6,886

Chestertown, MD Homes

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  • /14

    $85,000 Sold Oct 01, 2025

    236 Merganser Dr, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Built 1973

    Last Sold Summary

    • $94/SF
    • 118 Days On Market

    Current Estimated Value $148,275

    Last Listing Agent Dana Byrd Thurston Wyatt Real Estate, LLC

    236 Merganser Dr, Chestertown, MD 21620
    • /41

      Est $411,345 Not Listed For Sale

      208 N Mill St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,537 Sq Ft
      • Built 1920
      208 N Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $243/SF
      • 15 Days On Market

      Last Sold Price $373,500

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /67

    $2,100,000 Sold Feb 02, 2026

    10121 Fairlee Rd, Chestertown, MD 21620

    • 6 Beds
    • 5 Baths
    • 4,954 Sq Ft
    • Built 1858

    Last Sold Summary

    • $424/SF
    • 58 Days On Market

    Current Estimated Value $2,317,658

    Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    10121 Fairlee Rd, Chestertown, MD 21620
    • /26

      Est $369,328 Not Listed For Sale

      503 N Kent St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft
      • Built 1974
      503 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $217/SF
      • 79 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Hugh Wyble Wyble Enterprises

  • /21

    $309,500 Sold Jul 31, 2025

    212 Central Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1972

    Last Sold Summary

    • $280/SF
    • 2 Days On Market

    Current Estimated Value $312,342

    Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    212 Central Dr, Chestertown, MD 21620
    • /34

      Est $416,717 Not Listed For Sale

      202 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1965
      202 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $247/SF
      • 1 Day On Market

      Last Sold Price $402,500

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /2

    $539,000 Sold Jun 16, 2025

    107 N Queen St, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 3,050 Sq Ft
    • Built 1879

    Last Sold Summary

    • $177/SF
    • 1 Day On Market

    Current Estimated Value $584,163

    Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    107 N Queen St, Chestertown, MD 21620
    • /65

      Est $1,104,314 Not Listed For Sale

      7755 Waterview Ln, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 4,730 Sq Ft
      • Built 2011
      7755 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $201/SF
      • 110 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /20

    $355,000 Sold Mar 21, 2025

    477 Pear Tree Point Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 2024

    Last Sold Summary

    • $235/SF
    • 282 Days On Market

    Current Estimated Value $367,807

    Last Listing Agent Clint Evans Cross Street Realtors LLC

    477 Pear Tree Point Rd, Chestertown, MD 21620
    • /22

      Est $529,432 Not Listed For Sale

      7920 Carriage Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft
      • Built 1976
      7920 Carriage Ln, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $257/SF
      • 21 Days On Market

      Last Sold Price $454,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /9

    $190,500 Sold Jul 22, 2025

    619 Cannon St, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft
    • Built 1983

    Last Sold Summary

    • $216/SF
    • 50 Days On Market

    Current Estimated Value $202,795

    Last Listing Agent Sarah King Cross Street Realtors LLC

    619 Cannon St, Chestertown, MD 21620
    • /34

      Est $488,999 Not Listed For Sale

      209 E Campus Ave, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft
      • Built 1947
      209 E Campus Ave, Chestertown, MD 21620

      Last Sold Summary

      • 25% Above List Price
      • $163/SF
      • 145 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Sarah King Cross Street Realtors LLC

  • /35

    $438,000 Sold Sep 30, 2025

    206 Barroll Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1986

    Last Sold Summary

    • $241/SF
    • 52 Days On Market

    Current Estimated Value $442,445

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
    • /55

      Est $661,261 Not Listed For Sale

      25819 Collins Ave, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,952 Sq Ft
      • Built 1961
      25819 Collins Ave, Chestertown, MD 21620

      Last Sold Summary

      • 26% Above List Price
      • $178/SF
      • 9 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Brian Petzold Benson & Mangold, LLC

  • /21

    $160,000 Sold Feb 13, 2026

    21316 Persimmon Dr, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1955

    Last Sold Summary

    • $130/SF
    • 137 Days On Market

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    21316 Persimmon Dr, Chestertown, MD 21620
    • /64

      Est $1,510,927 Not Listed For Sale

      9545 Chantilly Farm Ln, Chestertown, MD 21620

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 1986
      9545 Chantilly Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 12% Below List Price
      • $784/SF
      • 1 Day On Market

      Last Sold Price $1,725,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /53

    $485,000 Sold May 01, 2025

    123 Burchard Sawmill Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • Built 1918

    Last Sold Summary

    • $294/SF
    • 4 Days On Market

    Current Estimated Value $492,519

    Last Listing Agent Crystal Pickett EXP Realty, LLC

    123 Burchard Sawmill Rd, Chestertown, MD 21620
    • /46

      Est $574,524 Not Listed For Sale

      7898 Radcliffe Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,264 Sq Ft
      • Built 1980
      7898 Radcliffe Rd, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $216/SF
      • 2 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /28

