial Baths
      • 20
        Total Baths
      • 1,722
        Sq. Ft.
      • 1
        Car Garage
      Listed by Long & Foster Real Estate, Inc., Elinor W Warring

      SaveHideContactShareLocation

      205 Birch Run Road, Chestertown, MD 21620View this property at 205 Birch Run Road, Chestertown, MD 21620
      205 Birch Run RoadChestertownMD21620
      205 Birch Run Road - Photo 1 205 Birch Run Road - Photo 2 205 Birch Run Road - Photo 3 205 Birch Run Road - Photo 4 205 Birch Run Road - Photo 5 205 Birch Run Road - Photo 6 205 Birch Run Road - Photo 7 205 Birch Run Road - Photo 8 205 Birch Run Road - Photo 9 205 Birch Run Road - Photo 10 205 Birch Run Road - Photo 11 205 Birch Run Road - Photo 12 205 Birch Run Road - Photo 13 205 Birch Run Road - Photo 14 205 Birch Run Road - Photo 15 205 Birch Run Road - Photo 16 205 Birch Run Road - Photo 17 205 Birch Run Road - Photo 18 205 Birch Run Road - Photo 19 205 Birch Run Road - Photo 20 205 Birch Run Road - Photo 21 205 Birch Run Road - Photo 22 205 Birch Run Road - Photo 23 205 Birch Run Road - Photo 24 205 Birch Run Road - Photo 25
      Just Listed

      1/25

      205 Birch Run Road 
      Chestertown, MD 21620
      $339,000
      • Single Family
      • Active
      • MLS # 1002002288
      • Updated 3 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,727
        Sq. Ft.
      • 1
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto and Coldwell Banker Chesapeake Real Estate Company, Richard L Barker

      SaveHideContactShareLocation

      8820 Georgetown Road, Chestertown, MD 21620View this property at 8820 Georgetown Road, Chestertown, MD 21620
      8820 Georgetown RoadChestertownMD21620
      8820 Georgetown Road - Photo 1 8820 Georgetown Road - Photo 2 8820 Georgetown Road - Photo 3 8820 Georgetown Road - Photo 4 8820 Georgetown Road - Photo 5 8820 Georgetown Road - Photo 6 8820 Georgetown Road - Photo 7 8820 Georgetown Road - Photo 8 8820 Georgetown Road - Photo 9 8820 Georgetown Road - Photo 10 8820 Georgetown Road - Photo 11 8820 Georgetown Road - Photo 12 8820 Georgetown Road - Photo 13 8820 Georgetown Road - Photo 14 8820 Georgetown Road - Photo 15
      Just Listed

      1/15

      8820 Georgetown Road 
      Chestertown, MD 21620
      $29,000
      • Single Family
      • Active
      • MLS # 1002061932
      • Updated 3 days ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      Listed by Doug Ashley Realtors, LLC, Michele A Palmer

      SaveHideContactShareLocation

      114 Oak Leaf Drive, Chestertown, MD 21620View this property at 114 Oak Leaf Drive, Chestertown, MD 21620
      114 Oak Leaf DriveChestertownMD21620
      114 Oak Leaf Drive - Photo 1
      Just Listed

      1/1

      114 Oak Leaf Drive 
      Chestertown, MD 21620
      $179,000
      • Townhouse
      • Active
      • MLS # 1002043298
      • Updated 3 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Champion Realty, Inc., Sharon E Crew and Champion Realty, Inc., Patsy J Whiteley

      SaveHideContactShareLocation

      141 Prospect Street, Chestertown, MD 21620View this property at 141 Prospect Street, Chestertown, MD 21620
      141 Prospect StreetChestertownMD21620
      141 Prospect Street - Photo 1 141 Prospect Street - Photo 2 141 Prospect Street - Photo 3 141 Prospect Street - Photo 4 141 Prospect Street - Photo 5 141 Prospect Street - Photo 6 141 Prospect Street - Photo 7 141 Prospect Street - Photo 8 141 Prospect Street - Photo 9
      Just Listed

