6,749

Leonardtown, MD Homes

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  • /56

    $1,450,000 Sold Mar 26, 2025

    42297 Riverwinds Dr, Leonardtown, MD 20650

    • 4 Beds
    • 7 Baths
    • 3,709 Sq Ft
    • Built 1983

    Last Sold Summary

    • $391/SF
    • 4 Days On Market

    Current Estimated Value $1,470,479

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    42297 Riverwinds Dr, Leonardtown, MD 20650
    • /44

      Est $608,241 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

      • 11% Above List Price
      • $158/SF
      • 1 Day On Market

      Last Sold Price $550,000

      Last Listing Agent Charlotte Long EXP Realty, LLC

  • /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 $638,088

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
    • /112

      Est $745,148 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

      • 2% Above List Price
      • $197/SF
      • 18 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /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
    • /8

      Est $248,822 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

      • 18% Above List Price
      • $285/SF
      • 94 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

  • /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 $335,168

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    23280 Hollywood Rd, Leonardtown, MD 20650
    • /48

      Est $696,025 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

      • 9% Above List Price
      • $183/SF
      • 25 Days On Market

      Last Sold Price $639,000

      Last Listing Agent Rachel Hutton JPAR Real Estate Professionals

  • /43

    $710,000 Sold Sep 05, 2025

    20620 Laurel Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft
    • Built 2001

    Last Sold Summary

    • $203/SF
    • 4 Days On Market

    Current Estimated Value $698,544

    Last Listing Agent Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
    • /38

      Est $501,672 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

      • 19% Above List Price
      • $128/SF
      • 11 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Cynthia Crispell Century 21 New Millennium

  • /34

    $615,000 Sold Jun 27, 2025

    20540 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,850 Sq Ft
    • Built 1995

    Last Sold Summary

    • $160/SF
    • 9 Days On Market

    Current Estimated Value $621,072

    Last Listing Agent Kelly Parks Coldwell Banker Realty

    20540 Deer Wood Park Dr, Leonardtown, MD 20650
    • /49

      Est $778,096 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

      • 6% Above List Price
      • $211/SF
      • 22 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Sharon Cox Century 21 New Millennium

  • /41

    $459,900 Sold Feb 17, 2026

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 37 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
    • /31

      Est $624,367 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

      • 6% Above List Price
      • $171/SF
      • 69 Days On Market

      Last Sold Price $589,000

      Last Listing Agent Helen Wernecke BHHS PenFed (actual)

  • /17

    $685,000 Sold Jun 20, 2025

    21821 Cove Ln, Leonardtown, MD 20650

    • 2 Beds
    • 3 Baths
    • 2,748 Sq Ft
    • Built 1967

    Last Sold Summary

    • $249/SF
    • 2 Days On Market

    Current Estimated Value $686,214

    Last Listing Agent Barbara Stellway KW Metro Center

    21821 Cove Ln, Leonardtown, MD 20650
    • /30

      Est $533,530 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

      • 8% Above List Price
      • $202/SF
      • 4 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Mary Chambers JPAR Real Estate Professionals

  • /59

    $665,000 Sold Nov 20, 2025

    41435 Osborne Ln, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 4,145 Sq Ft
    • Built 2018

    Last Sold Summary

    • $160/SF
    • 21 Days On Market

    Current Estimated Value $677,542

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41435 Osborne Ln, Leonardtown, MD 20650
    • /43

      Est $528,911 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

      • 6% Above List Price
      • $317/SF
      • 5 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Melinda Brown EXP Realty, LLC

  • /50

    $406,000 Sold Jul 25, 2025

    23745 Hicks Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1978

    Last Sold Summary

    • $413/SF
    • 19 Days On Market

    Current Estimated Value $399,076

    Last Listing Agent Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
    • /97

      Est $1,672,269 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

      • 10% Above List Price
      • $224/SF
      • 11 Days On Market

      Last Sold Price $1,525,000

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • /60

    $580,000 Sold Jan 08, 2026

    21039 Woodmere Dr, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 4,112 Sq Ft
    • Built 1999

    Last Sold Summary

    • $141/SF
    • 48 Days On Market

    Current Estimated Value $582,056

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

    21039 Woodmere Dr, Leonardtown, MD 20650
    • /45

      Est $429,085 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

      • 18% Above List Price
      • $187/SF
      • 3 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Amanda Littleford Infinitas Realty Group

