6,774

Leonardtown, MD Homes

Section Image
    • /44

      Est $645,393

      Not Listed For Sale

      21871 Fairway Dr, Leonardtown, MD 20650

      • 6 Beds
      • 3.5 Baths
      • 3,332 Sq Ft
      • Built 1997
      21871 Fairway Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 16 Days On Market

  • /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
    • /12

      Est $347,004

      Not Listed For Sale

      39834 Big Pine Trail, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1999
      39834 Big Pine Trail, Leonardtown, MD 20650

      Last Sold Summary

      • 130 Days On Market

  • /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
    • /30

      Est $459,139

      Not Listed For Sale

      22135 Cartwright Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,836 Sq Ft
      • Built 1991
      22135 Cartwright Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 115 Days On Market

  • /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
    • /99

      Est $621,877

      Not Listed For Sale

      21104 Rosebay Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,680 Sq Ft
      • Built 2003
      21104 Rosebay Way, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • /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
    • /68

      Est $450,363

      Not Listed For Sale

      21764 Potomac View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,264 Sq Ft
      • Built 1986
      21764 Potomac View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • /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
    • /42

      Est $339,318

      Not Listed For Sale

      23255 Hollywood Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1.5 Baths
      • 1,584 Sq Ft
      • Built 1930
      23255 Hollywood Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

  • /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
    • /95

      Est $563,077

      Not Listed For Sale

      40883 Meadow Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 2,264 Sq Ft
      • Built 1980
      40883 Meadow Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 39 Days On Market

  • /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
    • /74

      Est $617,809

      Not Listed For Sale

      43225 Prince Pine Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,960 Sq Ft
      • Built 1992
      43225 Prince Pine Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 27 Days On Market

  • /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
    • /109

      Est $669,260

      Not Listed For Sale

      40721 Merlin Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,469 Sq Ft
      • Built 2002
      40721 Merlin Way, Leonardtown, MD 20650

      Last Sold Summary

      • 110 Days On Market

  • /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
    • /40

      Est $523,168

      Not Listed For Sale

      20990 Woodmere Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,404 Sq Ft
      • Built 2001
      20990 Woodmere Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 50 Days On Market

  • /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 $639,560

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    20640 Laurel Ct, Leonardtown, MD 20650
    • /30

      Est $473,288

      Not Listed For Sale

      40812 Spring House Ln, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 3,628 Sq Ft
      • Built 1986
      40812 Spring House Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

  • /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
    • /54

      Est $485,222

      Not Listed For Sale

      44661 Deerfield Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1991
      44661 Deerfield Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

  • /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
    • /62

      Est $661,783

      Not Listed For Sale

      41585 Yoke Ct, Leonardtown, MD 20650

      • 4 Beds
      • 4.5 Baths
      • 3,717 Sq Ft
      • Built 1999
      41585 Yoke Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 76 Days On Market

  • /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
    • /22

      Est $267,463

      Not Listed For Sale

      22264 Nomoni St, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1983
      22264 Nomoni St, Leonardtown, MD 20650

      Last Sold Summary

      • 11 Days On Market

  • /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
    • /44

      Est $596,555

      Not Listed For Sale

      20760 Chestnut Ridge Dr, Leonardtown, MD 20650

      • 6 Beds
      • 3.5 Baths
      • 3,492 Sq Ft
      • Built 1993
      20760 Chestnut Ridge Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

  • /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
    • /112

      Est $724,882

      Not Listed For Sale

      40929 Falcon Way, Leonardtown, MD 20650

      • 3 Beds
      • 5 Baths
      • 3,712 Sq Ft
      • Built 1997
      40929 Falcon Way, Leonardtown, MD 20650

      Last Sold Summary

      • 18 Days On Market

  • 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
    • /56

      Est $492,862

      Not Listed For Sale

      22158 Monterey Place, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 1975
      22158 Monterey Place, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

  • /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 $600,709

    Last Listing Agent Mike Jordan CENTURY 21 New Millennium

    42279 Bird Haven Dr, Leonardtown, MD 20650
    • /8

      Est $241,278

      Not Listed For Sale

      42742 Moll Dyer Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 736 Sq Ft
      • Built 1975
      42742 Moll Dyer Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 94 Days On Market

  • /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
    • /48

      Est $680,099

      Not Listed For Sale

      22835 Avenmar Dr, Leonardtown, MD 20650

      • 5 Beds
      • 2.5 Baths
      • 3,498 Sq Ft
      • Built 2001
      22835 Avenmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 25 Days On Market

  • /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
    • /49

      Est $769,676

      Not Listed For Sale

      40728 Avenmar Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,478 Sq Ft
      • Built 2000
      40728 Avenmar Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 22 Days On Market

  • /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

Showing Results 321 - 360, Page 9 of 18

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