7,080

Homes in ZIP Code 20650

Section Image
  • 23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    /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 $693,036

    Last Listing Agent Laura Hefley RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
    • 22925 Downs Cir, Leonardtown, MD 20650
      22925 Downs Cir, Leonardtown, MD 20650
      22925 Downs Cir, Leonardtown, MD 20650
      /38

      Est $381,102

      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

  • 20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    /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 $561,971

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    • 22430 Hood Ln, Leonardtown, MD 20650
      22430 Hood Ln, Leonardtown, MD 20650
      22430 Hood Ln, Leonardtown, MD 20650
      /117

      Est $879,727

      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

  • 21784 Potomac View Dr, Leonardtown, MD 20650
    21784 Potomac View Dr, Leonardtown, MD 20650
    /2

    $287,000

    Sold Sep 15, 2025

    21784 Potomac View Dr, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • $272/SF
    • 4 Days On Market

    Current Estimated Value $292,266

    Last Listing Agent Mike Benton Home Towne Real Estate

    21784 Potomac View Dr, Leonardtown, MD 20650
    • 23603 Abraham Dr, Leonardtown, MD 20650
      23603 Abraham Dr, Leonardtown, MD 20650
      23603 Abraham Dr, Leonardtown, MD 20650
      /83

      Est $591,244

      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

  • 24554 Pin Cushion Rd, Leonardtown, MD 20650
    24554 Pin Cushion Rd, Leonardtown, MD 20650
    /2

    $366,000

    Sold Jul 02, 2025

    24554 Pin Cushion Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1965

    Last Sold Summary

    • $197/SF
    • 2 Days On Market

    Current Estimated Value $370,180

    Last Listing Agent Connie Fitzgerald RE/MAX One

    24554 Pin Cushion Rd, Leonardtown, MD 20650
    • 42443 Dean Forest Ct, Leonardtown, MD 20650
      42443 Dean Forest Ct, Leonardtown, MD 20650
      42443 Dean Forest Ct, Leonardtown, MD 20650
      /64

      Est $635,911

      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

  • 23330 Lindsay Dr, Leonardtown, MD 20650
    23330 Lindsay Dr, Leonardtown, MD 20650
    23330 Lindsay Dr, Leonardtown, MD 20650
    /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 $570,695

    Last Listing Agent Kristen Quinn Realty Navigator

    23330 Lindsay Dr, Leonardtown, MD 20650
    • 44403 Medleys Neck Rd, Leonardtown, MD 20650
      44403 Medleys Neck Rd, Leonardtown, MD 20650
      44403 Medleys Neck Rd, Leonardtown, MD 20650
      /59

      Est $572,492

      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

  • 20255 Hawks Way, Leonardtown, MD 20650
    20255 Hawks Way, Leonardtown, MD 20650
    /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
    • 22717 Point Lookout Rd, Leonardtown, MD 20650
      22717 Point Lookout Rd, Leonardtown, MD 20650
      22717 Point Lookout Rd, Leonardtown, MD 20650
      /26

      Est $299,747

      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

  • 21390 Little Saint Annes Ln, Leonardtown, MD 20650
    21390 Little Saint Annes Ln, Leonardtown, MD 20650
    21390 Little Saint Annes Ln, 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
    • 42287 Bird Haven Dr, Leonardtown, MD 20650
      42287 Bird Haven Dr, Leonardtown, MD 20650
      42287 Bird Haven Dr, Leonardtown, MD 20650
      /54

      Est $571,079

      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

  • 23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood 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 $515,409

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

    23433 Grovewood Ct, Leonardtown, MD 20650
    • 42921 Hungerford Ct, Hollywood, MD 20636
      42921 Hungerford Ct, Hollywood, MD 20636
      42921 Hungerford Ct, Hollywood, MD 20636
      /47

      Est $736,413

      Not Listed For Sale

      42921 Hungerford Ct, Hollywood, MD 20636

      • 4 Beds
      • 3.5 Baths
      • 3,929 Sq Ft
      • Built 1999
      42921 Hungerford Ct, Hollywood, MD 20636