  • /75

    $465,000 Sold Jun 20, 2025

    41925 Nazareth Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,512 Sq Ft
    • Built 2005

    Last Sold Summary

    • $185/SF
    • 56 Days On Market

    Current Estimated Value $468,557

    Last Listing Agent Dawn Bell RE/MAX One

    41925 Nazareth Ct, Leonardtown, MD 20650
    • /64

      Est $538,853 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

      • 13% Above List Price
      • $155/SF
      • 4 Days On Market

      Last Sold Price $475,200

      Last Listing Agent Cynthia Ballard Century 21 New Millennium

  • /56

    $500,000 Sold Oct 23, 2025

    21056 Woodmere Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,205 Sq Ft
    • Built 1999

    Last Sold Summary

    • $227/SF
    • 108 Days On Market

    Current Estimated Value $506,687

    Last Listing Agent Kathryn Mausen Coldwell Banker Premier

    21056 Woodmere Dr, Leonardtown, MD 20650
    • /48

      Est $560,883 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

      • 13% Above List Price
      • $156/SF
      • 31 Days On Market

      Last Sold Price $495,000

      Last Listing Agent John Mickey Ramos Century 21 New Millennium

  • /29

    $408,000 Sold May 23, 2025

    40449 Breton View Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,288 Sq Ft
    • Built 1995

    Last Sold Summary

    • $178/SF
    • 33 Days On Market

    Current Estimated Value $412,536

    Last Listing Agent Edward Tully RE/MAX One

    40449 Breton View Dr, Leonardtown, MD 20650
    • /61

      Est $990,630 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

      • 12% Below List Price
      • $233/SF
      • 22 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent Helen Wernecke BHHS PenFed (actual)

  • /75

    $595,000 Sold Jul 11, 2025

    23578 Pine Bluff Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 3,188 Sq Ft
    • Built 2011

    Last Sold Summary

    • $187/SF
    • 29 Days On Market

    Current Estimated Value $599,722

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    23578 Pine Bluff Way, Leonardtown, MD 20650
    • /63

      Est $693,341 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

      • 7% Above List Price
      • $162/SF
      • 4 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Jan Barnes Century 21 New Millennium

  • /57

    $520,000 Sold Jan 30, 2026

    21920 Newtowne Neck Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,291 Sq Ft
    • Built 2018

    Last Sold Summary

    • $227/SF
    • 65 Days On Market

    Current Estimated Value $505,181

    Last Listing Agent Katherine Dean RE/MAX One

    21920 Newtowne Neck Rd, Leonardtown, MD 20650
    • /53

      Est $564,427 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

      • 12% Above List Price
      • $173/SF
      • 24 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /72

    $449,900 Sold Jul 31, 2025

    41554 Briarwood Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,379 Sq Ft
    • Built 2022

    Last Sold Summary

    • $189/SF
    • 12 Days On Market

    Current Estimated Value $453,799

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

    41554 Briarwood Cir, Leonardtown, MD 20650
    • /76

      Est $597,988 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

      • 6% Above List Price
      • $234/SF
      • 17 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Sharon Cox Century 21 New Millennium

  • /35

    $439,900 Sold Jan 30, 2026

    Lot 95 - 23718 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 82 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 95 - 23718 Dragonfly Ln, Leonardtown, MD 20650
    • /81

      Est $758,499 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% Above List Price
      • $356/SF
      • 4 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Andrew Shemeta Century 21 New Millennium

  • /57

    $629,000 Sold Nov 18, 2025

    22305 Hanover Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,404 Sq Ft
    • Built 2005

    Last Sold Summary

    • $185/SF
    • 7 Days On Market

    Current Estimated Value $628,223

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    22305 Hanover Dr, Leonardtown, MD 20650
    • /80

      Est $668,968 Not Listed For Sale

      43560 Ridge Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,702 Sq Ft
      • Built 1997
      43560 Ridge Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $176/SF
      • 7 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /70

    $492,000 Sold Nov 21, 2025

    21515 Our Drive Way, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1988

    Last Sold Summary

    • $266/SF
    • 2 Days On Market

    Current Estimated Value $496,760

    Last Listing Agent Kelly Padgett CENTURY 21 New Millennium

    21515 Our Drive Way, Leonardtown, MD 20650
    • /57

      Est $645,267 Not Listed For Sale

      20510 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,436 Sq Ft
      • Built 1997
      20510 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $181/SF
      • 3 Days On Market

      Last Sold Price $621,200

      Last Listing Agent Cynthia Crispell Century 21 New Millennium

Showing Results 361 - 400, Page 10 of 18

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