341

Recently Sold Homes near Leonardtown Middle School

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  • /26

    $584,000 Sold Sep 12, 2025

    23330 Lindsay Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 1,926 Sq Ft
    • Built 2022

    Last Sold Summary

    • $303/SF
    • 0 Days On Market

    Current Estimated Value $590,157

    Last Listing Agent Kristen Quinn Realty Navigator

    23330 Lindsay Dr, Leonardtown, MD 20650
  • /2

    $399,900 Sold Mar 19, 2026

    27082 Cat Creek Rd, Mechanicsville, MD 20659

    • 2 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • Built 1961

    Last Sold Summary

    • $272/SF
    • 5 Days On Market

    Current Estimated Value $392,067

    Last Listing Agent Cheryl Bare CENTURY 21 New Millennium

    27082 Cat Creek Rd, Mechanicsville, MD 20659
  • /30

    $500,000 Sold Jan 16, 2026

    21312 Fox Wood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft
    • Built 2018

    Last Sold Summary

    • $212/SF
    • 149 Days On Market

    Current Estimated Value $514,601

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    21312 Fox Wood Ln, California, MD 20619
  • /80

    $655,000 Sold May 15, 2025

    23259 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,078 Sq Ft
    • Built 2005

    Last Sold Summary

    • $161/SF
    • 6 Days On Market

    Current Estimated Value $659,219

    Last Listing Agent Michael Rose Rory S. Coakley Realty, Inc.

    23259 Jenifer Ct, 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 $521,736

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

    23433 Grovewood Ct, Leonardtown, MD 20650
  • /75

    $590,000 Sold Apr 18, 2025

    24322 Daphne Dr, Hollywood, MD 20636

    • 5 Beds
    • 3.5 Baths
    • 4,374 Sq Ft
    • Built 2015

    Last Sold Summary

    • $135/SF
    • 1 Day On Market

    Current Estimated Value $634,981

    Last Listing Agent Tig Wright Redfin Corp

    24322 Daphne Dr, Hollywood, MD 20636
  • /61

    $429,900 Sold May 30, 2025

    20903 Hunting Quarter Dr, Callaway, MD 20620

    • 4 Beds
    • 3 Baths
    • 2,728 Sq Ft
    • Built 1994

    Last Sold Summary

    • $158/SF
    • 27 Days On Market

    Current Estimated Value $441,009

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    20903 Hunting Quarter Dr, Callaway, MD 20620
  • /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 $474,991

    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 $634,292

    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
  • /78

    $649,000 Sold May 16, 2025

    42824 Dudley Digges Ln, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft
    • Built 2002

    Last Sold Summary

    • $202/SF
    • 54 Days On Market

    Current Estimated Value $677,370

    Last Listing Agent Brooke Matthews RE/MAX One

    42824 Dudley Digges Ln, Hollywood, MD 20636
  • /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 $691,871

    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 $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
  • /35

    $335,000 Sold Sep 09, 2025

    26962 Maple Dr, Mechanicsville, MD 20659

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1981

    Last Sold Summary

    • $303/SF
    • 4 Days On Market

    Current Estimated Value $342,323

    Last Listing Agent Jaime Vlahos JPAR Real Estate Professionals

    26962 Maple Dr, Mechanicsville, MD 20659
  • /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
  • /2

    $399,000 Sold Sep 19, 2025

    20904 Hunting Quarter Dr, Callaway, MD 20620

    • 3 Beds
    • 3 Baths
    • 1,222 Sq Ft
    • Built 1994

    Last Sold Summary

    • $327/SF
    • 0 Days On Market

    Current Estimated Value $405,826

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20904 Hunting Quarter Dr, Callaway, MD 20620
  • /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
  • /35

    $302,000 Sold Sep 19, 2025

    42190 Ridge Rd, Mechanicsville, MD 20659

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft
    • Built 1950

    Last Sold Summary

    • $266/SF
    • 102 Days On Market

    Current Estimated Value $313,249

    Last Listing Agent Trish Wallmark RE/MAX One

    42190 Ridge Rd, Mechanicsville, MD 20659
  • /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

    • 2,527 Sq Ft
    • Built 1970

    Last Sold Summary

    • $184/SF
    • 72 Days On Market

    Current Estimated Value $450,139

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, Leonardtown, MD 20650
  • /43

