6,720

Leonardtown, MD Homes

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  • /15

    $475,000

    Sold Nov 14, 2025

    41650 Matthew Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 2006

    Last Sold Summary

    • $213/SF
    • 47 Days On Market

    Current Estimated Value $477,460

    Last Listing Agent Paula Turner Pax River Realty LLC

    41650 Matthew Ct, Leonardtown, MD 20650
    • /7

      Est $334,387

      Not Listed For Sale

      18808 McKays Beach Rd, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1955
      18808 McKays Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

  • /2

    $315,000

    Sold Apr 10, 2026

    22204 Nomoni St, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1930

    Last Sold Summary

    • $312/SF
    • 11 Days On Market

    Current Estimated Value $310,151

    Last Listing Agent Tig Wright Redfin Corp

    22204 Nomoni St, Leonardtown, MD 20650
    • /85

      Est $650,100

      Not Listed For Sale

      22113 Philip Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,295 Sq Ft
      • Built 1990
      22113 Philip Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /64

    $546,004

    Sold Jul 20, 2026

    41992 Loker Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,260 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Above List Price
    • $167/SF
    • 1 Day On Market

    Current Estimated Value $522,761

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    41992 Loker Ct, Leonardtown, MD 20650
    • /33

      Est $509,755

      Not Listed For Sale

      41918 Sara Ann Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,392 Sq Ft
      • Built 2005
      41918 Sara Ann Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Tracey Summers CENTURY 21 New Millennium

  • /36

    $415,000

    Sold Oct 24, 2025

    23745 Bayside Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1975

    Last Sold Summary

    • $309/SF
    • 4 Days On Market

    Current Estimated Value $406,049

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    23745 Bayside Rd, Leonardtown, MD 20650
    • /45

      Est $525,723

      Not Listed For Sale

      21747 Potomac View Dr, Leonardtown, MD 20650

      • 5 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 1993
      21747 Potomac View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium

  • /2

    $365,000

    Sold Apr 30, 2026

    44731 Blake Creek Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • Built 1976

    Last Sold Summary

    • $222/SF
    • 0 Days On Market

    Current Estimated Value $362,883

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    44731 Blake Creek Rd, Leonardtown, MD 20650
    • /52

      Est $611,778

      Not Listed For Sale

      23585 Abraham Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,832 Sq Ft
      • Built 2004
      23585 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Mark Frisco CENTURY 21 New Millennium

  • /89

    $686,000

    Sold Oct 02, 2025

    23080 Town Run Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,794 Sq Ft
    • Built 2023

    Last Sold Summary

    • $181/SF
    • 36 Days On Market

    Current Estimated Value $705,825

    Last Listing Agent Laura Lee Hefley RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
    • /60

      Est $631,224

      Not Listed For Sale

      20740 Chestnut Ridge Dr, Leonardtown, MD 20650

      • 4 Beds
      • 4 Baths
      • 3,572 Sq Ft
      • Built 1991
      20740 Chestnut Ridge Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Tracey Summers CENTURY 21 New Millennium

  • /45

    $560,000

    Sold Mar 05, 2026

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $216/SF
    • 56 Days On Market

    Current Estimated Value $567,043

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    • /59

      Est $533,926

      Not Listed For Sale

      41917 Sara Ann Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,092 Sq Ft
      • Built 2004
      41917 Sara Ann Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Ana Galvan CENTURY 21 New Millennium

  • /2

    $595,000

    Sold Jun 30, 2026

    23008 Hopton Ln, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $221/SF
    • 3 Days On Market

    Current Estimated Value $550,821

    Last Listing Agent Jimmy Hayden RE/MAX One

    23008 Hopton Ln, Leonardtown, MD 20650
    • /38

      Est $384,824

      Not Listed For Sale

      22925 Downs Cir, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft
      • Built 1977
      22925 Downs Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Ross Simone RE/MAX One

  • /48

    $457,400

    Sold Jul 30, 2026

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650

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

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 47 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
    • /117

