311

Recently Sold Kent County MD Homes

Section Image
  • /2

    $365,000

    Sold Jul 22, 2026

    521 N Kent St, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $189/SF

    Current Estimated Value $444,216

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    521 N Kent St, Chestertown, MD 21620
  • /21

    $364,900

    Sold Feb 26, 2026

    108 Flying Cloud Dr, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft
    • Built 2023

    Last Sold Summary

    • $188/SF
    • 67 Days On Market

    Current Estimated Value $361,480

    Last Listing Agent Casey Scattergood Cross Street Realtors LLC

    108 Flying Cloud Dr, Chestertown, MD 21620
  • /79

    $825,000

    Sold May 26, 2026

    25475 Turnberry Ct, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 4,145 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 9 Days On Market

    Current Estimated Value $830,284

    Last Listing Agent Lona Todd Taylor Properties

    25475 Turnberry Ct, Chestertown, MD 21620
  • /33

    $375,000

    Sold Dec 01, 2025

    907 N Meadowview Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft
    • Built 2002

    Last Sold Summary

    • $204/SF
    • 83 Days On Market

    Current Estimated Value $382,771

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    907 N Meadowview Dr, Chestertown, MD 21620
  • /16

    $150,000

    Sold May 15, 2026

    107 Conley Dr, Chestertown, MD 21620

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

    Last Sold Summary

    • 12% Below List Price
    • $132/SF
    • 32 Days On Market

    Current Estimated Value $157,236

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    107 Conley Dr, Chestertown, MD 21620
  • /72

    $609,000

    Sold Aug 27, 2025

    10175 John Carvill Rd, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 3,155 Sq Ft
    • Built 1994

    Last Sold Summary

    • $193/SF
    • 11 Days On Market

    Current Estimated Value $641,207

    Last Listing Agent Hayley Norris Select Land & Homes, LLC

    10175 John Carvill Rd, Chestertown, MD 21620
  • /16

    $350,000

    Sold Mar 05, 2026

    21111 Texas Ave, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $208/SF
    • 17 Days On Market

    Current Estimated Value $354,405

    Last Listing Agent Yvonne Andres Keller Williams Select Realtors of Easton

    21111 Texas Ave, Chestertown, MD 21620
  • /36

    $1,095,000

    Sold Jun 02, 2026

    12400 Woods Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1985

    Last Sold Summary

    • $563/SF
    • 4 Days On Market

    Current Estimated Value $1,073,299

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12400 Woods Rd, Worton, MD 21678
  • /2

    $85,000

    Sold Jun 30, 2026

    108 Pine St, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 910 Sq Ft
    • Built 1957

    Last Sold Summary

    • 40% Below List Price
    • $93/SF
    • 6 Days On Market

    Current Estimated Value $117,450

    Last Listing Agent David Moore Real Broker, LLC

    108 Pine St, Chestertown, MD 21620
  • /2

    $1,825,000

    Sold Jul 30, 2026

    11500 Possum Hollow Rd, Worton, MD 21678

    • 3 Beds
    • 3.5 Baths
    • 3,138 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $582/SF
    • 3 Days On Market

    Current Estimated Value $599,296

    Last Listing Agent Brett Schrader Taylor Properties

    11500 Possum Hollow Rd, Worton, MD 21678
  • /57

    $1,075,000

    Sold Aug 28, 2025

    13931 Eagles Nest Farm Ln, Still Pond, MD 21667

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1987

    Last Sold Summary

    • $582/SF
    • 22 Days On Market

    Current Estimated Value $1,106,907

    Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate

    13931 Eagles Nest Farm Ln, Still Pond, MD 21667
  • /9

    $364,900

    Sold Apr 30, 2026

    21133 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft
    • Built 2025

    Last Sold Summary

    • $224/SF
    • 132 Days On Market

    Current Estimated Value $365,868

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    21133 Striper Run, Rock Hall, MD 21661
  • /94

    $1,524,900

    Sold Feb 17, 2026

    10800 Cliff Rd, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 5,241 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Above List Price
    • $291/SF
    • 5 Days On Market