    $530,000 Sold Aug 22, 2025

    21481 Indian Bridge Rd, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft
    • Built 2005

    Last Sold Summary

    • $181/SF
    • 28 Days On Market

    Current Estimated Value $549,673

    Last Listing Agent Jimmy Hayden RE/MAX One

    21481 Indian Bridge Rd, California, MD 20619
  • /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
  • /60

    $710,000 Sold Jul 18, 2025

    22900 Camden Ct, Hollywood, MD 20636

    • 5 Beds
    • 3.5 Baths
    • 4,212 Sq Ft
    • Built 2008

    Last Sold Summary

    • $169/SF
    • 64 Days On Market

    Current Estimated Value $736,470

    Last Listing Agent Cynthia Lisa RE/MAX One

    22900 Camden Ct, Hollywood, MD 20636
  • /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
  • /4

    $645,000 Sold Apr 22, 2025

    41443 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2010

    Last Sold Summary

    • $190/SF
    • 0 Days On Market

    Current Estimated Value $650,310

    Last Listing Agent Heather Foster RE/MAX One

    41443 Whimsical Ct, Leonardtown, MD 20650
  • /2

    $495,000 Sold Nov 25, 2025

    45537 Bethson St, California, MD 20619

    • 4 Beds
    • 3 Baths
    • 1,252 Sq Ft
    • Built 2012

    Last Sold Summary

    • $395/SF
    • 0 Days On Market

    Current Estimated Value $495,038

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    45537 Bethson St, California, MD 20619
  • /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
  • /64

    $535,000 Sold Jul 18, 2025

    26747 Cat Creek Rd, Mechanicsville, MD 20659

    • 7 Beds
    • 6 Baths
    • 4,076 Sq Ft
    • Built 1974

    Last Sold Summary

    • $131/SF
    • 7 Days On Market

    Current Estimated Value $569,929

    Last Listing Agent Melinda Brown EXP Realty, LLC

    26747 Cat Creek Rd, Mechanicsville, MD 20659
  • /33

    $340,000 Sold Apr 29, 2025

    26908 Bartlett St, Mechanicsville, MD 20659

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1990

    Last Sold Summary

    • $354/SF
    • 35 Days On Market

    Current Estimated Value $348,862

    Last Listing Agent Mary Chambers JPAR Real Estate Professionals

    26908 Bartlett St, Mechanicsville, MD 20659
  • /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
  • /41

    $525,000 Sold Jul 08, 2025

    25761 Ricky Dr, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 1996

    Last Sold Summary

    • $248/SF
    • 1 Day On Market

    Current Estimated Value $527,573

    Last Listing Agent Tracy Bucior Coldwell Banker Elite

    25761 Ricky Dr, Hollywood, MD 20636
  • /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
  • /61

    $554,000 Sold Mar 26, 2026

    44180 Cross Bow Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,655 Sq Ft
    • Built 2002

    Last Sold Summary

    • $209/SF
    • 92 Days On Market

    Current Estimated Value $577,028

    Last Listing Agent Cynthia Ballard CENTURY 21 New Millennium

    44180 Cross Bow Ln, California, MD 20619
  • /24

    $308,500 Sold Dec 22, 2025

    22466 Benswood Rd, California, MD 20619

    • 4 Beds
    • 1 Bath
    • 1,360 Sq Ft
    • Built 1956

    Last Sold Summary

    • $227/SF
    • 40 Days On Market

    Current Estimated Value $316,491

    Last Listing Agent Chelsey Bennett EXP Realty, LLC

    22466 Benswood Rd, California, MD 20619
  • /73

    $610,000 Sold Feb 12, 2026

    43361 Quail St, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,804 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Above List Price
    • $160/SF
    • 4 Days On Market

    Current Estimated Value $602,909

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    43361 Quail St, Hollywood, MD 20636

Showing Results 201 - 240, Page 6 of 9

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