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Chestertown, MD Real Estate & Homes For Sale

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      70 Results

      Chestertown, MD Real Estate & Homes For Sale

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      204 Truslow Farm Ln, Chestertown, MD 21620View this property at 204 Truslow Farm Ln, Chestertown, MD 21620
      204 Truslow Farm LnChestertownMD21620

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      204 Truslow Farm Ln  Chestertown, MD 21620

      $729,000
      • Single Family
      • Active
      • MLS # MDQA2009684
      • Updated 6 hours ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 4,741
        Sq. Ft.
      • 2
        Car Garage
      Listed by Chesapeake Real Estate Associates, LLC, Maryn J. LeClair and Chesapeake Real Estate Associates, LLC, Samantha A Grimes
      124 Wilton Rd, Chestertown, MD 21620View this property at 124 Wilton Rd, Chestertown, MD 21620
      124 Wilton RdChestertownMD21620

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      124 Wilton Rd  Chestertown, MD 21620

      $289,900
      • Single Family
      • Active
      • MLS # MDQA2009548
      • Updated 16 hours ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,056
        Sq. Ft.
      Listed by Cross Street Realtors LLC, Jeff Guthrie
      7671 Water View Ln, Chestertown, MD 21620View this property at 7671 Water View Ln, Chestertown, MD 21620
      7671 Water View LnChestertownMD21620

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      7671 Water View Ln  Chestertown, MD 21620

      $310,000
      • Single Family
      • Active
      • MLS # MDKE2003970
      • Updated 1 day ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,153
        Sq. Ft.
      • 2
        Car Garage
      Listed by Real Estate Consultants, Aaron G Butler
      106 Pine St, Chestertown, MD 21620View this property at 106 Pine St, Chestertown, MD 21620
      106 Pine StChestertownMD21620

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      106 Pine St  Chestertown, MD 21620

      $264,975
      • Single Family
      • Coming Soon
      • MLS # MDKE2003962
      • Updated 1 day ago
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,376
        Sq. Ft.
      Listed by Doug Ashley Realtors, LLC, Elisabeth J Ostrander
      22939 Bay Shore Rd, Chestertown, MD 21620View this property at 22939 Bay Shore Rd, Chestertown, MD 21620
      22939 Bay Shore RdChestertownMD21620

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      Open House
      Sat5/1111-1

      22939 Bay Shore Rd  Chestertown, MD 21620

      $319,000
      • Single Family
      • Coming Soon
      • MLS # MDKE2003964
      • Updated 1 day ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,505
        Sq. Ft.
      • 2
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland
      112 Sheaffer Rd, Chestertown, MD 21620View this property at 112 Sheaffer Rd, Chestertown, MD 21620
      112 Sheaffer RdChestertownMD21620

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      112 Sheaffer Rd - Photo 1
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      112 Sheaffer Rd  Chestertown, MD 21620

      $525,000
      • Single Family
      • Coming Soon
      • MLS # MDQA2009698
      • Updated 2 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,728
        Sq. Ft.
      • 2
        Car Garage
      Listed by Doug Ashley Realtors, LLC, Retha J Arrabal
      8974 S Bayview Dr, Chestertown, MD 21620View this property at 8974 S Bayview Dr, Chestertown, MD 21620
      8974 S Bayview DrChestertownMD21620

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      8974 S Bayview Dr  Chestertown, MD 21620

      $2,395,000
      • Single Family
      • Active
      • MLS # MDKE2003854
      • Updated 3 days ago
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,232
        Sq. Ft.
      • 3
        Car Garage
      Listed by Cross Street Realtors LLC, Richard Keaveney
      Landing Ln #40, Chestertown, MD 21620View this property at Landing Ln #40, Chestertown, MD 21620
      Landing Ln #40ChestertownMD21620

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      Landing Ln  #40  Chestertown, MD 21620

      $799,000
      • Single Family
      • Active
      • MLS # MDKE2003948
      • Updated 4 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Benson & Mangold, LLC, Kaitlyn Cole Collins
      7514 Muirfield Dr, Chestertown, MD 21620View this property at 7514 Muirfield Dr, Chestertown, MD 21620
      7514 Muirfield DrChestertownMD21620