    Current Estimated Value $1,493,924

    Last Listing Agent Lona Todd Taylor Properties

    10800 Cliff Rd, Chestertown, MD 21620
  • /21

    $315,000

    Sold Mar 13, 2026

    11047 Bottom Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2023

    Last Sold Summary

    • $262/SF
    • 20 Days On Market

    Current Estimated Value $312,628

    Last Listing Agent Jeff Guthrie Taylor Properties

    11047 Bottom Rd, Worton, MD 21678
  • /2

    $395,000

    Sold Jun 25, 2026

    8629 Airy Hill Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $274/SF
    • 7 Days On Market

    Current Estimated Value $428,003

    Last Listing Agent Lauren Smith Keller Williams Realty

    8629 Airy Hill Rd, Chestertown, MD 21620
  • /24

    $410,000

    Sold Jun 26, 2026

    109 S College Ave, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $337/SF
    • 71 Days On Market

    Current Estimated Value $410,642

    Last Listing Agent Jeff Guthrie Taylor Properties

    109 S College Ave, Chestertown, MD 21620
  • /26

    $287,500

    Sold Dec 05, 2025

    7483 Shortall St, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 35 Days On Market

    Current Estimated Value $285,938

    Last Listing Agent Christine Johnson RE/MAX Executive

    7483 Shortall St, Chestertown, MD 21620
  • /5

    $25,000

    Sold Nov 14, 2025

    23628 Canvasback Rd, Chestertown, MD 21620

    • Land
    • 14,810 Sq Ft
    • $73,529 per Acre

    Last Sold Summary

    • 29 Days On Market

    Current Estimated Value $125,000

    Last Listing Agent Christopher McClary Gunther-McClary Real Estate

    23628 Canvasback Rd, Chestertown, MD 21620
  • /38

    $319,000

    Sold Apr 30, 2026

    11969 Augustine Herman Hwy, Kennedyville, MD 21645

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft
    • Built 1920

    Last Sold Summary

    • $127/SF
    • 145 Days On Market

    Current Estimated Value $316,281

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    11969 Augustine Herman Hwy, Kennedyville, MD 21645
  • /10

    $175,000

    Sold Mar 10, 2026

    23069 Raleigh Rd, Chestertown, MD 21620

    • 2 Beds
    • 1,160 Sq Ft
    • Built 1967

    Last Sold Summary

    • $151/SF
    • 184 Days On Market

    Current Estimated Value $190,890

    Last Listing Agent George Mcdowell Keller Williams Select Realtors of Annapolis

    23069 Raleigh Rd, Chestertown, MD 21620
  • /2

    $9,500

    Sold Aug 19, 2025

    0 Millbrook Dr, Chestertown, MD 21620

    • Land
    • 21,780 Sq Ft
    • $19,000 per Acre

    Last Sold Summary

    • 347 Days On Market

    Last Listing Agent Dee Dee Miller Paul Wesley Real Estate

    0 Millbrook Dr, Chestertown, MD 21620
  • /39

    $415,000

    Sold Sep 17, 2025

    21311 Lee St, Rock Hall, MD 21661

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1979

    Last Sold Summary

    • $240/SF
    • 13 Days On Market

    Current Estimated Value $418,773

    Last Listing Agent Sarah King Cross Street Realtors LLC

    21311 Lee St, Rock Hall, MD 21661
  • /20

    $220,000

    Sold Sep 22, 2025

    300 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Built 2005

    Last Sold Summary

    • $183/SF
    • 147 Days On Market

    Current Estimated Value $225,524

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    300 Hilltop Ln, Chestertown, MD 21620
  • /3

    $7,200

    Sold Jun 04, 2026

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620

    • Land
    • 14,810 Sq Ft
    • $21,176 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 457 Days On Market

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620
  • /51

    $640,000

    Sold Jul 29, 2026

    7844 Chester Ct, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,248 Sq Ft
    • Built 2005

    Last Sold Summary

    • $197/SF
    • 222 Days On Market

    Current Estimated Value $687,003

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    7844 Chester Ct, Chestertown, MD 21620
  • /44

    $680,000

    Sold Sep 30, 2025

    8978 Orchard Dr, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,820 Sq Ft
    • Built 2005

    Last Sold Summary

    • $178/SF
    • 1 Day On Market

    Current Estimated Value $702,071

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    8978 Orchard Dr, Chestertown, MD 21620
  • /35

    $210,000

    Sold Oct 03, 2025

    19 1st Ave, Betterton, MD 21610

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft
    • Built 1951

    Last Sold Summary

    • $417/SF
    • 3 Days On Market

    Current Estimated Value $216,142

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    19 1st Ave, Betterton, MD 21610
  • /2