      Est $899,603

      Not Listed For Sale

      22430 Hood Ln, Leonardtown, MD 20650

      • 6 Beds
      • 5 Baths
      • 5,026 Sq Ft
      • Built 2005
      22430 Hood Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jessica Raley CENTURY 21 New Millennium

  • /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
    • /83

      Est $586,513

      Not Listed For Sale

      23603 Abraham Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft
      • Built 2004
      23603 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Barbara Blades CENTURY 21 New Millennium

  • /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 $743,137

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    21390 Little Saint Annes Ln, Leonardtown, MD 20650
    • /64

      Est $633,900

      Not Listed For Sale

      42443 Dean Forest Ct, Leonardtown, MD 20650

      • 4 Beds
      • 4.5 Baths
      • 4,816 Sq Ft
      • Built 2005
      42443 Dean Forest Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /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 $868,127

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    21130 Someday Farm Ln, Leonardtown, MD 20650
    • /59

      Est $586,530

      Not Listed For Sale

      44403 Medleys Neck Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 2,647 Sq Ft
      • Built 1992
      44403 Medleys Neck Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Chelsey Bennett EXP Realty, LLC

  • /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 $470,605

    Last Listing Agent Danny Morris O'Brien Realty ERA Powered

    44504 Watson Ln, Leonardtown, MD 20650
    • /26

      Est $297,803

      Not Listed For Sale

      22717 Point Lookout Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,243 Sq Ft
      • Built 1947
      22717 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent DJ Brady EXP Realty, LLC

  • /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
    • /54

      Est $564,934

      Not Listed For Sale

      42287 Bird Haven Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,608 Sq Ft
      • Built 2003
      42287 Bird Haven Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tracey Summers CENTURY 21 New Millennium

  • /76

    $615,000

    Sold Jul 13, 2026

    21822 Riviera Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,384 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Above List Price
    • $182/SF
    • 2 Days On Market

    Current Estimated Value $601,024

    Last Listing Agent Laura Lee Hefley RE/MAX One

    21822 Riviera Ct, Leonardtown, MD 20650
    • /91

      Est $563,723

      Not Listed For Sale

      21733 Pinehurst Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,602 Sq Ft
      • Built 1990
      21733 Pinehurst Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

  • /44

    $457,400

    Sold Aug 19, 2026

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650

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

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 34 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650
    • /37

      Est $591,228

      Not Listed For Sale

      22266 Orchard Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,366 Sq Ft
      • Built 2003
      22266 Orchard Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /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 $420,539

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
    • /97

      Est $653,321

      Not Listed For Sale

      44114 Woodmont Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,635 Sq Ft
      • Built 1999
      44114 Woodmont Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Lori Jean Buongiovanni (Hethmon) EXP Realty, LLC

  • /27

    $335,000

    Sold Jul 07, 2026

    22381 Cedar St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Above List Price
    • $260/SF
    • 16 Days On Market

    Current Estimated Value $324,811

    Last Listing Agent Deanna Rothstein RE/MAX One

    22381 Cedar St, Leonardtown, MD 20650
    • /69

      Est $626,720

      Not Listed For Sale

      21143 Catnip Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,642 Sq Ft
      • Built 2003
      21143 Catnip Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Melissa Rodriguez RE/MAX One

  • /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 $532,341

    Last Listing Agent Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
    • /44

      Est $640,170

      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

      Last Listing Agent Barbara Stellway KW Metro Center

  • /52

    $540,000

    Sold Jul 16, 2026

    21737 Pinehurst Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft
    • Built 1990

    Last Sold Summary

    • $179/SF
    • 35 Days On Market

    Current Estimated Value $536,877

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21737 Pinehurst Ct, Leonardtown, MD 20650
    • /12

      Est $344,430

      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

      Last Listing Agent Tammy Belisario Burke Realty, LLC

Showing Results 321 - 360, Page 9 of 18

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