199

Recently Sold Leonardtown, MD Homes

Section Image
  • /32

    $425,000 Sold Oct 22, 2025

    22362 Armstrong Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $210/SF
    • 207 Days On Market

    Current Estimated Value $418,428

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /50

    $520,000 Sold Feb 17, 2026

    42043 Starlight Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft
    • Built 2004

    Last Sold Summary

    • $210/SF
    • 119 Days On Market

    Current Estimated Value $523,554

    Last Listing Agent Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
  • /29

    $435,000 Sold May 16, 2025

    41434 Margrove Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,356 Sq Ft
    • Built 2020

    Last Sold Summary

    • $185/SF
    • 30 Days On Market

    Current Estimated Value $446,300

    Last Listing Agent Jonathan Boss RE/MAX One

    41434 Margrove Cir, Leonardtown, MD 20650
  • /58

    $665,000 Sold May 30, 2025

    23687 Coventry Dr, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 4,650 Sq Ft
    • Built 2012

    Last Sold Summary

    • $143/SF
    • 32 Days On Market

    Current Estimated Value $690,247

    Last Listing Agent Lesa Clark Redfin Corp

    23687 Coventry Dr, Leonardtown, MD 20650
  • /54

    $635,000 Sold Jun 16, 2025

    20640 Laurel Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,692 Sq Ft
    • Built 2001

    Last Sold Summary

    • $236/SF
    • 4 Days On Market

    Current Estimated Value $644,228

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    20640 Laurel Ct, Leonardtown, MD 20650
  • /58

    $459,900 Sold Nov 25, 2025

    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 18 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650
  • /31

    $465,000 Sold Feb 11, 2026

    21925 Budds Creek Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,527 Sq Ft
    • Built 1970

    Last Sold Summary

    • $184/SF
    • 72 Days On Market

    Current Estimated Value $455,996

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, Leonardtown, MD 20650
  • /73

    $435,000 Sold May 21, 2025

    41500 Margrove Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2019

    Last Sold Summary

    • $189/SF
    • 3 Days On Market

    Current Estimated Value $444,805

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    41500 Margrove Cir, Leonardtown, MD 20650
  • /41

    $599,900 Sold Oct 30, 2025

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,061 Sq Ft
    • Built 1995

    Last Sold Summary

    • $196/SF
    • 94 Days On Market

    Current Estimated Value $619,790

    Last Listing Agent Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /72

    $537,500 Sold Sep 30, 2025

    23674 Jm Gough Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,697 Sq Ft
    • Built 2005

    Last Sold Summary

    • $199/SF
    • 96 Days On Market

    Current Estimated Value $547,296

    Last Listing Agent Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
  • /76

    $619,000 Sold Oct 10, 2025

    23092 Town Run Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,806 Sq Ft
    • Built 2023

    Last Sold Summary

    • $163/SF
    • 32 Days On Market

    Current Estimated Value $639,218

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
  • /65

    $600,000 Sold Jun 17, 2025

    42279 Bird Haven Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,139 Sq Ft
    • Built 2002

    Last Sold Summary

    • $191/SF
    • 4 Days On Market

    Current Estimated Value $609,243

    Last Listing Agent Mike Jordan CENTURY 21 New Millennium

    42279 Bird Haven Dr, Leonardtown, MD 20650
  • /59

    $487,000 Sold Feb 27, 2026

    21738 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 1,952 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $249/SF
    • 6 Days On Market

    Current Estimated Value $501,493

    Last Listing Agent Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    21738 Pinehurst Ct, Leonardtown, MD 20650
  • /65

    $690,000 Sold Feb 26, 2026

    42975 Baywood Place, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 3,372 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $205/SF
    • 25 Days On Market

    Current Estimated Value $689,976

    Last Listing Agent Erika Yowell EXP Realty, LLC

    42975 Baywood Place, Leonardtown, MD 20650
  • /88

    $635,000 Sold Dec 15, 2025

    45474 Medleys Neck Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,653 Sq Ft
    • Built 1981

    Last Sold Summary

    • $239/SF
    • 31 Days On Market

    Current Estimated Value $637,282

    Last Listing Agent Erin Barber CENTURY 21 New Millennium

    45474 Medleys Neck Rd, Leonardtown, MD 20650
  • /40

    $439,900 Sold Dec 03, 2025

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650
  • /5

    $425,000 Sold Jan 28, 2026

    25365 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,952 Sq Ft
    • Built 1936

    Last Sold Summary

    • 21% Below List Price
    • $144/SF
    • 353 Days On Market

    Current Estimated Value $426,616

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /25

    $402,000 Sold Oct 31, 2025

    23730 Hicks Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 1975

    Last Sold Summary

    • $202/SF
    • 49 Days On Market

    Current Estimated Value $414,641

    Last Listing Agent Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
  • /72

    $740,000 Sold Sep 18, 2025

    40801 Kiskadee Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 6,064 Sq Ft
    • Built 2002

    Last Sold Summary

    • $122/SF
    • 8 Days On Market

    Current Estimated Value $777,596

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    40801 Kiskadee Ln, Leonardtown, MD 20650
  • /42

    $630,000 Sold Jul 10, 2025

    23641 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,236 Sq Ft
    • Built 2012

