7,035

Homes in ZIP Code 21620

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  • /69

    $650,000 Sold Feb 27, 2026

    109 S Water St, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • Built 1900

    Last Sold Summary

    • $315/SF
    • 1 Day On Market

    Current Estimated Value $773,685

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    109 S Water St, Chestertown, MD 21620
    • /59

      Est $1,566,870 Not Listed For Sale

      10262 John Carvill Rd, Chestertown, MD 21620

      • 5 Beds
      • 2 Baths
      • 3,788 Sq Ft
      • Built 1953
      10262 John Carvill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $383/SF
      • 4 Days On Market

      Last Sold Price $1,450,000

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

  • /5

    $285,000 Sold Jul 08, 2025

    10141 Flatland Rd, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 2,142 Sq Ft
    • Built 1900

    Last Sold Summary

    • $133/SF
    • 8 Days On Market

    Current Estimated Value $297,538

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    10141 Flatland Rd, Chestertown, MD 21620
    • /30

      Est $435,198 Not Listed For Sale

      1 Reed Ct, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,854 Sq Ft
      • Built 1988
      1 Reed Ct, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $215/SF
      • 4 Days On Market

      Last Sold Price $398,000

      Last Listing Agent Carol Tinnin RE/MAX

  • /29

    $315,000 Sold Aug 29, 2025

    7425 Wilkins Ln, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft
    • Built 1962

    Last Sold Summary

    • $235/SF
    • 6 Days On Market

    Current Estimated Value $307,296

    Last Listing Agent LAURIE KREIDER Realty ONE Group Unlimited

    7425 Wilkins Ln, Chestertown, MD 21620
    • /52

      Est $666,982 Not Listed For Sale

      8623 Orchard Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,708 Sq Ft
      • Built 1994
      8623 Orchard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $221/SF
      • 4 Days On Market

      Last Sold Price $599,000

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

  • /39

    $350,000 Sold Jul 18, 2025

    420 Cannon St, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1900

    Last Sold Summary

    • $324/SF
    • 29 Days On Market

    Current Estimated Value $348,964

    Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    420 Cannon St, Chestertown, MD 21620
    • /29

      Est $672,511 Not Listed For Sale

      110 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,672 Sq Ft
      • Built 2007
      110 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $225/SF
      • 155 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Paula Ruckelshaus Long & Foster

  • /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
    • /24

      Est $418,358 Not Listed For Sale

      23795 Lands End Rd, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,088 Sq Ft
      • Built 1927
      23795 Lands End Rd, Chestertown, MD 21620

      Last Sold Summary

      • 57% Above List Price
      • $128/SF
      • 3 Days On Market

      Last Sold Price $267,250

      Last Listing Agent Stacy Kendall Cross Street Realtors LLC

  • /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 $345,625

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    121 Primrose Rd, Chestertown, MD 21620
    • /29

      Est $911,784 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

      • 5% Above List Price
      • $466/SF
      • 25 Days On Market

      Last Sold Price $865,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /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 $342,468

    Last Listing Agent William Norris Select Land & Homes, LLC

    25195 Lovers Ln, Chestertown, MD 21620
    • /37

      Est $373,351 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

      • 11% Above List Price
      • $249/SF
      • 47 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Brenda Fornos Taylor Properties

  • /37

    $295,000 Sold May 29, 2025

    23315 Sandpiper Rd, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • Built 1973

    Last Sold Summary

    • $232/SF
    • 120 Days On Market

    Current Estimated Value $311,739

    Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

    23315 Sandpiper Rd, Chestertown, MD 21620
    • /22

      Est $269,983 Not Listed For Sale

      21239 Kansas Ave, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,064 Sq Ft
      • Built 1900
      21239 Kansas Ave, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $223/SF
      • 71 Days On Market

      Last Sold Price $237,000

      Last Listing Agent Robin Fithian Rock Hall Properties

    • /41

      Est $428,713 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

      • 9% Above List Price
      • $229/SF
      • 1 Day On Market

      Last Sold Price $395,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • /57

      Est $573,587 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

      • 34% Above List Price
      • $214/SF
      • 1 Day On Market

      Last Sold Price $427,000

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    • /45

      Est $498,230 Not Listed For Sale

      412 High St, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,867 Sq Ft
      • Built 1920
      412 High St, Chestertown, MD 21620