      1/9

      141 Prospect Street 
      Chestertown, MD 21620
      $66,000
      • Single Family
      • Active
      • MLS # 1002044818
      • Updated 5 days ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1
        Car Garage
      Listed by Wyble Enterprises, Hugh H Wyble

      SaveHideContactShareLocation

      347 Burchard Sawmill Road, Chestertown, MD 21620View this property at 347 Burchard Sawmill Road, Chestertown, MD 21620
      347 Burchard Sawmill RoadChestertownMD21620
      347 Burchard Sawmill Road - Photo 1 347 Burchard Sawmill Road - Photo 2 347 Burchard Sawmill Road - Photo 3 347 Burchard Sawmill Road - Photo 4 347 Burchard Sawmill Road - Photo 5 347 Burchard Sawmill Road - Photo 6 347 Burchard Sawmill Road - Photo 7 347 Burchard Sawmill Road - Photo 8 347 Burchard Sawmill Road - Photo 9 347 Burchard Sawmill Road - Photo 10 347 Burchard Sawmill Road - Photo 11 347 Burchard Sawmill Road - Photo 12 347 Burchard Sawmill Road - Photo 13 347 Burchard Sawmill Road - Photo 14 347 Burchard Sawmill Road - Photo 15 347 Burchard Sawmill Road - Photo 16 347 Burchard Sawmill Road - Photo 17 347 Burchard Sawmill Road - Photo 18 347 Burchard Sawmill Road - Photo 19 347 Burchard Sawmill Road - Photo 20 347 Burchard Sawmill Road - Photo 21 347 Burchard Sawmill Road - Photo 22 347 Burchard Sawmill Road - Photo 23 347 Burchard Sawmill Road - Photo 24
      Just Listed

      1/24

      347 Burchard Sawmill Road 
      Chestertown, MD 21620
      $299,900
      • Single Family
      • Active
      • MLS # 1002042460
      • Updated 5 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,500
        Sq. Ft.
      • 2
        Car Garage
      Listed by Brenton and Clark Realty LLC, Karen T Clark

      SaveHideContactShareLocation

      866 Washington Avenue, Chestertown, MD 21620View this property at 866 Washington Avenue, Chestertown, MD 21620
      866 Washington AvenueChestertownMD21620
      866 Washington Avenue - Photo 1 866 Washington Avenue - Photo 2 866 Washington Avenue - Photo 3 866 Washington Avenue - Photo 4 866 Washington Avenue - Photo 5 866 Washington Avenue - Photo 6 866 Washington Avenue - Photo 7 866 Washington Avenue - Photo 8 866 Washington Avenue - Photo 9

      1/9

      866 Washington Avenue 
      Chestertown, MD 21620
      $155,000
      • Single Family
      • Active
      • MLS # 1002017446
      • Updated 5 days ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,800
        Sq. Ft.
      Listed by Cross Street Realtors LLC, Richard Lee Matera

      SaveHideContactShareLocation

      21179 Chesapeake Road, Chestertown, MD 21620View this property at 21179 Chesapeake Road, Chestertown, MD 21620
      21179 Chesapeake RoadChestertownMD21620
      21179 Chesapeake Road - Photo 1 21179 Chesapeake Road - Photo 2 21179 Chesapeake Road - Photo 3 21179 Chesapeake Road - Photo 4 21179 Chesapeake Road - Photo 5
      Price Reduced

      1/5

      21179 Chesapeake Road 
      Chestertown, MD 21620
      $149,900
      -$100 (-0.07%)
      • Single Family
      • Active
      • MLS # 1002040704
      • Updated 4 days ago
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 1
        Car Garage
      Listed by Doug Ashley Realtors, LLC, Retha J Arrabal

