6,720

Leonardtown, MD Homes

Section Image
  • /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 Lee Hefley RE/MAX One

    Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650
    • /30

      Est $460,143

      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

      Last Listing Agent adrian abramson The Southside Group Real Estate

  • /42

    $340,000

    Sold Jul 31, 2026

    22281 Nomoni St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $295/SF
    • 100 Days On Market

    Current Estimated Value $350,719

    Last Listing Agent Paul Fenton Coldwell Banker Premier

    22281 Nomoni St, Leonardtown, MD 20650
    • /99

      Est $628,701

      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

      Last Listing Agent Melissa Rodriguez RE/MAX One

  • /94

    $815,000

    Sold Sep 25, 2026

    42970 Heritage Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $160/SF
    • 9 Days On Market

    Current Estimated Value $836,796

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    42970 Heritage Dr, Leonardtown, MD 20650
    • /25

      Est $447,469

      Not Listed For Sale

      21684 Potomac View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2002
      21684 Potomac View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Terry Tenney Atlantic Southern Realty INC

  • /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 Lee Hefley RE/MAX One

    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650
    • /34

      Est $629,018

      Not Listed For Sale

      20540 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,850 Sq Ft
      • Built 1995
      20540 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kelly Parks Coldwell Banker Realty

  • /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 $463,552

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, Leonardtown, MD 20650
    • /42

      Est $336,819

      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

      Last Listing Agent Kelly Padgett Century 21 Redwood Realty

  • /55

    $328,000

    Sold Jul 23, 2026

    41704 Courthouse Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Above List Price
    • $171/SF
    • 1 Day On Market

    Current Estimated Value $309,979

    Last Listing Agent Heather Foster RE/MAX One

    41704 Courthouse Dr, Leonardtown, MD 20650
    • /95

      Est $564,549

      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

      Last Listing Agent Ron Leonard Leonard Realty, Inc.

  • /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 $622,913

    Last Listing Agent Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    • /74

      Est $624,077

      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

      Last Listing Agent Natalya Ford RE/MAX One

  • /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 $744,900

    Last Listing Agent Heather Foster RE/MAX One

    20752 Penansey Ln, Leonardtown, MD 20650
    • /109

      Est $676,572

      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

      Last Listing Agent Ron Leonard Leonard Realty, Inc.

  • /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 $543,465

    Last Listing Agent Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
    • /40

      Est $523,889

      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

      Last Listing Agent Amy Scott OE Realty

  • 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 $652,138

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
    • /71

      Est $602,334

      Not Listed For Sale

      42261 Bird Haven Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,233 Sq Ft
      • Built 2002
      42261 Bird Haven Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Melissa Rodriguez RE/MAX One

  • /40

    $457,400

    Sold Aug 03, 2026

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 2% Above List Price
    • 129 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    • /54

      Est $477,867

      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

      Last Listing Agent Theresa Shoptaw CENTURY 21 New Millennium

  • /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 $448,391

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    41505 Margrove Cir, Leonardtown, MD 20650
    • /62

      Est $664,333

      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

      Last Listing Agent Jimmy Hayden RE/MAX One

  • /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 $654,602

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    42032 Starlight Dr, Leonardtown, MD 20650
    • /22

      Est $269,603

      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

      Last Listing Agent Tammy Garner-Donegan Five Star Real Estate

  • /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 $494,978

    Last Listing Agent Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    21738 Pinehurst Ct, Leonardtown, MD 20650
    • /44

      Est $605,097

      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

      Last Listing Agent Charlotte Long EXP Realty, LLC

  • /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 $689,196

    Last Listing Agent Erika Yowell EXP Realty, LLC

    42975 Baywood Place, Leonardtown, MD 20650
    • /112

      Est $718,725

      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

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /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 Lee Hefley RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    • /56

      Est $477,244

      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

      Last Listing Agent C. Brandon Harrington PAX Real Estate

  • /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 $639,019

    Last Listing Agent Erin Barber CENTURY 21 New Millennium

    45474 Medleys Neck Rd, Leonardtown, MD 20650
    • /54

      Est $643,511

      Not Listed For Sale

      20640 Laurel Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,692 Sq Ft
      • Built 2001
      20640 Laurel Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /34

    $449,900

    Sold Aug 27, 2026

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Last Sold Summary

    • $176/SF

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
    • /8

      Est $257,139

      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

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

  • /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 Lee Hefley RE/MAX One

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650
    • /6

      Est $324,198

      Not Listed For Sale

      44662 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1963
      44662 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Ruth Mudd RE/MAX One

  • /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 $435,625

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
    • /48

      Est $673,737

      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

      Last Listing Agent Rachel Hutton JPAR Real Estate Professionals

Showing Results 361 - 400, Page 10 of 18

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