      Last Sold Summary

      • 78% Above List Price
      • $150/SF
      • 22 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    • /22

      Est $122,613 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

      • 14% Above List Price
      • $116/SF
      • 13 Days On Market

      Last Sold Price $107,500

      Last Listing Agent Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    • /30

      Est $427,505 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

      • 11% Above List Price
      • $299/SF
      • 2 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    • /43

      Est $246,089 Not Listed For Sale

      21217 Texas Ave, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1952
      21217 Texas Ave, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $236/SF
      • 23 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Terry Catalano RE/MAX

    • /35

      Est $443,203 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

      • 9% Above List Price
      • $269/SF
      • 3 Days On Market

      Last Sold Price $406,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • /31

      Est $286,926 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

      • 2% Above List Price
      • $233/SF
      • 4 Days On Market

      Last Sold Price $280,000

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

    • /50

      Est $365,084 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

      • 16% Above List Price
      • $175/SF
      • 96 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    • /41

      Est $411,703 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

      • 13% Above List Price
      • $204/SF
      • 12 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    • /48

      Est $272,790 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

      • 5% Above List Price
      • $226/SF
      • 263 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • /57

      Est $856,388 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

      • 16% Above List Price
      • $487/SF
      • 8 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Tammy Studebaker EXP Realty, LLC

    • /22

      Est $535,875 Not Listed For Sale

      8983 Orchard Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,084 Sq Ft
      • Built 1989
      8983 Orchard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $236/SF
      • 129 Days On Market

      Last Sold Price $492,000

      Last Listing Agent Herschell Claggett Davis Real Estate, Inc.

    • /33

      Est $327,326 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

      • 17% Above List Price
      • $211/SF
      • 9 Days On Market

      Last Sold Price $279,900

      Last Listing Agent David Moore Real Broker, LLC

    • /20

      Est $329,000 Not Listed For Sale

      8220 Airy Hill Rd, Chestertown, MD 21620

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

      Last Sold Summary

      • 9% Below List Price
      • $304/SF
      • 94 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Sarah King Cross Street Realtors LLC

    • /23

      Est $251,725 Not Listed For Sale

      104 Conley Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft
      • Built 1979
      104 Conley Dr, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $181/SF
      • 12 Days On Market

      Last Sold Price $232,000

      Last Listing Agent Jordan Larigan LPT Realty, LLC

    • /41

      Est $465,092 Not Listed For Sale

      8880 Fairlee Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 2,124 Sq Ft
      • Built 1920
      8880 Fairlee Rd, Chestertown, MD 21620

      Last Sold Summary

      • 24% Above List Price
      • $177/SF
      • 1 Day On Market

      Last Sold Price $375,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • /85

      Est $1,832,317 Not Listed For Sale

      6880 Pentridge Ln, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 3,931 Sq Ft
      • Built 1998
      6880 Pentridge Ln, Chestertown, MD 21620

      Last Sold Summary

      • 8% Below List Price
      • $509/SF
      • 3 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

    • /13

      Est $439,775 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

      • 26% Above List Price
      • $163/SF
      • 12 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Aaron Butler Real Estate Consultants

    • /24

      Est $336,389 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

      • 12% Above List Price
      • $233/SF
      • 30 Days On Market

      Last Sold Price $299,900

      Last Listing Agent Lona Todd Taylor Properties

    • /19

      Est $277,071 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

      • 14% Above List Price
      • $213/SF
      • 1 Day On Market

      Last Sold Price $242,500

      Last Listing Agent Lori Sample EXIT Preferred Realty

    • /11

      Est $175,237 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

      • 33% Above List Price
      • $163/SF
      • 4 Days On Market

      Last Sold Price $132,000

      Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    • /73

      Est $641,632 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

      • 5% Below List Price
      • $281/SF
      • 27 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • /37

      Est $643,737 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

      • 3% Above List Price
      • $351/SF
      • 81 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

Showing Results 521 - 560, Page 14 of 18

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