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      Coming Soon

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      7514 Muirfield Dr  Chestertown, MD 21620

      $798,000
      • Single Family
      • Coming Soon
      • MLS # MDKE2003926
      • Updated 4 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      Listed by Gunther-McClary Real Estate, John J Burke
      Landing Ln #41, Chestertown, MD 21620View this property at Landing Ln #41, Chestertown, MD 21620
      Landing Ln #41ChestertownMD21620

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      Just Listed

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      Landing Ln  #41  Chestertown, MD 21620

      $785,000
      • Single Family
      • Active
      • MLS # MDKE2003936
      • Updated 4 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Benson & Mangold, LLC, Kaitlyn Cole Collins
      208 Byford Dr, Chestertown, MD 21620View this property at 208 Byford Dr, Chestertown, MD 21620
      208 Byford DrChestertownMD21620

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      Price Reduced

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      208 Byford Dr  Chestertown, MD 21620

      $365,000
      -$20,000 (-5.19%)
      • Single Family
      • Active
      • MLS # MDKE2003778
      • Updated 3 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,045
        Sq. Ft.
      • 2
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Mary I Fielding
      Little Harbor Way #19, Chestertown, MD 21620View this property at Little Harbor Way #19, Chestertown, MD 21620
      Little Harbor Way #19ChestertownMD21620

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      Little Harbor Way  #19  Chestertown, MD 21620

      $864,000
      • Single Family
      • Active
      • MLS # MDKE2003932
      • Updated 7 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,964
        Sq. Ft.
      • 1
        Car Garage
      Listed by Benson & Mangold, LLC, Kaitlyn Cole Collins
      Little Harbor Way #20, Chestertown, MD 21620View this property at Little Harbor Way #20, Chestertown, MD 21620
      Little Harbor Way #20ChestertownMD21620

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      Little Harbor Way  #20  Chestertown, MD 21620

      $854,000
      • Single Family
      • Active
      • MLS # MDKE2003934
      • Updated 7 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1
        Car Garage
      Listed by Benson & Mangold, LLC, Kaitlyn Cole Collins
      122 1st St, Chestertown, MD 21620View this property at 122 1st St, Chestertown, MD 21620
      122 1st StChestertownMD21620

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      Price Reduced

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      122 1st St  Chestertown, MD 21620

      $139,900
      -$10,100 (-6.73%)
      • Single Family
      • Under Contract
      • MLS # MDQA2009526
      • Updated 3 hours ago
      • 2
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 720
        Sq. Ft.
      Listed by Chesapeake Real Estate Associates, LLC, Roger M Boyce
      1 Reed Ct, Chestertown, MD 21620View this property at 1 Reed Ct, Chestertown, MD 21620
      1 Reed CtChestertownMD21620

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      Sale Pending

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      1 Reed Ct  Chestertown, MD 21620

      $379,000
      • Single Family
      • Pending
      • MLS # MDKE2003900
      • Updated 4 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,854
        Sq. Ft.
      Listed by RE/MAX Leading Edge, Carol L Tinnin
      128 N Queen St, Chestertown, MD 21620View this property at 128 N Queen St, Chestertown, MD 21620
      128 N Queen StChestertownMD21620

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      128 N Queen St  Chestertown, MD 21620

      $650,000
      • Multi-Family
      • Active
      • MLS # MDKE2003916
      • Updated 3 days ago
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto
      128 N Queen St, Chestertown, MD 21620View this property at 128 N Queen St, Chestertown, MD 21620
      128 N Queen StChestertownMD21620

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      128 N Queen St  Chestertown, MD 21620

      $650,000
      • Multi-Family
      • Active
      • MLS # MDKE2003820
      • Updated 3 days ago
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto
      7488 Poplar Ave, Chestertown, MD 21620View this property at 7488 Poplar Ave, Chestertown, MD 21620
      7488 Poplar AveChestertownMD21620

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      7488 Poplar Ave  Chestertown, MD 21620

      $250,000
      • Single Family
      • Coming Soon
      • MLS # MDKE2003902
      • Updated 3 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,232
        Sq. Ft.
      Listed by RE/MAX Executive, Crystal M Smith
      21345 Persimmon Dr, Chestertown, MD 21620View this property at 21345 Persimmon Dr, Chestertown, MD 21620
      21345 Persimmon DrChestertownMD21620

