6,757

Leonardtown, MD Homes

Section Image
  • /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
    • /31

      Est $416,134 Not Listed For Sale

      41850 Tomey Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,760 Sq Ft
      • Built 2000
      41850 Tomey Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 8% Above List Price
      • $219/SF
      • 8 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Charlotte Long EXP Realty, LLC

  • /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
    • /65

      Est $640,519 Not Listed For Sale

      44143 Woodmont Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,748 Sq Ft
      • Built 2002
      44143 Woodmont Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $219/SF
      • 1 Day On Market

      Last Sold Price $600,500

      Last Listing Agent Tracey Summers Century 21 New Millennium

  • /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
    • /44

      Est $597,243 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

      • 9% Above List Price
      • $158/SF
      • 1 Day On Market

      Last Sold Price $550,000

      Last Listing Agent Charlotte Long EXP Realty, LLC

  • /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
    • /112

      Est $692,297 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

      • 5% Below List Price
      • $197/SF
      • 18 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /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 Bernth RE/MAX One

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650
    • /8

      Est $258,852 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

      • 23% Above List Price
      • $285/SF
      • 94 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

  • /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 $426,105

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

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

      Est $648,726 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

      • 2% Above List Price
      • $183/SF
      • 25 Days On Market

      Last Sold Price $639,000

      Last Listing Agent Rachel Hutton JPAR Real Estate Professionals

  • /25

    $402,000 Sold Oct 31, 2025

    23730 Hicks Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 1975

    Last Sold Summary

    • $202/SF
    • 49 Days On Market

    Current Estimated Value $414,641

    Last Listing Agent Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
    • /38

      Est $492,503 Not Listed For Sale

      21730 Lake Cir, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,291 Sq Ft
      • Built 1971
      21730 Lake Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 17% Above List Price
      • $128/SF
      • 11 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Cynthia Crispell Century 21 New Millennium

  • /72

    $740,000 Sold Sep 18, 2025

    40801 Kiskadee Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 6,064 Sq Ft
    • Built 2002

    Last Sold Summary

    • $122/SF
    • 8 Days On Market

    Current Estimated Value $777,596

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    40801 Kiskadee Ln, Leonardtown, MD 20650
    • /49

      Est $729,090 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

      • 1% Below List Price
      • $211/SF
      • 22 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Sharon Cox Century 21 New Millennium

  • /42

    $630,000 Sold Jul 10, 2025

    23641 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,236 Sq Ft
    • Built 2012

    Last Sold Summary

    • $195/SF
    • 0 Days On Market

    Current Estimated Value $638,334

    Last Listing Agent Heather Foster RE/MAX One

    23641 Belmar Dr, Leonardtown, MD 20650
    • /31

      Est $600,989 Not Listed For Sale

      41470 Garrett Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 3,439 Sq Ft
      • Built 2001
      41470 Garrett Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $171/SF
      • 69 Days On Market

      Last Sold Price $589,000

      Last Listing Agent Helen Mattingly Wernecke BHHS PenFed (actual)

  • /42

    $517,000 Sold Aug 27, 2025

    22542 Landing Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,752 Sq Ft
    • Built 2005

    Last Sold Summary

    • $188/SF
    • 21 Days On Market

    Current Estimated Value $524,112

    Last Listing Agent Trish Brow EXP Realty, LLC

    22542 Landing Way, Leonardtown, MD 20650
    • /30

      Est $500,983 Not Listed For Sale

      21744 Potomac View Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,450 Sq Ft
      • Built 1989
      21744 Potomac View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $202/SF
      • 4 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Mary Chambers JPAR Real Estate Professionals

  • /46

    $950,000 Sold Jun 02, 2025

    22855 White Swan Way, Leonardtown, MD 20650

    • 5 Beds
    • 5.5 Baths
    • 6,762 Sq Ft
    • Built 2001

    Last Sold Summary

    • $140/SF
    • 30 Days On Market

    Current Estimated Value $958,291

    Last Listing Agent Barbara Stellway KW Metro Center

    22855 White Swan Way, Leonardtown, MD 20650
    • /43

      Est $494,657 Not Listed For Sale

      40761 Merlin Way, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,575 Sq Ft
      • Built 1997
      40761 Merlin Way, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $317/SF
      • 5 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Melinda Brown EXP Realty, LLC

  • /59

    $435,000 Sold Aug 07, 2025

    23265 Lindsay Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2017

    Last Sold Summary

    • $189/SF
    • 3 Days On Market

    Current Estimated Value $443,450

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

    23265 Lindsay Dr, Leonardtown, MD 20650
    • /97

      Est $1,517,290 Not Listed For Sale

      40430 Breton Beach Rd, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 6,814 Sq Ft
      • Built 1988
      40430 Breton Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $224/SF
      • 11 Days On Market

