6,952

Homes in ZIP Code 21620

Section Image
    • 123 High St, Chestertown, MD 21620
      123 High St, Chestertown, MD 21620
      123 High St, Chestertown, MD 21620
      /29

      Est $871,194

      Not Listed For Sale

      123 High St, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 1,855 Sq Ft
      • Built 1870
      123 High St, Chestertown, MD 21620

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • 7761 Broad Neck Rd, Chestertown, MD 21620
    7761 Broad Neck Rd, Chestertown, MD 21620
    /2

    $1,550,000

    Sold Jun 29, 2026

    7761 Broad Neck Rd, Chestertown, MD 21620

    • 5 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Above List Price
    • $574/SF
    • 0 Days On Market

    Current Estimated Value $1,251,774

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    7761 Broad Neck Rd, Chestertown, MD 21620
    • 9062 Fairlee Rd, Chestertown, MD 21620
      9062 Fairlee Rd, Chestertown, MD 21620
      9062 Fairlee Rd, Chestertown, MD 21620
      /37

      Est $375,195

      Not Listed For Sale

      9062 Fairlee Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1990
      9062 Fairlee Rd, Chestertown, MD 21620

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Brenda Fornos Taylor Properties

  • 136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    /12

    $560,000

    Sold Oct 31, 2025

    136 Truslow Farm Ln, Chestertown, MD 21620

    • Land
    • 3.01 Acres
    • $186,047 per Acre

    Last Sold Summary

    • 111 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    136 Truslow Farm Ln, Chestertown, MD 21620
    • 7938 Radcliffe Rd, Chestertown, MD 21620
      7938 Radcliffe Rd, Chestertown, MD 21620
      7938 Radcliffe Rd, Chestertown, MD 21620
      /44

      Est $590,110

      Not Listed For Sale

      7938 Radcliffe Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,408 Sq Ft
      • Built 1976
      7938 Radcliffe Rd, Chestertown, MD 21620

      Last Sold Summary

      • 115 Days On Market

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • 121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    /22

    $325,000

    Sold Mar 18, 2026

    121 Primrose Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft
    • Built 1971

    Last Sold Summary

    • 19% Below List Price
    • $160/SF
    • 90 Days On Market

    Current Estimated Value $342,399

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    121 Primrose Rd, Chestertown, MD 21620
    • 7682 Waterview Ln, Chestertown, MD 21620
      7682 Waterview Ln, Chestertown, MD 21620
      7682 Waterview Ln, Chestertown, MD 21620
      /32

      Est $661,817

      Not Listed For Sale

      7682 Waterview Ln, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 1989
      7682 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • 25195 Lovers Ln, Chestertown, MD 21620
    25195 Lovers Ln, Chestertown, MD 21620
    /2

    $350,000

    Sold Dec 15, 2025

    25195 Lovers Ln, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 1,002 Sq Ft
    • Built 1980

    Last Sold Summary

    • $349/SF

    Current Estimated Value $346,199

    Last Listing Agent William Norris Select Land & Homes, LLC

    25195 Lovers Ln, Chestertown, MD 21620
    • 5594 Langford Bay Rd, Chestertown, MD 21620
      5594 Langford Bay Rd, Chestertown, MD 21620
      5594 Langford Bay Rd, Chestertown, MD 21620
      /40

      Est $797,932

      Not Listed For Sale

      5594 Langford Bay Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,682 Sq Ft
      • Built 1956
      5594 Langford Bay Rd, Chestertown, MD 21620

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • 214 Richard Dr, Chestertown, MD 21620
      214 Richard Dr, Chestertown, MD 21620
      214 Richard Dr, Chestertown, MD 21620
      /41

      Est $410,074

      Not Listed For Sale

      214 Richard Dr, Chestertown, MD 21620

      • 2 Beds
      • 2.5 Baths
      • 1,723 Sq Ft
      • Built 1974
      214 Richard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • 313 S Queen St, Chestertown, MD 21620
      313 S Queen St, Chestertown, MD 21620
      313 S Queen St, Chestertown, MD 21620
      /57

      Est $540,369

      Not Listed For Sale

      313 S Queen St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 1,995 Sq Ft
      • Built 1997
      313 S Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    • 7121 Quaker Neck Rd, Chestertown, MD 21620
      7121 Quaker Neck Rd, Chestertown, MD 21620
      7121 Quaker Neck Rd, Chestertown, MD 21620
      /22

      Est $127,038

      Not Listed For Sale

      7121 Quaker Neck Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 930 Sq Ft
      • Built 1959
      7121 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    • 529 Cannon St, Chestertown, MD 21620
      529 Cannon St, Chestertown, MD 21620
      529 Cannon St, Chestertown, MD 21620
      /30

      Est $404,045

      Not Listed For Sale

      529 Cannon St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 1900
      529 Cannon St, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    • 813 S Meadowview Dr, Chestertown, MD 21620
      813 S Meadowview Dr, Chestertown, MD 21620
      813 S Meadowview Dr, Chestertown, MD 21620
      /35