      Last Sold Summary

      • 3 Days On Market

  • 21130 Someday Farm Ln, Leonardtown, MD 20650
    21130 Someday Farm Ln, Leonardtown, MD 20650
    21130 Someday Farm Ln, 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
    • 21733 Pinehurst Ct, Leonardtown, MD 20650
      21733 Pinehurst Ct, Leonardtown, MD 20650
      21733 Pinehurst Ct, Leonardtown, MD 20650
      /91

      Est $558,936

      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

  • 44504 Watson Ln, Leonardtown, MD 20650
    44504 Watson Ln, Leonardtown, MD 20650
    44504 Watson 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
    • 22266 Orchard Ct, Leonardtown, MD 20650
      22266 Orchard Ct, Leonardtown, MD 20650
      22266 Orchard Ct, Leonardtown, MD 20650
      /37

      Est $581,637

      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

  • 41460 Challedon Way, Leonardtown, MD 20650
    41460 Challedon Way, 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
    • 42512 Dean Forest Way, Leonardtown, MD 20650
      42512 Dean Forest Way, Leonardtown, MD 20650
      42512 Dean Forest Way, Leonardtown, MD 20650
      /49

      Est $596,870

      Not Listed For Sale

      42512 Dean Forest Way, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2004
      42512 Dean Forest Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

  • 0 Kiskadee Ln, Leonardtown, MD 20650
    0 Kiskadee Ln, Leonardtown, MD 20650
    0 Kiskadee Ln, 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
    • 21871 Fairway Dr, Leonardtown, MD 20650
      21871 Fairway Dr, Leonardtown, MD 20650
      21871 Fairway Dr, Leonardtown, MD 20650
      /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

  • 23558 Belmar Dr, Leonardtown, MD 20650
    23558 Belmar Dr, Leonardtown, MD 20650
    23558 Belmar Dr, 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
    • 39834 Big Pine Trail, Leonardtown, MD 20650
      39834 Big Pine Trail, Leonardtown, MD 20650
      39834 Big Pine Trail, 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

  • 22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong 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
    • 22135 Cartwright Rd, Leonardtown, MD 20650
      22135 Cartwright Rd, Leonardtown, MD 20650
      22135 Cartwright Rd, 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

  • 42043 Starlight Dr, Leonardtown, MD 20650
    42043 Starlight Dr, Leonardtown, MD 20650
    42043 Starlight 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
    • 21104 Rosebay Way, Leonardtown, MD 20650
      21104 Rosebay Way, Leonardtown, MD 20650
      21104 Rosebay Way, 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

  • Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650
    Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650
    Lot 133 - 23691 Weeping Willow Way, 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
    • 21764 Potomac View Dr, Leonardtown, MD 20650
      21764 Potomac View Dr, Leonardtown, MD 20650
      21764 Potomac View Dr, 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

  • Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650
    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650
    Lot 97- 23730 Dragonfly Ln, 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
    • 23255 Hollywood Rd, Leonardtown, MD 20650
      23255 Hollywood Rd, Leonardtown, MD 20650
      23255 Hollywood Rd, 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

  • 21925 Budds Creek Rd, Leonardtown, MD 20650
    21925 Budds Creek Rd, Leonardtown, MD 20650
    21925 Budds Creek Rd, 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
    • 40883 Meadow Dr, Leonardtown, MD 20650
      40883 Meadow Dr, Leonardtown, MD 20650
      40883 Meadow 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

  • 20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, 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
    • 43225 Prince Pine Ct, Leonardtown, MD 20650
      43225 Prince Pine Ct, Leonardtown, MD 20650
      43225 Prince Pine Ct, 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

  • 20752 Penansey Ln, Leonardtown, MD 20650
    20752 Penansey Ln, 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
    • 40721 Merlin Way, Leonardtown, MD 20650
      40721 Merlin Way, Leonardtown, MD 20650
      40721 Merlin Way, 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

Showing Results 321 - 360, Page 9 of 18

Maryland St Marys County Leonardtown 20650

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