219

Recently Sold Chestertown, MD Homes

Section Image
  • 200 Washington Ave, Chestertown, MD 21620
    200 Washington Ave, Chestertown, MD 21620
    200 Washington Ave, Chestertown, MD 21620
    /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 $670,710

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    200 Washington Ave, Chestertown, MD 21620
  • 112 Metcalf Rd, Chestertown, MD 21620
    112 Metcalf Rd, Chestertown, MD 21620
    112 Metcalf Rd, Chestertown, MD 21620
    /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 $250,714

    Last Listing Agent April Heim Rosendale Realty

    112 Metcalf Rd, Chestertown, MD 21620
  • 221 Richard Dr, Chestertown, MD 21620
    221 Richard Dr, Chestertown, MD 21620
    221 Richard Dr, Chestertown, MD 21620
    /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 $403,551

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    221 Richard Dr, Chestertown, MD 21620
  • 7903 Radcliffe Rd, Chestertown, MD 21620
    7903 Radcliffe Rd, Chestertown, MD 21620
    7903 Radcliffe Rd, Chestertown, MD 21620
    /79

    $705,000

    Sold Aug 19, 2026

    7903 Radcliffe Rd, Chestertown, MD 21620

    • 3 Beds
    • 4 Baths
    • 4,037 Sq Ft
    • Built 1988

    Last Sold Summary

    • 13% Above List Price
    • $175/SF
    • 3 Days On Market

    Current Estimated Value $723,239

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    7903 Radcliffe Rd, Chestertown, MD 21620
  • 303 E Campus Ave, Chestertown, MD 21620
    303 E Campus Ave, Chestertown, MD 21620
    303 E Campus Ave, Chestertown, MD 21620
    /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 $365,872

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    303 E Campus Ave, Chestertown, MD 21620
  • 215 Fairview Dr, Chestertown, MD 21620
    215 Fairview Dr, Chestertown, MD 21620
    215 Fairview Dr, Chestertown, MD 21620
    /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 $427,300

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

    215 Fairview Dr, Chestertown, MD 21620
  • Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    /20

    $185,000

    Sold Aug 10, 2026

    Lot 9 Prestwick Dr, Chestertown, MD 21620

    • Land
    • 1.95 Acres
    • $94,872 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 675 Days On Market

    Last Listing Agent John Burke Gunther-McClary Real Estate

    Lot 9 Prestwick Dr, Chestertown, MD 21620
  • 7521 Pine Ave, Chestertown, MD 21620
    7521 Pine Ave, Chestertown, MD 21620
    7521 Pine Ave, Chestertown, MD 21620
    /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 $246,818

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    7521 Pine Ave, Chestertown, MD 21620
  • 206 Cannon St, Chestertown, MD 21620
    206 Cannon St, Chestertown, MD 21620
    206 Cannon St, Chestertown, MD 21620
    /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 $832,169

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    206 Cannon St, Chestertown, MD 21620
  • 206 Burchard Sawmill Rd, Chestertown, MD 21620
    206 Burchard Sawmill Rd, Chestertown, MD 21620
    /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
  • 107 Conley Dr, Chestertown, MD 21620
    107 Conley Dr, Chestertown, MD 21620
    107 Conley Dr, Chestertown, MD 21620
    /24

    $245,000

    Sold Aug 25, 2026

    107 Conley Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $215/SF
    • 10 Days On Market

    Current Estimated Value $159,425

    Last Listing Agent Taylor Leaverton Benson & Mangold, LLC

    107 Conley Dr, Chestertown, MD 21620
  • 118 Grant Ct, Chestertown, MD 21620
    118 Grant Ct, Chestertown, MD 21620
    118 Grant Ct, Chestertown, MD 21620
    /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 $456,207

    Last Listing Agent Crystal Smith RE/MAX Executive

    118 Grant Ct, Chestertown, MD 21620
  • 21146 Montana Ave, Chestertown, MD 21620
    21146 Montana Ave, Chestertown, MD 21620
    21146 Montana Ave, Chestertown, MD 21620
    /56

    $290,000

    Sold Sep 11, 2026

    21146 Montana Ave, Chestertown, MD 21620

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1990

    Last Sold Summary

    • $193/SF
    • 12 Days On Market

    Current Estimated Value $309,529

    Last Listing Agent Jody Baker Cross Street Realtors LLC

    21146 Montana Ave, Chestertown, MD 21620
  • 104 Garland Ave, Chestertown, MD 21620
    104 Garland Ave, Chestertown, MD 21620
    104 Garland Ave, Chestertown, MD 21620
    /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 $470,899

    Last Listing Agent Casey Scattergood Cross Street Realtors LLC

    104 Garland Ave, Chestertown, MD 21620
  • 109 S Water St, Chestertown, MD 21620
    109 S Water St, Chestertown, MD 21620
    109 S Water St, Chestertown, MD 21620
    /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
  • 7761 Broad Neck Rd, Chestertown, MD 21620
    7761 Broad Neck Rd, Chestertown, MD 21620
    /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 $1,251,774

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    7761 Broad Neck Rd, Chestertown, MD 21620
  • 136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    /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
  • 121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    /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 $342,399

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    121 Primrose Rd, Chestertown, MD 21620
  • 25195 Lovers Ln, Chestertown, MD 21620
    25195 Lovers Ln, Chestertown, MD 21620
    /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 $346,199

    Last Listing Agent William Norris Select Land & Homes, LLC

    25195 Lovers Ln, Chestertown, MD 21620

Showing Results 201 - 219, Page 6 of 6

Maryland Kent County

Recently Sold Real Estate & Homes in Chestertown, MD

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