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      21345 Persimmon Dr  Chestertown, MD 21620

      $154,900
      • Townhouse
      • Active
      • MLS # MDKE2003862
      • Updated 3 days ago
      • 2
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,232
        Sq. Ft.
      Listed by Chesapeake Real Estate Associates, LLC, Roger M Boyce
      7755 Water View Ln, Chestertown, MD 21620View this property at 7755 Water View Ln, Chestertown, MD 21620
      7755 Water View LnChestertownMD21620

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      7755 Water View Ln  Chestertown, MD 21620

      $975,000
      • Single Family
      • Active
      • MLS # MDKE2003814
      • Updated 3 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 4,730
        Sq. Ft.
      • 2
        Car Garage
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto
      124 Edmore Rd, Chestertown, MD 21620View this property at 124 Edmore Rd, Chestertown, MD 21620
      124 Edmore RdChestertownMD21620

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      124 Edmore Rd  Chestertown, MD 21620

      $242,000
      • Single Family
      • Under Contract
      • MLS # MDQA2009396
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,056
        Sq. Ft.
      Listed by Coldwell Banker Chesapeake Real Estate Company, Lisa P Raffetto
      349 & 351 High St, Chestertown, MD 21620View this property at 349 & 351 High St, Chestertown, MD 21620
      349 & 351 High StChestertownMD21620

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      349 & 351 High St  Chestertown, MD 21620

      $425,000
      • Duplex
      • Active
      • MLS # MDKE2003720
      • Updated 3 days ago
      • 3,664
        Sq. Ft.
      Listed by Coldwell Banker Chesapeake Real Estate Company, Cheryl Hurt
      235 Burchard Sawmill Rd, Chestertown, MD 21620View this property at 235 Burchard Sawmill Rd, Chestertown, MD 21620
      235 Burchard Sawmill RdChestertownMD21620

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      235 Burchard Sawmill Rd  Chestertown, MD 21620

      $289,000
      • Single Family
      • Active
      • MLS # MDQA2009482
      • Updated 2 days ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 864
        Sq. Ft.
      Listed by Village Real Estate Company LLC, John T Carroll
      214 Richard Dr, Chestertown, MD 21620View this property at 214 Richard Dr, Chestertown, MD 21620
      214 Richard DrChestertownMD21620

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      214 Richard Dr - Photo 1 214 Richard Dr - Photo 2 214 Richard Dr - Photo 3 214 Richard Dr - Photo 4 214 Richard Dr - Photo 5 214 Richard Dr - Photo 6 214 Richard Dr - Photo 7 214 Richard Dr - Photo 8 214 Richard Dr - Photo 9 214 Richard Dr - Photo 10 214 Richard Dr - Photo 11 214 Richard Dr - Photo 12 214 Richard Dr - Photo 13 214 Richard Dr - Photo 14 214 Richard Dr - Photo 15 214 Richard Dr - Photo 16 214 Richard Dr - Photo 17 214 Richard Dr - Photo 18 214 Richard Dr - Photo 19 214 Richard Dr - Photo 20 214 Richard Dr - Photo 21 214 Richard Dr - Photo 22 214 Richard Dr - Photo 23 214 Richard Dr - Photo 24 214 Richard Dr - Photo 25 214 Richard Dr - Photo 26 214 Richard Dr - Photo 27 214 Richard Dr - Photo 28 214 Richard Dr - Photo 29 214 Richard Dr - Photo 30 214 Richard Dr - Photo 31 214 Richard Dr - Photo 32 214 Richard Dr - Photo 33 214 Richard Dr - Photo 34 214 Richard Dr - Photo 35 214 Richard Dr - Photo 36 214 Richard Dr - Photo 37 214 Richard Dr - Photo 38 214 Richard Dr - Photo 39 214 Richard Dr - Photo 40 214 Richard Dr - Photo 41

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      214 Richard Dr  Chestertown, MD 21620

      $385,000
      • Single Family
      • Under Contract
      • MLS # MDKE2003860
      • 2
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,723
        Sq. Ft.
      • 2
        Car Garage
      Listed by Doug Ashley Realtors, LLC, Douglas J Ashley

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