    $2,500

    Sold Sep 12, 2025

    0 Lots 362 and 363 Klamath Rd, Worton, MD 21678

    • Land
    • 14,810 Sq Ft
    • $7,353 per Acre

    Last Sold Summary

    • 252 Days On Market

    Last Listing Agent Jo Ann Edwards The Hogans Agency

    0 Lots 362 and 363 Klamath Rd, Worton, MD 21678
  • /60

    $1,165,000

    Sold Dec 01, 2025

    119 High St, Chestertown, MD 21620

    • 5 Beds
    • 4.5 Baths
    • 4,409 Sq Ft
    • Built 1876

    Last Sold Summary

    • $264/SF
    • 5 Days On Market

    Current Estimated Value $1,153,904

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    119 High St, Chestertown, MD 21620
  • /54

    $380,000

    Sold Feb 17, 2026

    12035 Galena Rd, Massey, MD 21650

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

    Last Sold Summary

    • $283/SF
    • 142 Days On Market

    Current Estimated Value $372,028

    Last Listing Agent Lona Todd Taylor Properties

    12035 Galena Rd, Massey, MD 21650
  • /20

    $136,500

    Sold Sep 19, 2025

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661

    • Land
    • 1 Acre
    • $136,500 per Acre

    Last Sold Summary

    • 137 Days On Market

    Last Listing Agent Tammy Studebaker EXP Realty, LLC

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661
  • /11

    $75,000

    Sold Jul 07, 2026

    11200 Boyer Ln, Worton, MD 21678

    • Land
    • 2 Acres
    • $37,500 per Acre

    Last Sold Summary

    • 24 Days On Market

    Current Estimated Value $82,421

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    11200 Boyer Ln, Worton, MD 21678
  • /34

    $384,000

    Sold Jun 29, 2026

    23416 Cloquet Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2020

    Last Sold Summary

    • $254/SF
    • 6 Days On Market

    Current Estimated Value $385,938

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23416 Cloquet Rd, Chestertown, MD 21620
  • /2

    $461,000

    Sold Jul 17, 2026

    121 1st Ave, Betterton, MD 21610

    • 4 Beds
    • 2 Baths
    • 3,360 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $137/SF
    • 3 Days On Market

    Current Estimated Value $446,985

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    121 1st Ave, Betterton, MD 21610
  • /16

    $240,000

    Sold Jan 16, 2026

    100 Metcalf Rd, Chestertown, MD 21620

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

    Last Sold Summary

    • $211/SF
    • 109 Days On Market

    Current Estimated Value $246,216

    Last Listing Agent Dale Hunter Bayside Realty

    100 Metcalf Rd, Chestertown, MD 21620
  • /2

    $340,000

    Sold May 22, 2026

    11350 Lynch Rd, Worton, MD 21678

    • 3 Beds
    • 1.5 Baths
    • 1,215 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 20 Days On Market

    Current Estimated Value $338,365

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    11350 Lynch Rd, Worton, MD 21678
  • /25

    $325,000

    Sold Jul 16, 2026

    10572 Watonga Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2007

    Last Sold Summary

    • $231/SF
    • 1 Day On Market

    Current Estimated Value $326,690

    Last Listing Agent Samantha Zarnes Serhant

    10572 Watonga Rd, Chestertown, MD 21620
  • /16

    $120,000

    Sold Feb 27, 2026

    141 Prospect St, Chestertown, MD 21620

    • 4 Beds
    • 1.5 Baths
    • 1,156 Sq Ft
    • Built 1900

    Last Sold Summary

    • 27% Below List Price
    • $104/SF
    • 33 Days On Market

    Current Estimated Value $137,042

    Last Listing Agent Jeff Guthrie Taylor Properties

    141 Prospect St, Chestertown, MD 21620
  • /15

    $155,000

    Sold Oct 17, 2025

    8992 S Bayview Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1966

    Last Sold Summary

    • $117/SF
    • 3 Days On Market

    Current Estimated Value $206,734

    Last Listing Agent William Norris Select Land & Homes, LLC

    8992 S Bayview Dr, Chestertown, MD 21620
  • /21

    $350,000

    Sold Aug 29, 2025

    11219 Station Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Built 2006

    Last Sold Summary

    • $239/SF
    • 115 Days On Market

    Current Estimated Value $346,953

    Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

    11219 Station Rd, Worton, MD 21678

Showing Results 1 - 40, Page 1 of 8

How to Buy a Home How to Finance a Home How to Sell a Home