      SaveHideContactShareLocation

      530 Cannon Street, Chestertown, MD 21620View this property at 530 Cannon Street, Chestertown, MD 21620
      530 Cannon StreetChestertownMD21620
      530 Cannon Street - Photo 1 530 Cannon Street - Photo 2 530 Cannon Street - Photo 3 530 Cannon Street - Photo 4 530 Cannon Street - Photo 5 530 Cannon Street - Photo 6 530 Cannon Street - Photo 7 530 Cannon Street - Photo 8 530 Cannon Street - Photo 9 530 Cannon Street - Photo 10 530 Cannon Street - Photo 11 530 Cannon Street - Photo 12 530 Cannon Street - Photo 13 530 Cannon Street - Photo 14 530 Cannon Street - Photo 15 530 Cannon Street - Photo 16 530 Cannon Street - Photo 17 530 Cannon Street - Photo 18 530 Cannon Street - Photo 19 530 Cannon Street - Photo 20 530 Cannon Street - Photo 21 530 Cannon Street - Photo 22 530 Cannon Street - Photo 23 530 Cannon Street - Photo 24 530 Cannon Street - Photo 25 530 Cannon Street - Photo 26 530 Cannon Street - Photo 27

      1/27

      Open House
      Sat7/2811-1
      530 Cannon Street 
      Chestertown, MD 21620
      $294,000
      • Single Family
      • Active
      • MLS # 1002030790
      • Updated 6 days ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1
        Car Garage
      Listed by Select Land & Homes, LLC, Miles K Norris

      SaveHideContactShareLocation

      25211 Foxchase Drive, Chestertown, MD 21620View this property at 25211 Foxchase Drive, Chestertown, MD 21620
      25211 Foxchase DriveChestertownMD21620
      25211 Foxchase Drive - Photo 1 25211 Foxchase Drive - Photo 2 25211 Foxchase Drive - Photo 3 25211 Foxchase Drive - Photo 4 25211 Foxchase Drive - Photo 5 25211 Foxchase Drive - Photo 6 25211 Foxchase Drive - Photo 7 25211 Foxchase Drive - Photo 8 25211 Foxchase Drive - Photo 9 25211 Foxchase Drive - Photo 10 25211 Foxchase Drive - Photo 11 25211 Foxchase Drive - Photo 12 25211 Foxchase Drive - Photo 13 25211 Foxchase Drive - Photo 14 25211 Foxchase Drive - Photo 15 25211 Foxchase Drive - Photo 16 25211 Foxchase Drive - Photo 17 25211 Foxchase Drive - Photo 18 25211 Foxchase Drive - Photo 19 25211 Foxchase Drive - Photo 20 25211 Foxchase Drive - Photo 21 25211 Foxchase Drive - Photo 22 25211 Foxchase Drive - Photo 23 25211 Foxchase Drive - Photo 24 25211 Foxchase Drive - Photo 25 25211 Foxchase Drive - Photo 26 25211 Foxchase Drive - Photo 27 25211 Foxchase Drive - Photo 28 25211 Foxchase Drive - Photo 29 25211 Foxchase Drive - Photo 30

      1/30

      25211 Foxchase Drive 
      Chestertown, MD 21620
      $425,000
      • Single Family
      • Active
      • MLS # 1002024686
      • Updated 8 days ago
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 2
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Mary C Carlisle

      SaveHideContactShareLocation

      9840 White Swan Court, Chestertown, MD 21620View this property at 9840 White Swan Court, Chestertown, MD 21620
      9840 White Swan CourtChestertownMD21620
      9840 White Swan Court - Photo 1 9840 White Swan Court - Photo 2 9840 White Swan Court - Photo 3 9840 White Swan Court - Photo 4 9840 White Swan Court - Photo 5 9840 White Swan Court - Photo 6 9840 White Swan Court - Photo 7 9840 White Swan Court - Photo 8 9840 White Swan Court - Photo 9 9840 White Swan Court - Photo 10 9840 White Swan Court - Photo 11 9840 White Swan Court - Photo 12 9840 White Swan Court - Photo 13 9840 White Swan Court - Photo 14 9840 White Swan Court - Photo 15 9840 White Swan Court - Photo 16 9840 White Swan Court - Photo 17 9840 White Swan Court - Photo 18 9840 White Swan Court - Photo 19 9840 White Swan Court - Photo 20 9840 White Swan Court - Photo 21

