Recently Sold Homes in 21620

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  /54

  $250,000

  Sold Apr 10, 2026

  112 Metcalf Rd, Chestertown, MD 21620

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 2023

  Last Sold Summary

  • $195/SF
  • 36 Days On Market

  Current Estimated Value $253,437

  Last Listing Agent April Heim Rosendale Realty

  112 Metcalf Rd, Chestertown, MD 21620
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  /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 $400,051

  Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  221 Richard Dr, Chestertown, MD 21620
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  /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 $361,577

  Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

  303 E Campus Ave, Chestertown, MD 21620
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  /57

  $435,000

  Sold Jul 16, 2026

  215 Fairview Dr, Chestertown, MD 21620

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 3 Days On Market

  Current Estimated Value $426,701

  Last Listing Agent Mary Julie Long & Foster Real Estate, Inc.

  215 Fairview Dr, Chestertown, MD 21620
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  /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 $247,476

  Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

  7521 Pine Ave, Chestertown, MD 21620
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  /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 $810,718

  Last Listing Agent Brian Gearhart Benson & Mangold, LLC

  206 Cannon St, Chestertown, MD 21620
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  /2

  $9,000

  Sold Jul 08, 2026

  206 Burchard Sawmill Rd, Chestertown, MD 21620

  • Land
  • 1.05 Acres
  • $8,571 per Acre

  Last Sold Summary

  • 69% Below List Price
  • 96 Days On Market

  Last Listing Agent Norman Domingo XRealty.NET LLC

  206 Burchard Sawmill Rd, Chestertown, MD 21620
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  /37

  $460,000

  Sold Jun 29, 2026

  118 Grant Ct, Chestertown, MD 21620

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 2 Days On Market

  Current Estimated Value $445,081

  Last Listing Agent Crystal Smith RE/MAX Executive

  118 Grant Ct, Chestertown, MD 21620
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  /34

  $480,000

  Sold Apr 17, 2026

  104 Garland Ave, Chestertown, MD 21620

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Above List Price
  • $277/SF
  • 9 Days On Market

  Current Estimated Value $464,845

  Last Listing Agent Casey Scattergood Cross Street Realtors LLC

  104 Garland Ave, Chestertown, MD 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 $661,586

  Last Listing Agent Richard Keaveney Cross Street Realtors LLC

  109 S Water St, Chestertown, MD 21620
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  /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 $1,067,850

  Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  7761 Broad Neck Rd, Chestertown, MD 21620
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  /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 $301,708

  Last Listing Agent LAURIE KREIDER Realty ONE Group Unlimited

  7425 Wilkins Ln, Chestertown, MD 21620
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  /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
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  /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 $342,731

  Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  121 Primrose Rd, Chestertown, MD 21620
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  /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 $347,208

  Last Listing Agent William Norris Select Land & Homes, LLC

  25195 Lovers Ln, Chestertown, MD 21620

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