      Est $419,783

      Not Listed For Sale

      813 S Meadowview Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,509 Sq Ft
      • Built 2002
      813 S Meadowview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • 703 High St, Chestertown, MD 21620
      703 High St, Chestertown, MD 21620
      703 High St, Chestertown, MD 21620
      /31

      Est $229,768

      Not Listed For Sale

      703 High St, Chestertown, MD 21620

      • 4 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1951
      703 High St, Chestertown, MD 21620

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kristie Midash L. C. Parker Real Estate

    • 1006 Twin Ct, Chestertown, MD 21620
      1006 Twin Ct, Chestertown, MD 21620
      1006 Twin Ct, Chestertown, MD 21620
      /50

      Est $374,584

      Not Listed For Sale

      1006 Twin Ct, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1989
      1006 Twin Ct, Chestertown, MD 21620

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    • 21363 Indiana Ave, Chestertown, MD 21620
      21363 Indiana Ave, Chestertown, MD 21620
      21363 Indiana Ave, Chestertown, MD 21620
      /24

      Est $272,500

      Not Listed For Sale

      21363 Indiana Ave, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 896 Sq Ft
      • Built 1955
      21363 Indiana Ave, Chestertown, MD 21620

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    • 211 David Dr, Chestertown, MD 21620
      211 David Dr, Chestertown, MD 21620
      211 David Dr, Chestertown, MD 21620
      /52

      Est $811,275

      Not Listed For Sale

      211 David Dr, Chestertown, MD 21620

      • 4 Beds
      • 4 Baths
      • 4,401 Sq Ft
      • Built 1963
      211 David Dr, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    • 23120 Club Terrace, Chestertown, MD 21620
      23120 Club Terrace, Chestertown, MD 21620
      23120 Club Terrace, Chestertown, MD 21620
      /41

      Est $391,317

      Not Listed For Sale

      23120 Club Terrace, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,789 Sq Ft
      • Built 1969
      23120 Club Terrace, Chestertown, MD 21620

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    • 25285 Foxchase Dr, Chestertown, MD 21620
      25285 Foxchase Dr, Chestertown, MD 21620
      25285 Foxchase Dr, Chestertown, MD 21620
      /39

      Est $576,378

      Not Listed For Sale

      25285 Foxchase Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,010 Sq Ft
      • Built 1992
      25285 Foxchase Dr, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    • 9020 Cumberland St, Chestertown, MD 21620
      9020 Cumberland St, Chestertown, MD 21620
      9020 Cumberland St, Chestertown, MD 21620
      /48

      Est $255,126

      Not Listed For Sale

      9020 Cumberland St, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,150 Sq Ft
      • Built 1949
      9020 Cumberland St, Chestertown, MD 21620

      Last Sold Summary

      • 263 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • 9762 Vogeler Dr, Chestertown, MD 21620
      9762 Vogeler Dr, Chestertown, MD 21620
      9762 Vogeler Dr, Chestertown, MD 21620
      /57

      Est $750,214

      Not Listed For Sale

      9762 Vogeler Dr, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,521 Sq Ft
      • Built 1900
      9762 Vogeler Dr, Chestertown, MD 21620

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Tammy Studebaker EXP Realty, LLC

    • 10589 Klamath Rd, Chestertown, MD 21620
      10589 Klamath Rd, Chestertown, MD 21620
      10589 Klamath Rd, Chestertown, MD 21620
      /33

      Est $318,039

      Not Listed For Sale

      10589 Klamath Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 1994
      10589 Klamath Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent David Moore Real Broker, LLC

    • 8220 Airy Hill Rd, Chestertown, MD 21620
      8220 Airy Hill Rd, Chestertown, MD 21620
      8220 Airy Hill Rd, Chestertown, MD 21620
      /20

      Est $264,000

      Not Listed For Sale

      8220 Airy Hill Rd, Chestertown, MD 21620

      • Built 1920
      8220 Airy Hill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Sarah King Cross Street Realtors LLC

    • 308 Landing Ln, Chestertown, MD 21620
      308 Landing Ln, Chestertown, MD 21620
      308 Landing Ln, Chestertown, MD 21620
      /32

      Est $799,243

      Not Listed For Sale

      308 Landing Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,204 Sq Ft
      • Built 2017
      308 Landing Ln, Chestertown, MD 21620

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • 24576 Langford Rd, Chestertown, MD 21620
      24576 Langford Rd, Chestertown, MD 21620
      24576 Langford Rd, Chestertown, MD 21620
      /60

      Est $718,435

      Not Listed For Sale

      24576 Langford Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 4,023 Sq Ft
      • Built 1989
      24576 Langford Rd, Chestertown, MD 21620

      Last Sold Summary

      • 134 Days On Market

      Last Listing Agent Nancy McGuire Maryland Heritage Properties

    • 7671 Waterview Ln, Chestertown, MD 21620
      7671 Waterview Ln, Chestertown, MD 21620
      7671 Waterview Ln, Chestertown, MD 21620
      /13

      Est $419,325

      Not Listed For Sale

      7671 Waterview Ln, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 2,153 Sq Ft
      • Built 1952
      7671 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Aaron Butler Real Estate Consultants