      1/21

      9840 White Swan Court 
      Chestertown, MD 21620
      $769,000
      • Single Family
      • Active
      • MLS # 1001989080
      • Updated 9 minutes ago
      • 4
        Beds
      • 5
        Full Baths
      • 5
        Total Baths
      • 4,682
        Sq. Ft.
      • 3
        Car Garage
      Listed by Cross Street Realtors LLC, Stacy L Kendall and Cross Street Realtors LLC, Lisa L Hoon

      SaveHideContactShareLocation

      112 Pine Chip Road, Chestertown, MD 21620View this property at 112 Pine Chip Road, Chestertown, MD 21620
      112 Pine Chip RoadChestertownMD21620
      112 Pine Chip Road - Photo 1 112 Pine Chip Road - Photo 2 112 Pine Chip Road - Photo 3 112 Pine Chip Road - Photo 4 112 Pine Chip Road - Photo 5 112 Pine Chip Road - Photo 6 112 Pine Chip Road - Photo 7 112 Pine Chip Road - Photo 8 112 Pine Chip Road - Photo 9 112 Pine Chip Road - Photo 10 112 Pine Chip Road - Photo 11 112 Pine Chip Road - Photo 12 112 Pine Chip Road - Photo 13 112 Pine Chip Road - Photo 14 112 Pine Chip Road - Photo 15 112 Pine Chip Road - Photo 16 112 Pine Chip Road - Photo 17 112 Pine Chip Road - Photo 18 112 Pine Chip Road - Photo 19 112 Pine Chip Road - Photo 20 112 Pine Chip Road - Photo 21 112 Pine Chip Road - Photo 22 112 Pine Chip Road - Photo 23 112 Pine Chip Road - Photo 24

      1/24

      112 Pine Chip Road 
      Chestertown, MD 21620
      $188,000
      • Single Family
      • Active
      • MLS # 1001980968
      • Updated 9 days ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,248
        Sq. Ft.
      Listed by Chesapeake Real Estate Associates, LLC, Erin Anderson

      SaveHideContactShareLocation

      22455 Fairgale Farm Lane, Chestertown, MD 21620View this property at 22455 Fairgale Farm Lane, Chestertown, MD 21620
      22455 Fairgale Farm LaneChestertownMD21620
      22455 Fairgale Farm Lane - Photo 1 22455 Fairgale Farm Lane - Photo 2 22455 Fairgale Farm Lane - Photo 3 22455 Fairgale Farm Lane - Photo 4 22455 Fairgale Farm Lane - Photo 5 22455 Fairgale Farm Lane - Photo 6 22455 Fairgale Farm Lane - Photo 7 22455 Fairgale Farm Lane - Photo 8 22455 Fairgale Farm Lane - Photo 9 22455 Fairgale Farm Lane - Photo 10 22455 Fairgale Farm Lane - Photo 11 22455 Fairgale Farm Lane - Photo 12 22455 Fairgale Farm Lane - Photo 13 22455 Fairgale Farm Lane - Photo 14 22455 Fairgale Farm Lane - Photo 15 22455 Fairgale Farm Lane - Photo 16 22455 Fairgale Farm Lane - Photo 17 22455 Fairgale Farm Lane - Photo 18 22455 Fairgale Farm Lane - Photo 19 22455 Fairgale Farm Lane - Photo 20 22455 Fairgale Farm Lane - Photo 21 22455 Fairgale Farm Lane - Photo 22 22455 Fairgale Farm Lane - Photo 23 22455 Fairgale Farm Lane - Photo 24 22455 Fairgale Farm Lane - Photo 25 22455 Fairgale Farm Lane - Photo 26 22455 Fairgale Farm Lane - Photo 27 22455 Fairgale Farm Lane - Photo 28 22455 Fairgale Farm Lane - Photo 29 22455 Fairgale Farm Lane - Photo 30