      Last Sold Price $1,525,000

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • /83

    $1,700,000 Sold Aug 21, 2025

    40972 Mollies Way, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,459 Sq Ft
    • Built 1995

    Last Sold Summary

    • $491/SF
    • 3 Days On Market

    Current Estimated Value $1,709,011

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    40972 Mollies Way, Leonardtown, MD 20650
    • /45

      Est $438,164 Not Listed For Sale

      21726 Lake Cir, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 1,956 Sq Ft
      • Built 1980
      21726 Lake Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 20% Above List Price
      • $187/SF
      • 3 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Amanda Littleford Infinitas Realty Group

  • /53

    $680,000 Sold Oct 24, 2025

    41480 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,825 Sq Ft
    • Built 2010

    Last Sold Summary

    • $178/SF
    • 32 Days On Market

    Current Estimated Value $703,790

    Last Listing Agent Fran Slade Compass

    41480 Whimsical Ct, Leonardtown, MD 20650
    • /64

      Est $520,236 Not Listed For Sale

      40797 Lake and Breton View Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 3,060 Sq Ft
      • Built 1969
      40797 Lake and Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $155/SF
      • 4 Days On Market

      Last Sold Price $475,200

      Last Listing Agent Cynthia Ballard Century 21 New Millennium

  • /65

    $614,900 Sold Dec 11, 2025

    22626 Chickadee Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft
    • Built 2002

    Last Sold Summary

    • $202/SF
    • 110 Days On Market

    Current Estimated Value $628,904

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
    • /48

      Est $540,084 Not Listed For Sale

      22520 Armstrong Dr, Leonardtown, MD 20650

      • 3 Beds
      • 4 Baths
      • 3,172 Sq Ft
      • Built 1977
      22520 Armstrong Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $156/SF
      • 31 Days On Market

      Last Sold Price $495,000

      Last Listing Agent John Mickey Ramos Century 21 New Millennium

  • /60

    $529,900 Sold Jan 29, 2026

    41895 Tomey Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,482 Sq Ft
    • Built 2010

    Last Sold Summary

    • $152/SF
    • 0 Days On Market

    Current Estimated Value $535,251

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    41895 Tomey Ct, Leonardtown, MD 20650
    • /61

      Est $978,473 Not Listed For Sale

      21625 Coves End Ct, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 4,818 Sq Ft
      • Built 2000
      21625 Coves End Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Below List Price
      • $233/SF
      • 22 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent Helen Mattingly Wernecke BHHS PenFed (actual)

  • /74

    $660,000 Sold Sep 29, 2025

    23647 Hansel Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,194 Sq Ft
    • Built 2010

    Last Sold Summary

    • $207/SF
    • 12 Days On Market

    Current Estimated Value $668,336

    Last Listing Agent Heather Foster RE/MAX One

    23647 Hansel Ct, Leonardtown, MD 20650
    • /63

      Est $648,292 Not Listed For Sale

      43910 Woodmont Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 4,013 Sq Ft
      • Built 1998
      43910 Woodmont Dr, Leonardtown, MD 20650

      Last Sold Summary

      • $162/SF
      • 4 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Jan Barnes Century 21 New Millennium

  • /53

    $625,000 Sold Dec 10, 2025

    41402 Silver Charm Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft
    • Built 2010

    Last Sold Summary

    • $154/SF
    • 25 Days On Market

    Current Estimated Value $640,637

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
    • /53

      Est $542,173 Not Listed For Sale

      41555 Hame Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,916 Sq Ft
      • Built 1998
      41555 Hame Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $173/SF
      • 24 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /51

    $469,900 Sold Nov 25, 2025

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650
    • /76

      Est $565,583 Not Listed For Sale

      22373 Bretmar Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 2,410 Sq Ft
      • Built 1993
      22373 Bretmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • $234/SF
      • 17 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Sharon Cox Century 21 New Millennium

  • /20

    $330,000 Sold Sep 16, 2025

    23280 Hollywood Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,402 Sq Ft
    • Built 1956

    Last Sold Summary

    • $235/SF
    • 7 Days On Market

    Current Estimated Value $340,966

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    23280 Hollywood Rd, Leonardtown, MD 20650
    • /81

      Est $725,570 Not Listed For Sale

      42403 Riverwinds Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,079 Sq Ft
      • Built 1953
      42403 Riverwinds Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $356/SF
      • 4 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Andrew Shemeta Century 21 New Millennium

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home