    • 7500 Shortall St, Chestertown, MD 21620
      7500 Shortall St, Chestertown, MD 21620
      7500 Shortall St, Chestertown, MD 21620
      /24

      Est $309,681

      Not Listed For Sale

      7500 Shortall St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 2018
      7500 Shortall St, Chestertown, MD 21620

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Lona Todd Taylor Properties

    • 7519 Quaker Neck Rd, Chestertown, MD 21620
      7519 Quaker Neck Rd, Chestertown, MD 21620
      7519 Quaker Neck Rd, Chestertown, MD 21620
      /19

      Est $253,702

      Not Listed For Sale

      7519 Quaker Neck Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,136 Sq Ft
      • Built 1956
      7519 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Lori Sample RE/MAX Chesapeake

    • 7413 Poplar Ave, Chestertown, MD 21620
      7413 Poplar Ave, Chestertown, MD 21620
      7413 Poplar Ave, Chestertown, MD 21620
      /11

      Est $170,467

      Not Listed For Sale

      7413 Poplar Ave, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 810 Sq Ft
      • Built 1962
      7413 Poplar Ave, Chestertown, MD 21620

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    • 6270 Quaker Neck Landing Rd, Chestertown, MD 21620
      6270 Quaker Neck Landing Rd, Chestertown, MD 21620
      6270 Quaker Neck Landing Rd, Chestertown, MD 21620
      /73

      Est $544,777

      Not Listed For Sale

      6270 Quaker Neck Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 2011
      6270 Quaker Neck Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • 7775 Waterview Ln, Chestertown, MD 21620
      7775 Waterview Ln, Chestertown, MD 21620
      7775 Waterview Ln, Chestertown, MD 21620
      /37

      Est $593,764

      Not Listed For Sale

      7775 Waterview Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,782 Sq Ft
      • Built 1937
      7775 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • 6292 Broad Neck Rd, Chestertown, MD 21620
      6292 Broad Neck Rd, Chestertown, MD 21620
      6292 Broad Neck Rd, Chestertown, MD 21620
      /19

      Est $220,180

      Not Listed For Sale

      6292 Broad Neck Rd, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,150 Sq Ft
      • Built 1900
      6292 Broad Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    • 22939 Bay Shore Rd, Chestertown, MD 21620
      22939 Bay Shore Rd, Chestertown, MD 21620
      22939 Bay Shore Rd, Chestertown, MD 21620
      /32

      Est $334,311

      Not Listed For Sale

      22939 Bay Shore Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,505 Sq Ft
      • Built 1999
      22939 Bay Shore Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    • 22956 Fairgale Farm Ln, Chestertown, MD 21620
      22956 Fairgale Farm Ln, Chestertown, MD 21620
      22956 Fairgale Farm Ln, Chestertown, MD 21620
      /82

      Est $1,326,358

      Not Listed For Sale

      22956 Fairgale Farm Ln, Chestertown, MD 21620

      • 5 Beds
      • 4.5 Baths
      • 6,459 Sq Ft
      • Built 2000
      22956 Fairgale Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 119 Days On Market

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • 23055 Parsons Rd, Chestertown, MD 21620
      23055 Parsons Rd, Chestertown, MD 21620
      23055 Parsons Rd, Chestertown, MD 21620
      /33

      Est $330,055

      Not Listed For Sale

      23055 Parsons Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,473 Sq Ft
      • Built 1965
      23055 Parsons Rd, Chestertown, MD 21620

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Sharon Clark Clark & Co Realty, LLC

    • 24349 Chestertown Rd, Chestertown, MD 21620
      24349 Chestertown Rd, Chestertown, MD 21620
      24349 Chestertown Rd, Chestertown, MD 21620
      /32

      Est $331,973

      Not Listed For Sale

      24349 Chestertown Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,327 Sq Ft
      • Built 1962
      24349 Chestertown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    • 8842 Fairlee Rd, Chestertown, MD 21620
      8842 Fairlee Rd, Chestertown, MD 21620
      8842 Fairlee Rd, Chestertown, MD 21620
      /13

      Est $228,554

      Not Listed For Sale

      8842 Fairlee Rd, Chestertown, MD 21620

      • Built 1960
      8842 Fairlee Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    • 23060 Old Fairlee Rd, Chestertown, MD 21620
      23060 Old Fairlee Rd, Chestertown, MD 21620
      23060 Old Fairlee Rd, Chestertown, MD 21620
      /7

      Est $116,851

      Not Listed For Sale

      23060 Old Fairlee Rd, Chestertown, MD 21620

      • Studio
      • 1,040 Sq Ft
      • Built 1900
      23060 Old Fairlee Rd, Chestertown, MD 21620

      Last Sold Summary

      • 210 Days On Market

      Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    • 9050 Point Ln, Chestertown, MD 21620
      9050 Point Ln, Chestertown, MD 21620
      9050 Point Ln, Chestertown, MD 21620
      /71

      Est $782,703

      Not Listed For Sale

      9050 Point Ln, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 3,166 Sq Ft
      • Built 2000
      9050 Point Ln, Chestertown, MD 21620

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

Showing Results 561 - 600, Page 15 of 18

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