      1/30

      22455 Fairgale Farm Lane 
      Chestertown, MD 21620
      $945,000
      • Single Family
      • Active
      • MLS # 1001975094
      • Updated 5 days ago
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 4,416
        Sq. Ft.
      Listed by Coldwell Banker Chesapeake Real Estate Company, Mary I Fielding

      SaveHideContactShareLocation

      7940 Brices Mill Road, Chestertown, MD 21620View this property at 7940 Brices Mill Road, Chestertown, MD 21620
      7940 Brices Mill RoadChestertownMD21620
      7940 Brices Mill Road - Photo 1 7940 Brices Mill Road - Photo 2 7940 Brices Mill Road - Photo 3 7940 Brices Mill Road - Photo 4 7940 Brices Mill Road - Photo 5 7940 Brices Mill Road - Photo 6 7940 Brices Mill Road - Photo 7 7940 Brices Mill Road - Photo 8 7940 Brices Mill Road - Photo 9 7940 Brices Mill Road - Photo 10 7940 Brices Mill Road - Photo 11 7940 Brices Mill Road - Photo 12 7940 Brices Mill Road - Photo 13 7940 Brices Mill Road - Photo 14 7940 Brices Mill Road - Photo 15 7940 Brices Mill Road - Photo 16 7940 Brices Mill Road - Photo 17 7940 Brices Mill Road - Photo 18 7940 Brices Mill Road - Photo 19 7940 Brices Mill Road - Photo 20 7940 Brices Mill Road - Photo 21 7940 Brices Mill Road - Photo 22 7940 Brices Mill Road - Photo 23 7940 Brices Mill Road - Photo 24 7940 Brices Mill Road - Photo 25 7940 Brices Mill Road - Photo 26

      1/26

      7940 Brices Mill Road 
      Chestertown, MD 21620
      $499,900
      • Single Family
      • Active
      • MLS # 1001986580
      • Updated 1 day ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Peter D Heller

      SaveHideContactShareLocation

      10765 Glenola Road, Chestertown, MD 21620View this property at 10765 Glenola Road, Chestertown, MD 21620
      10765 Glenola RoadChestertownMD21620
      10765 Glenola Road - Photo 1 10765 Glenola Road - Photo 2 10765 Glenola Road - Photo 3 10765 Glenola Road - Photo 4 10765 Glenola Road - Photo 5 10765 Glenola Road - Photo 6 10765 Glenola Road - Photo 7 10765 Glenola Road - Photo 8 10765 Glenola Road - Photo 9 10765 Glenola Road - Photo 10 10765 Glenola Road - Photo 11 10765 Glenola Road - Photo 12 10765 Glenola Road - Photo 13 10765 Glenola Road - Photo 14 10765 Glenola Road - Photo 15 10765 Glenola Road - Photo 16 10765 Glenola Road - Photo 17 10765 Glenola Road - Photo 18 10765 Glenola Road - Photo 19 10765 Glenola Road - Photo 20 10765 Glenola Road - Photo 21 10765 Glenola Road - Photo 22 10765 Glenola Road - Photo 23 10765 Glenola Road - Photo 24 10765 Glenola Road - Photo 25 10765 Glenola Road - Photo 26 10765 Glenola Road - Photo 27 10765 Glenola Road - Photo 28

      1/28

      10765 Glenola Road 
      Chestertown, MD 21620
      $149,000
      • Single Family
      • Active
      • MLS # 1001996152
      • Updated 4 hours ago
      • 2
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      Listed by Doug Ashley Realtors, LLC, Retha J Arrabal

