6,886

Chestertown, MD Homes

Section Image
    • /24

      Est $429,638 Not Listed For Sale

      213 Devon Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,472 Sq Ft
      • Built 2005
      213 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $142/SF
      • 85 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Christopher Buss Weichert Corporate

  • /49

    $960,000 Sold Aug 27, 2025

    10715 Kasota Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • $282/SF
    • 5 Days On Market

    Current Estimated Value $988,395

    Last Listing Agent Sarah King Cross Street Realtors LLC

    10715 Kasota Rd, Chestertown, MD 21620
    • /22

      Est $209,510 Not Listed For Sale

      614 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      614 High St, Chestertown, MD 21620

      Last Sold Summary

      • $197/SF
      • 3 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /8

    $360,000 Sold Jun 27, 2025

    200 Hoffman Ln, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1957

    Last Sold Summary

    • $319/SF
    • 15 Days On Market

    Current Estimated Value $380,499

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    200 Hoffman Ln, Chestertown, MD 21620
    • /21

      Est $210,744 Not Listed For Sale

      612 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      612 High St, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /32

    $645,000 Sold Jul 31, 2025

    7682 Waterview Ln, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1989

    Last Sold Summary

    • $288/SF
    • 2 Days On Market

    Current Estimated Value $660,879

    Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    7682 Waterview Ln, Chestertown, MD 21620
    • /72

      Est $916,882 Not Listed For Sale

      7996 Aldan Dr, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 3,743 Sq Ft
      • Built 2001
      7996 Aldan Dr, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $199/SF
      • 10 Days On Market

      Last Sold Price $745,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /10

    $65,000 Sold Aug 11, 2025

    9020 Georgetown Rd, Chestertown, MD 21620

    • Land
    • 2.36 Acres
    • $27,542 per Acre

    Last Sold Summary

    • 54 Days On Market

    Current Estimated Value $64,917

    Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    9020 Georgetown Rd, Chestertown, MD 21620
    • /22

      Est $294,401 Not Listed For Sale

      211 Manor Ave, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1967
      211 Manor Ave, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $181/SF
      • 2 Days On Market

      Last Sold Price $251,000

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /37

    $525,000 Sold Jun 30, 2025

    201 Pondview Ct, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,016 Sq Ft
    • Built 2001

    Last Sold Summary

    • $174/SF
    • 2 Days On Market

    Current Estimated Value $572,440

    Last Listing Agent Jody Baker Cross Street Realtors LLC

    201 Pondview Ct, Chestertown, MD 21620
    • /12

      Est $762,651 Not Listed For Sale

      8042 Brices Mill Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,430 Sq Ft
      • Built 1990
      8042 Brices Mill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Below List Price
      • $358/SF
      • 23 Days On Market

      Last Sold Price $870,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /40

    $750,000 Sold May 22, 2025

    5594 Langford Bay Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • Built 1956

    Last Sold Summary

    • $446/SF
    • 0 Days On Market

    Current Estimated Value $831,400

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    5594 Langford Bay Rd, Chestertown, MD 21620
    • /20

      Est $346,160 Not Listed For Sale

      5772 Johnsontown Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2002
      5772 Johnsontown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2% Above List Price
      • $253/SF
      • 3 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

  • /46

    $425,000 Sold Nov 17, 2025

    201 Boundary Ave, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft
    • Built 1968

    Last Sold Summary

    • $137/SF
    • 59 Days On Market

    Current Estimated Value $432,966

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    201 Boundary Ave, Chestertown, MD 21620
    • /17

      Est $288,025 Not Listed For Sale

      10755 Glenola Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,237 Sq Ft
      • Built 1997
      10755 Glenola Rd, Chestertown, MD 21620

      Last Sold Summary

      • 25% Above List Price
      • $186/SF
      • 88 Days On Market

      Last Sold Price $229,900

      Last Listing Agent Matthew Altizer ANR Realty, LLC

  • /32

    $360,000 Sold Jun 12, 2025

    216 Silver Heel Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,724 Sq Ft
    • Built 2022

    Last Sold Summary

    • $209/SF
    • 16 Days On Market

    Current Estimated Value $373,278

    Last Listing Agent Cynthia Gardner CENTURY 21 New Millennium

    216 Silver Heel Rd, Chestertown, MD 21620
    • /25

      Est $352,837 Not Listed For Sale

      8550 Caulks Field Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2006
      8550 Caulks Field Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $201/SF
      • 7 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /63

    $535,000 Sold Mar 13, 2025

    209 N Queen St, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 2,328 Sq Ft
    • Built 1885

    Last Sold Summary

    • $230/SF
    • 10 Days On Market

    Current Estimated Value $651,785

    Last Listing Agent Andrea Alderdice Long & Foster Real Estate, Inc.