    Last Sold Summary

    • $195/SF
    • 0 Days On Market

    Current Estimated Value $638,334

    Last Listing Agent Heather Foster RE/MAX One

    23641 Belmar Dr, Leonardtown, MD 20650
  • /42

    $517,000 Sold Aug 27, 2025

    22542 Landing Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,752 Sq Ft
    • Built 2005

    Last Sold Summary

    • $188/SF
    • 21 Days On Market

    Current Estimated Value $524,112

    Last Listing Agent Trish Brow EXP Realty, LLC

    22542 Landing Way, Leonardtown, MD 20650
  • /46

    $950,000 Sold Jun 02, 2025

    22855 White Swan Way, Leonardtown, MD 20650

    • 5 Beds
    • 5.5 Baths
    • 6,762 Sq Ft
    • Built 2001

    Last Sold Summary

    • $140/SF
    • 30 Days On Market

    Current Estimated Value $958,291

    Last Listing Agent Barbara Stellway KW Metro Center

    22855 White Swan Way, Leonardtown, MD 20650
  • /59

    $435,000 Sold Aug 07, 2025

    23265 Lindsay Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2017

    Last Sold Summary

    • $189/SF
    • 3 Days On Market

    Current Estimated Value $443,450

    Last Listing Agent Wayne & Christine Floyd RE/MAX Realty Group

    23265 Lindsay Dr, Leonardtown, MD 20650
  • /83

    $1,700,000 Sold Aug 21, 2025

    40972 Mollies Way, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,459 Sq Ft
    • Built 1995

    Last Sold Summary

    • $491/SF
    • 3 Days On Market

    Current Estimated Value $1,709,011

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    40972 Mollies Way, Leonardtown, MD 20650
  • /53

    $680,000 Sold Oct 24, 2025

    41480 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,825 Sq Ft
    • Built 2010

    Last Sold Summary

    • $178/SF
    • 32 Days On Market

    Current Estimated Value $703,790

    Last Listing Agent Fran Slade Compass

    41480 Whimsical Ct, Leonardtown, MD 20650
  • /65

    $614,900 Sold Dec 11, 2025

    22626 Chickadee Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft
    • Built 2002

    Last Sold Summary

    • $202/SF
    • 110 Days On Market

    Current Estimated Value $628,904

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • /60

    $529,900 Sold Jan 29, 2026

    41895 Tomey Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,482 Sq Ft
    • Built 2010

    Last Sold Summary

    • $152/SF
    • 0 Days On Market

    Current Estimated Value $527,673

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    41895 Tomey Ct, Leonardtown, MD 20650
  • /74

    $660,000 Sold Sep 29, 2025

    23647 Hansel Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,194 Sq Ft
    • Built 2010

    Last Sold Summary

    • $207/SF
    • 12 Days On Market

    Current Estimated Value $668,336

    Last Listing Agent Heather Foster RE/MAX One

    23647 Hansel Ct, Leonardtown, MD 20650
  • /53

    $625,000 Sold Dec 10, 2025

    41402 Silver Charm Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft
    • Built 2010

    Last Sold Summary

    • $154/SF
    • 25 Days On Market

    Current Estimated Value $633,003

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /51

    $469,900 Sold Nov 25, 2025

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650
  • /20

    $330,000 Sold Sep 16, 2025

    23280 Hollywood Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,402 Sq Ft
    • Built 1956

    Last Sold Summary

    • $235/SF
    • 7 Days On Market

    Current Estimated Value $340,966

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    23280 Hollywood Rd, Leonardtown, MD 20650
  • /43

    $710,000 Sold Sep 05, 2025

    20620 Laurel Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft
    • Built 2001

    Last Sold Summary

    • $203/SF
    • 4 Days On Market

    Current Estimated Value $716,536

    Last Listing Agent Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
  • /34

    $615,000 Sold Jun 27, 2025

    20540 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,850 Sq Ft
    • Built 1995

    Last Sold Summary

    • $160/SF
    • 9 Days On Market

    Current Estimated Value $626,628

    Last Listing Agent Kelly Parks Coldwell Banker Realty

    20540 Deer Wood Park Dr, Leonardtown, MD 20650
  • /41

    $459,900 Sold Feb 17, 2026

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 37 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
  • /17

    $685,000 Sold Jun 20, 2025

    21821 Cove Ln, Leonardtown, MD 20650

    • 2 Beds
    • 3 Baths
    • 2,748 Sq Ft
    • Built 1967

    Last Sold Summary

    • $249/SF
    • 2 Days On Market

    Current Estimated Value $697,818

    Last Listing Agent Barbara Stellway KW Metro Center

    21821 Cove Ln, Leonardtown, MD 20650
  • /57

    $560,000 Sold Apr 24, 2026

    23299 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,482 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $161/SF
    • 10 Days On Market

    Current Estimated Value $553,851

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    23299 Jenifer Ct, Leonardtown, MD 20650
  • /59

    $665,000 Sold Nov 20, 2025

    41435 Osborne Ln, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 4,145 Sq Ft
    • Built 2018

    Last Sold Summary

    • $160/SF
    • 21 Days On Market

    Current Estimated Value $675,898

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41435 Osborne Ln, Leonardtown, MD 20650
  • /50

    $406,000 Sold Jul 25, 2025

    23745 Hicks Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1978

    Last Sold Summary

    • $413/SF
    • 19 Days On Market

    Current Estimated Value $399,917

    Last Listing Agent Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
  • /60

    $580,000 Sold Jan 08, 2026

    21039 Woodmere Dr, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 4,112 Sq Ft
    • Built 1999

    Last Sold Summary

    • $141/SF
    • 48 Days On Market

    Current Estimated Value $587,661

    Last Listing Agent Wayne & Christine Floyd RE/MAX Realty Group

    21039 Woodmere Dr, Leonardtown, MD 20650
  • /68

    $578,000 Sold Apr 14, 2026

    21117 Catnip Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,526 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $164/SF
    • 4 Days On Market

    Current Estimated Value $588,392

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21117 Catnip Ct, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 5

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