219

Recently Sold Leonardtown, MD Homes

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  • /2

    $700,000

    Sold Apr 27, 2026

    20255 Hawks Way, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2026

    Last Sold Summary

    • $292/SF

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    20255 Hawks Way, Leonardtown, MD 20650
  • /95

    $753,000

    Sold Jun 05, 2026

    21390 Little Saint Annes Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Above List Price
    • $215/SF
    • 2 Days On Market

    Current Estimated Value $662,859

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    21390 Little Saint Annes Ln, Leonardtown, MD 20650
  • /78

    $519,000

    Sold Jul 01, 2025

    23433 Grovewood Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,804 Sq Ft
    • Built 2022

    Last Sold Summary

    • $185/SF
    • 3 Days On Market

    Current Estimated Value $515,409

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

    23433 Grovewood Ct, Leonardtown, MD 20650
  • /96

    $880,000

    Sold Jun 19, 2026

    21130 Someday Farm Ln, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,122 Sq Ft
    • Built 2011

    Last Sold Summary

    • 10% Above List Price
    • $282/SF
    • 6 Days On Market

    Current Estimated Value $798,863

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    21130 Someday Farm Ln, Leonardtown, MD 20650
  • /36

    $465,000

    Sold Nov 21, 2025

    44504 Watson Ln, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft
    • Built 2003

    Last Sold Summary

    • $202/SF
    • 17 Days On Market

    Current Estimated Value $474,072

    Last Listing Agent Danny Morris O'Brien Realty ERA Powered

    44504 Watson Ln, Leonardtown, MD 20650
  • /2

    $630,000

    Sold Aug 20, 2025

    41460 Challedon Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft
    • Built 2010

    Last Sold Summary

    • $194/SF
    • 2 Days On Market

    Current Estimated Value $630,163

    Last Listing Agent Heather Foster RE/MAX One

    41460 Challedon Way, Leonardtown, MD 20650
  • /18

    $175,000

    Sold Feb 02, 2026

    0 Kiskadee Ln, Leonardtown, MD 20650

    • Land
    • 3.53 Acres
    • $49,575 per Acre

    Last Sold Summary

    • 156 Days On Market

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    0 Kiskadee Ln, Leonardtown, MD 20650
  • /88

    $685,000

    Sold Jul 10, 2025

    23558 Belmar Dr, Leonardtown, MD 20650

    • 6 Beds
    • 3.5 Baths
    • 4,267 Sq Ft
    • Built 2008

    Last Sold Summary

    • $161/SF

    Current Estimated Value $685,707

    Last Listing Agent Heather Foster RE/MAX One

    23558 Belmar Dr, Leonardtown, MD 20650
  • /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 $420,883

    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 $528,955

    Last Listing Agent Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
  • /40

    $497,400

    Sold May 12, 2026

    Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 2% Above List Price

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 133 - 23691 Weeping Willow Way, 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 Hefley 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 $462,683

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, 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 $619,384

    Last Listing Agent Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /2

    $750,000

    Sold May 28, 2026

    20752 Penansey Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,936 Sq Ft
    • Built 2010

    Last Sold Summary

    • $255/SF
    • 0 Days On Market

    Current Estimated Value $745,686

    Last Listing Agent Heather Foster RE/MAX One

    20752 Penansey Ln, 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 $540,792

    Last Listing Agent Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
  • 23092 Town Run Dr, Leonardtown, MD 20650

    $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 $640,861

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
  • /48

    $450,000

    Sold May 15, 2026

    41505 Margrove Cir, Leonardtown, MD 20650

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

    Last Sold Summary

    • 3% Above List Price
    • $195/SF
    • 4 Days On Market

    Current Estimated Value $448,784

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    41505 Margrove Cir, Leonardtown, MD 20650
  • /57

    $653,000

    Sold Jun 25, 2026

    42032 Starlight Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,340 Sq Ft
    • Built 2004

    Last Sold Summary

    • $150/SF
    • 19 Days On Market

    Current Estimated Value $653,006

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    42032 Starlight 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 $493,296

    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 $690,323

    Last Listing Agent Erika Yowell EXP Realty, LLC

    42975 Baywood Place, Leonardtown, MD 20650
  • /41

    $449,900

    Sold May 22, 2026

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 80 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, 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 $627,621

    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 Hefley 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 $426,020

    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 $413,980

    Last Listing Agent Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, 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 $631,272

    Last Listing Agent Heather Foster RE/MAX One

    23641 Belmar 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 $779,152

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    40801 Kiskadee Ln, 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 $519,130

    Last Listing Agent Trish Brow O'Brien Realty ERA Powered

    22542 Landing 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 $437,667

    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 $1,714,331

    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 $696,122

    Last Listing Agent Fran Slade Compass

    41480 Whimsical Ct, Leonardtown, MD 20650
  • /45

    $565,000

    Sold May 29, 2026

    20260 Hawks Way, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $226/SF
    • 14 Days On Market

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    20260 Hawks Way, 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 $621,177

    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 $529,001

    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 $648,574

    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 $634,424

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /2

    $620,000

    Sold Jun 23, 2026

    41585 Austin Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,030 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 35 Days On Market

    Current Estimated Value $633,288

    Last Listing Agent Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • /49

    $646,000

    Sold Jun 01, 2026

    23621 Margrave Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • 1% Above List Price
    • $176/SF
    • 2 Days On Market

    Current Estimated Value $636,921

    Last Listing Agent Lauren Garner EXP Realty, LLC

    23621 Margrave Dr, 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 Hefley RE/MAX One

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 6

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