7,035

Homes in ZIP Code 21620

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  • /45

    $1,150,000 Sold Dec 10, 2025

    23393 Cacaway Farm Ln, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • 4,446 Sq Ft
    • Built 1990

    Last Sold Summary

    • $259/SF
    • 361 Days On Market

    Current Estimated Value $1,098,681

    Last Listing Agent Ashton Kelley Gunther-McClary Real Estate

    23393 Cacaway Farm Ln, Chestertown, MD 21620
    • /54

      Est $479,483 Not Listed For Sale

      109 Birch Run Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,428 Sq Ft
      • Built 1978
      109 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $315/SF

      Last Sold Price $450,000

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /31

    $191,000 Sold Oct 03, 2025

    21317 Persimmon Dr, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,269 Sq Ft
    • Built 1955

    Last Sold Summary

    • $151/SF
    • 67 Days On Market

    Current Estimated Value $189,715

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    21317 Persimmon Dr, Chestertown, MD 21620
    • /32

      Est $377,034 Not Listed For Sale

      23530 Clarissa Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 1993
      23530 Clarissa Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $190/SF
      • 3 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /67

    $424,000 Sold Jan 30, 2026

    165 Char Nor Manor Blvd, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 2,258 Sq Ft
    • Built 2006

    Last Sold Summary

    • $188/SF
    • 159 Days On Market

    Current Estimated Value $422,829

    Last Listing Agent Crystal Smith RE/MAX Executive

    165 Char Nor Manor Blvd, Chestertown, MD 21620
    • /5

      Not Listed For Sale

      24581 Willow Oak Ln, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 2007
      24581 Willow Oak Ln, Chestertown, MD 21620

      Last Sold Summary

      • $107/SF
      • 4 Days On Market

      Last Sold Price $145,000

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

  • /22

    $490,000 Sold May 21, 2025

    101 S Mill St, Chestertown, MD 21620

    • 2 Beds
    • 2.5 Baths
    • 1,476 Sq Ft
    • Built 1900

    Last Sold Summary

    • $332/SF
    • 14 Days On Market

    Current Estimated Value $506,474

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 S Mill St, Chestertown, MD 21620
    • /45

      Est $567,009 Not Listed For Sale

      27325 Preston Ln, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,824 Sq Ft
      • Built 2000
      27325 Preston Ln, Chestertown, MD 21620

      Last Sold Summary

      • 24% Above List Price
      • $161/SF
      • 1 Day On Market

      Last Sold Price $456,000

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

  • /49

    $905,000 Sold Nov 14, 2025

    10050 Forrest Ln, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1993

    Last Sold Summary

    • $497/SF
    • 4 Days On Market

    Current Estimated Value $894,933

    Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    10050 Forrest Ln, Chestertown, MD 21620
    • /25

      Est $329,088 Not Listed For Sale

      8489 Broad Neck Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1960
      8489 Broad Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $205/SF
      • 10 Days On Market

      Last Sold Price $299,900

      Last Listing Agent Jody Baker Cross Street Realtors LLC

  • /47

    $872,500 Sold Nov 21, 2025

    10761 Kasota Rd, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 2,582 Sq Ft
    • Built 2005

    Last Sold Summary

    • $338/SF
    • 32 Days On Market

    Current Estimated Value $871,795

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    10761 Kasota Rd, Chestertown, MD 21620
    • /17

      Est $283,732 Not Listed For Sale

      10355 Bunting Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 2002
      10355 Bunting Rd, Chestertown, MD 21620

      Last Sold Summary

      • 32% Above List Price
      • $172/SF
      • 23 Days On Market

      Last Sold Price $215,000

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /25

    $431,000 Sold Apr 22, 2025

    130 Sheaffer Rd, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 1,766 Sq Ft
    • Built 1999

    Last Sold Summary

    • $244/SF
    • 1 Day On Market

    Current Estimated Value $449,082

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    130 Sheaffer Rd, Chestertown, MD 21620
    • /38

      Est $633,553 Not Listed For Sale

      225 Richard Dr, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,749 Sq Ft
      • Built 1977
      225 Richard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $188/SF
      • 7 Days On Market

      Last Sold Price $517,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /42

    $355,000 Sold Oct 02, 2025

    127 Char Nor Manor Blvd, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft
    • Built 1963

    Last Sold Summary

    • $427/SF
    • 10 Days On Market

    Current Estimated Value $355,705

    Last Listing Agent Melanie Jones Iron Valley Real Estate of Central PA

    127 Char Nor Manor Blvd, Chestertown, MD 21620
    • /21

      Est $321,311 Not Listed For Sale

      23240 Clarissa Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 1999
      23240 Clarissa Rd, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $207/SF
      • 5 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

  • /90

    $585,000 Sold Nov 13, 2025

    103 Adela Way, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 5,576 Sq Ft
    • Built 2008

    Last Sold Summary

    • $105/SF
    • 54 Days On Market

    Current Estimated Value $581,684

    Last Listing Agent Barbara McPhail Douglas Realty LLC

    103 Adela Way, Chestertown, MD 21620
    • /20

      Est $274,150 Not Listed For Sale

      306 Roosevelt Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1966
      306 Roosevelt Dr, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $217/SF
      • 2 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Theresa Stewart Patterson-Schwartz Real Estate

  • /29

    $296,500 Sold Jul 25, 2025

    10670 Tintah Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1999

    Last Sold Summary

    • $211/SF
    • 11 Days On Market

    Current Estimated Value $299,890

    Last Listing Agent Bronwyn Scott Samson Properties

    10670 Tintah Rd, Chestertown, MD 21620
    • /23

      Est $316,162 Not Listed For Sale

      27370 Morgnec Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1969
      27370 Morgnec Rd, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $298/SF
      • 12 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /23