      SaveHideContactShareLocation

      21322 Tennessee Avenue, Chestertown, MD 21620View this property at 21322 Tennessee Avenue, Chestertown, MD 21620
      21322 Tennessee AvenueChestertownMD21620
      21322 Tennessee Avenue - Photo 1 21322 Tennessee Avenue - Photo 2 21322 Tennessee Avenue - Photo 3 21322 Tennessee Avenue - Photo 4 21322 Tennessee Avenue - Photo 5 21322 Tennessee Avenue - Photo 6 21322 Tennessee Avenue - Photo 7 21322 Tennessee Avenue - Photo 8 21322 Tennessee Avenue - Photo 9 21322 Tennessee Avenue - Photo 10 21322 Tennessee Avenue - Photo 11 21322 Tennessee Avenue - Photo 12 21322 Tennessee Avenue - Photo 13

      1/13

      21322 Tennessee Avenue 
      Chestertown, MD 21620
      $69,000
      • Single Family
      • Active
      • MLS # 1001984490
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      Listed by Doug Ashley Realtors, LLC, Michele A Palmer

      SaveHideContactShareLocation

      6100 Pine Acres Road, Chestertown, MD 21620View this property at 6100 Pine Acres Road, Chestertown, MD 21620
      6100 Pine Acres RoadChestertownMD21620
      6100 Pine Acres Road - Photo 1 6100 Pine Acres Road - Photo 2 6100 Pine Acres Road - Photo 3 6100 Pine Acres Road - Photo 4 6100 Pine Acres Road - Photo 5 6100 Pine Acres Road - Photo 6 6100 Pine Acres Road - Photo 7 6100 Pine Acres Road - Photo 8 6100 Pine Acres Road - Photo 9 6100 Pine Acres Road - Photo 10 6100 Pine Acres Road - Photo 11 6100 Pine Acres Road - Photo 12 6100 Pine Acres Road - Photo 13 6100 Pine Acres Road - Photo 14 6100 Pine Acres Road - Photo 15 6100 Pine Acres Road - Photo 16 6100 Pine Acres Road - Photo 17 6100 Pine Acres Road - Photo 18 6100 Pine Acres Road - Photo 19 6100 Pine Acres Road - Photo 20 6100 Pine Acres Road - Photo 21 6100 Pine Acres Road - Photo 22 6100 Pine Acres Road - Photo 23 6100 Pine Acres Road - Photo 24 6100 Pine Acres Road - Photo 25 6100 Pine Acres Road - Photo 26 6100 Pine Acres Road - Photo 27 6100 Pine Acres Road - Photo 28

      1/28

      6100 Pine Acres Road 
      Chestertown, MD 21620
      $550,000
      • Single Family
      • Active
      • MLS # 1001973778
      • Updated 2 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,299
        Sq. Ft.
      Listed by Coldwell Banker Chesapeake Real Estate Company, Richard L Barker and Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto

      SaveHideContactShareLocation

      25026 Chestertown Road, Chestertown, MD 21620View this property at 25026 Chestertown Road, Chestertown, MD 21620
      25026 Chestertown RoadChestertownMD21620
      25026 Chestertown Road - Photo 1 25026 Chestertown Road - Photo 2 25026 Chestertown Road - Photo 3 25026 Chestertown Road - Photo 4 25026 Chestertown Road - Photo 5 25026 Chestertown Road - Photo 6 25026 Chestertown Road - Photo 7 25026 Chestertown Road - Photo 8 25026 Chestertown Road - Photo 9 25026 Chestertown Road - Photo 10 25026 Chestertown Road - Photo 11 25026 Chestertown Road - Photo 12 25026 Chestertown Road - Photo 13 25026 Chestertown Road - Photo 14 25026 Chestertown Road - Photo 15 25026 Chestertown Road - Photo 16 25026 Chestertown Road - Photo 17

      1/17

      25026 Chestertown Road 
      Chestertown, MD 21620
      $239,000
      • Single Family
      • Active
      • MLS # 1001972806
      • Updated 10 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,185
        Sq. Ft.
      • 1
        Car Garage
      Listed by Rock Hall Properties Real Estate, Cindy Genther