    209 N Queen St, Chestertown, MD 21620
    • /28

      Est $883,680 Not Listed For Sale

      8049 Quaker Neck Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1945
      8049 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $511/SF
      • 98 Days On Market

      Last Sold Price $848,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /21

    $255,000 Sold Jan 16, 2026

    318 Lincoln Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1966

    Last Sold Summary

    • $266/SF
    • 58 Days On Market

    Current Estimated Value $262,774

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    318 Lincoln Dr, Chestertown, MD 21620
    • /42

      Est $333,148 Not Listed For Sale

      626 High St, Chestertown, MD 21620

      • 4 Beds
      • 1.5 Baths
      • 1,855 Sq Ft
      • Built 1920
      626 High St, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $162/SF
      • 224 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /73

    $850,000 Sold Dec 19, 2025

    492 Pear Tree Point Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 3,720 Sq Ft
    • Built 2001

    Last Sold Summary

    • $228/SF
    • 27 Days On Market

    Current Estimated Value $863,744

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    492 Pear Tree Point Rd, Chestertown, MD 21620
    • /28

      Est $303,031 Not Listed For Sale

      403 E Campus Ave, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1947
      403 E Campus Ave, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $220/SF
      • 62 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Sarah King Cross Street Realtors LLC

  • /26

    $235,000 Sold Aug 07, 2025

    118 Tuxedo Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1975

    Last Sold Summary

    • $223/SF
    • 121 Days On Market

    Current Estimated Value $251,599

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    118 Tuxedo Rd, Chestertown, MD 21620
    • /27

      Est $311,227 Not Listed For Sale

      10572 Klamath Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1996
      10572 Klamath Rd, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • $219/SF
      • 70 Days On Market

      Last Sold Price $269,900

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /31

    $435,000 Sold Nov 03, 2025

    25800 Collins Ave, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft
    • Built 1960

    Last Sold Summary

    • $201/SF
    • 22 Days On Market

    Current Estimated Value $440,992

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    25800 Collins Ave, Chestertown, MD 21620
    • /8

      Est $460,139 Not Listed For Sale

      219 Philosophers Terrace, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1932
      219 Philosophers Terrace, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • $214/SF
      • 0 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /10

    $145,000 Sold Oct 14, 2025

    23065 Old Fairlee Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1957

    Last Sold Summary

    • $123/SF
    • 5 Days On Market

    Current Estimated Value $153,987

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    23065 Old Fairlee Rd, Chestertown, MD 21620
    • /34

      Est $763,547 Not Listed For Sale

      112 S Mill St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,683 Sq Ft
      • Built 1840
      112 S Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $266/SF
      • 49 Days On Market

      Last Sold Price $713,000

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

  • /25

    $230,000 Sold Nov 20, 2025

    126 Metcalf Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 2023

    Last Sold Summary

    • $202/SF
    • 21 Days On Market

    Current Estimated Value $230,303

    Last Listing Agent Brenda Fornos Taylor Properties

    126 Metcalf Rd, Chestertown, MD 21620
    • /25

      Est $615,698 Not Listed For Sale

      209 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,488 Sq Ft
      • Built 1980
      209 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $227/SF
      • 3 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /20

    $525,000 Sold Oct 17, 2025

    10165 John Carvill Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,774 Sq Ft
    • Built 1987

    Last Sold Summary

    • $189/SF
    • 28 Days On Market

    Current Estimated Value $565,897

    Last Listing Agent Daniel Hercher Chesapeake Real Estate Associates, LLC

    10165 John Carvill Rd, Chestertown, MD 21620
    • /41

      Est $489,153 Not Listed For Sale

      203 Leeds Ct, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,422 Sq Ft
      • Built 2005
      203 Leeds Ct, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $164/SF
      • 5 Days On Market

      Last Sold Price $397,000

      Last Listing Agent Andrew Pallante Compass

  • /19

    $335,000 Sold Aug 08, 2025

    10578 Tonopah Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • $223/SF
    • 17 Days On Market

    Current Estimated Value $344,987

    Last Listing Agent David Moore Real Broker, LLC

    10578 Tonopah Rd, Chestertown, MD 21620
    • /50

      Est $546,815 Not Listed For Sale

      217 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,208 Sq Ft
      • Built 1984
      217 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $227/SF
      • 35 Days On Market

      Last Sold Price $501,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /36

    $795,000 Sold Nov 07, 2025

    201 Radcliffe Dr, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 2,736 Sq Ft
    • Built 2011

    Last Sold Summary

    • $291/SF
    • 4 Days On Market

    Current Estimated Value $778,922

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    201 Radcliffe Dr, Chestertown, MD 21620
    • /15

      Est $246,895 Not Listed For Sale

      7509 Sunburst Ave, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1989
      7509 Sunburst Ave, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $224/SF
      • 6 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Tiffany Dodson Samson Properties

  • /24

    $344,900 Sold Jun 25, 2025

    109 Edmore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1993

    Last Sold Summary

    • $257/SF
    • 24 Days On Market

    Current Estimated Value $347,837

    Last Listing Agent Norma Coursey Benson & Mangold, LLC

    109 Edmore Rd, Chestertown, MD 21620
    • /39

      Est $357,204 Not Listed For Sale

      100 Malone Ave, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,444 Sq Ft
      • Built 1967
      100 Malone Ave, Chestertown, MD 21620

      Last Sold Summary

      • 24% Above List Price
      • $118/SF
      • 94 Days On Market

      Last Sold Price $287,500

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /33

    $270,000 Sold Aug 25, 2025

    114 Darden Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1978

    Last Sold Summary

    • $256/SF
    • 72 Days On Market

    Current Estimated Value $271,037

    Last Listing Agent Lee Wolff FSBO Broker

    114 Darden Rd, Chestertown, MD 21620

Showing Results 401 - 440, Page 11 of 18

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