    $322,000 Sold Nov 14, 2025

    105 Parma Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1992

    Last Sold Summary

    • $261/SF
    • 5 Days On Market

    Current Estimated Value $329,132

    Last Listing Agent Norma Coursey Benson & Mangold, LLC

    105 Parma Rd, Chestertown, MD 21620
    • /44

      Est $637,633 Not Listed For Sale

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 1890
      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $245/SF
      • 26 Days On Market

      Last Sold Price $549,000

      Last Listing Agent Christopher McClary Gunther-McClary Real Estate

  • /38

    $475,000 Sold Dec 11, 2025

    101 Birch Run Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • Built 1979

    Last Sold Summary

    • $242/SF
    • 38 Days On Market

    Current Estimated Value $479,548

    Last Listing Agent Julie Strickler Remax Vision

    101 Birch Run Rd, Chestertown, MD 21620
    • /25

      Est $509,969 Not Listed For Sale

      8500 Broad Neck Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 2014
      8500 Broad Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $192/SF
      • 42 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Ginny Dauses Coldwell Banker Waterman Realty

  • /56

    $759,000 Sold Jul 01, 2025

    7988 Aldan Dr, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 3,394 Sq Ft
    • Built 2000

    Last Sold Summary

    • $224/SF
    • 2 Days On Market

    Current Estimated Value $790,632

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    7988 Aldan Dr, Chestertown, MD 21620
    • /44

      Est $443,961 Not Listed For Sale

      208 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft
      • Built 1976
      208 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 22% Above List Price
      • $178/SF
      • 16 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

  • /35

    $485,960 Sold Oct 31, 2025

    726 Aldora Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • $229/SF
    • 14 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    726 Aldora Dr, Chestertown, MD 21620
    • /24

      Est $536,617 Not Listed For Sale

      247 Devon Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 4,316 Sq Ft
      • Built 2006
      247 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 32% Above List Price
      • $94/SF
      • 36 Days On Market

      Last Sold Price $405,000

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /20

    $246,000 Sold Aug 15, 2025

    10624 Millbrook Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1988

    Last Sold Summary

    • $246/SF
    • 17 Days On Market

    Current Estimated Value $244,085

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    10624 Millbrook Dr, Chestertown, MD 21620
    • /24

      Est $415,882 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

      • 19% Above List Price
      • $142/SF
      • 85 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Christopher Buss Weichert Corporate

  • /3

    $675,000 Sold Jun 25, 2025

    213 N Queen St, Chestertown, MD 21620

    • 2 Beds
    • 2.5 Baths
    • 1,945 Sq Ft
    • Built 1904

    Last Sold Summary

    • $347/SF
    • 2 Days On Market

    Current Estimated Value $701,340

    Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    213 N Queen St, Chestertown, MD 21620
    • /22

      Est $225,293 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

      • 7% Above List Price
      • $197/SF
      • 3 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /45

    $705,000 Sold Sep 26, 2025

    9194 N Bayview Ave, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 1939

    Last Sold Summary

    • $483/SF
    • 19 Days On Market

    Current Estimated Value $694,482

    Last Listing Agent John Burke Gunther-McClary Real Estate

    9194 N Bayview Ave, Chestertown, MD 21620
    • /21

      Est $213,409 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

      • 9% 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

  • /43

    $262,500 Sold May 29, 2025

    10705 Millbrook Dr, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Built 1988

    Last Sold Summary

    • $125/SF
    • 87 Days On Market

    Current Estimated Value $377,404

    Last Listing Agent Edward Kowalski EXP Realty, LLC

    10705 Millbrook Dr, Chestertown, MD 21620
    • /72

      Est $891,432 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

      • 20% Above List Price
      • $199/SF
      • 10 Days On Market

      Last Sold Price $745,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /2

    $1,125,000 Sold Jun 10, 2025

    101 Rivershore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 1950

    Last Sold Summary

    • $572/SF

    Current Estimated Value $991,814

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 Rivershore Rd, Chestertown, MD 21620
    • /22

      Est $298,886 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

      • 19% Above List Price
      • $181/SF
      • 2 Days On Market

      Last Sold Price $251,000

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /18

    $375,000 Sold Oct 10, 2025

    200 Fey Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1996

    Last Sold Summary

    • $239/SF
    • 19 Days On Market

    Current Estimated Value $382,932

    Last Listing Agent Erik Hoferer Long & Foster Real Estate, Inc.

    200 Fey Rd, Chestertown, MD 21620
    • /12

      Est $812,858 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

      • 7% Below List Price
      • $358/SF
      • 23 Days On Market

      Last Sold Price $870,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /23

    $296,337 Sold Sep 30, 2025

    205 Pine St, Chestertown, MD 21620

    • 3 Beds
    • 1.5 Baths
    • 2,212 Sq Ft
    • Built 1955

    Last Sold Summary

    • $134/SF
    • 32 Days On Market

    Current Estimated Value $333,987

    Last Listing Agent Herschell Claggett Davis Real Estate, Inc.

    205 Pine St, Chestertown, MD 21620
    • /20

      Est $299,206 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

      • 12% Below List Price
      • $253/SF
      • 3 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

Showing Results 361 - 400, Page 10 of 18

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