      SaveHideContactShareLocation

      104 Wood Duck Lane, Chestertown, MD 21620View this property at 104 Wood Duck Lane, Chestertown, MD 21620
      104 Wood Duck LaneChestertownMD21620
      104 Wood Duck Lane - Photo 1 104 Wood Duck Lane - Photo 2 104 Wood Duck Lane - Photo 3 104 Wood Duck Lane - Photo 4 104 Wood Duck Lane - Photo 5 104 Wood Duck Lane - Photo 6 104 Wood Duck Lane - Photo 7 104 Wood Duck Lane - Photo 8 104 Wood Duck Lane - Photo 9 104 Wood Duck Lane - Photo 10 104 Wood Duck Lane - Photo 11 104 Wood Duck Lane - Photo 12 104 Wood Duck Lane - Photo 13 104 Wood Duck Lane - Photo 14

      1/14

      104 Wood Duck Lane 
      Chestertown, MD 21620
      $118,500
      • Single Family
      • Active
      • MLS # 1001970150
      • Updated 10 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto and Coldwell Banker Chesapeake Real Estate Company, Richard L Barker

      SaveHideContactShareLocation

      8400 Rock Hall Road, Chestertown, MD 21620View this property at 8400 Rock Hall Road, Chestertown, MD 21620
      8400 Rock Hall RoadChestertownMD21620
      8400 Rock Hall Road - Photo 1 8400 Rock Hall Road - Photo 2 8400 Rock Hall Road - Photo 3 8400 Rock Hall Road - Photo 4 8400 Rock Hall Road - Photo 5 8400 Rock Hall Road - Photo 6 8400 Rock Hall Road - Photo 7 8400 Rock Hall Road - Photo 8 8400 Rock Hall Road - Photo 9 8400 Rock Hall Road - Photo 10 8400 Rock Hall Road - Photo 11 8400 Rock Hall Road - Photo 12 8400 Rock Hall Road - Photo 13 8400 Rock Hall Road - Photo 14 8400 Rock Hall Road - Photo 15 8400 Rock Hall Road - Photo 16 8400 Rock Hall Road - Photo 17 8400 Rock Hall Road - Photo 18 8400 Rock Hall Road - Photo 19 8400 Rock Hall Road - Photo 20 8400 Rock Hall Road - Photo 21 8400 Rock Hall Road - Photo 22 8400 Rock Hall Road - Photo 23 8400 Rock Hall Road - Photo 24 8400 Rock Hall Road - Photo 25 8400 Rock Hall Road - Photo 26 8400 Rock Hall Road - Photo 27 8400 Rock Hall Road - Photo 28

      1/28

      8400 Rock Hall Road 
      Chestertown, MD 21620
      $399,900
      • Single Family
      • Active
      • MLS # 1001966132
      • Updated 5 days ago
      • 3
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      Listed by Doug Ashley Realtors, LLC, Vincent J Raimond

      SaveHideContactShareLocation

      Save this search and receive alerts when new properties are listed.

      Load More Results

      Coldwell Banker Residential Brokerage can help you find Chestertown homes for sale, rentals and open houses. Refine your Chestertown real estate search results by price, property type, bedrooms, baths and other features. Need more information? View our Chestertown real estate offices and let us help you find the perfect property.

      Cities Near Chestertown, MD

       

      ZIP Codes Near Chestertown, MD

      Offices serving Chestertown, MD

      Boundaries © 2014-2018 Pitney Bowes Inc. All rights reserved. School attendance zone boundaries are subject to change. Check with the applicable school district prior to making a decision based on these results.

      Home Partners of America and A New Path to Homeownership are registered trademarks of Home Partners of America LLC.

      Coldwell Banker Residential Brokerage and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2018 Coldwell Banker Residential Brokerage. All Rights Reserved. Coldwell Banker Residential Brokerage fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Owned by a subsidiary of NRT LLC. Coldwell Banker and the Coldwell Banker Logo are registered service marks owned by Coldwell Banker Real Estate LLC.

      Chestertown, MD Real Estate & Homes For Sale - 159 Results

      Search options

      We can’t map any of the properties in your results.