    $290,000 Sold Aug 13, 2025

    107 Dutchess Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 2005

    Last Sold Summary

    • $210/SF
    • 234 Days On Market

    Current Estimated Value $313,333

    Last Listing Agent Jo Ann Edwards The Hogans Agency

    107 Dutchess Rd, Chestertown, MD 21620
    • /47

      Est $588,470 Not Listed For Sale

      223 S Queen St, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 2006
      223 S Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $267/SF
      • 166 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

  • /35

    $650,000 Sold Mar 10, 2026

    200 Washington Ave, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,917 Sq Ft
    • Built 1900

    Last Sold Summary

    • $223/SF
    • 105 Days On Market

    Current Estimated Value $682,811

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    200 Washington Ave, Chestertown, MD 21620
    • /18

      Est $392,602 Not Listed For Sale

      1005 Twin Ct, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,854 Sq Ft
      • Built 2002
      1005 Twin Ct, Chestertown, MD 21620

      Last Sold Summary

      • 6% Above List Price
      • $200/SF
      • 144 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

  • /23

    $352,500 Sold Apr 30, 2025

    505 N Kent St, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1985

    Last Sold Summary

    • $251/SF
    • 9 Days On Market

    Current Estimated Value $373,347

    Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate

    505 N Kent St, Chestertown, MD 21620
    • /46

      Est $316,863 Not Listed For Sale

      9769 Augustine Herman Hwy, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,456 Sq Ft
      • Built 1961
      9769 Augustine Herman Hwy, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $192/SF
      • 5 Days On Market

      Last Sold Price $279,000

      Last Listing Agent Rosella Hunter RE/MAX

  • /2

    $680,000 Sold Aug 08, 2025

    100 Little Harbor Way, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 2015

    Last Sold Summary

    • $309/SF
    • 82 Days On Market

    Current Estimated Value $695,262

    Last Listing Agent Jeannette Westcott Keller Williams Realty Centre

    100 Little Harbor Way, Chestertown, MD 21620
    • /43

      Est $447,705 Not Listed For Sale

      106 Devon Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft
      • Built 2001
      106 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $226/SF
      • 3 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /41

    $398,000 Sold Oct 24, 2025

    221 Richard Dr, Chestertown, MD 21620

    • 2 Beds
    • 2.5 Baths
    • 1,711 Sq Ft
    • Built 1972

    Last Sold Summary

    • $233/SF
    • 3 Days On Market

    Current Estimated Value $398,531

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    221 Richard Dr, Chestertown, MD 21620
    • /45

      Est $331,194 Not Listed For Sale

      212 Rolling Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,148 Sq Ft
      • Built 1969
      212 Rolling Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $279/SF
      • 13 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Roxana Tapia Long & Foster

  • /32

    $364,000 Sold Jan 16, 2026

    303 E Campus Ave, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Built 1963

    Last Sold Summary

    • $238/SF
    • 11 Days On Market

    Current Estimated Value $359,671

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    303 E Campus Ave, Chestertown, MD 21620
    • /26

      Est $327,975 Not Listed For Sale

      8890 Fairlee Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2017
      8890 Fairlee Rd, Chestertown, MD 21620

      Last Sold Summary

      • 20% Above List Price
      • $222/SF
      • 3 Days On Market

      Last Sold Price $273,250

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /24

    $235,000 Sold Jan 20, 2026

    7521 Pine Ave, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1969

    Last Sold Summary

    • $226/SF
    • 12 Days On Market

    Current Estimated Value $257,568

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    7521 Pine Ave, Chestertown, MD 21620
    • /51

      Est $1,063,776 Not Listed For Sale

      109 N Water St, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 3,030 Sq Ft
      • Built 1739
      109 N Water St, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $285/SF
      • 106 Days On Market

      Last Sold Price $865,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /9

    $800,000 Sold Jan 15, 2026

    206 Cannon St, Chestertown, MD 21620

    • Land
    • 1.56 Acres
    • $512,821 per Acre

    Last Sold Summary

    • 635 Days On Market

    Current Estimated Value $1,106,683

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    206 Cannon St, Chestertown, MD 21620
    • /21

      Est $342,867 Not Listed For Sale

      10061 Flatland Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 2,376 Sq Ft
      • Built 1969
      10061 Flatland Rd, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $137/SF
      • 18 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jo Ann Edwards The Hogans Agency

  • /45

    $485,000 Sold Jul 18, 2025

    314 Devon Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft
    • Built 2010

    Last Sold Summary

    • $142/SF
    • 79 Days On Market

    Current Estimated Value $510,760

    Last Listing Agent Heather Branham The Parker Group

    314 Devon Dr, Chestertown, MD 21620
    • /54

      Est $703,233 Not Listed For Sale

      25300 Foxchase Dr, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,832 Sq Ft
      • Built 1999
      25300 Foxchase Dr, Chestertown, MD 21620

      Last Sold Summary

      • 28% Above List Price
      • $194/SF
      • 5 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /87

    $1,062,800 Sold Jun 27, 2025

    22153 1st Point Rd, Chestertown, MD 21620

    • 5 Beds
    • 6 Baths
    • 3,078 Sq Ft
    • Built 1975

    Last Sold Summary

    • $345/SF
    • 37 Days On Market

    Current Estimated Value $1,126,766

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    22153 1st Point Rd, Chestertown, MD 21620
    • /24

      Est $314,859 Not Listed For Sale

      22974 Bay Shore Rd, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1920
      22974 Bay Shore Rd, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $191/SF
      • 11 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

Showing Results 481 - 520, Page 13 of 18

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