6,740

Leonardtown, MD Homes

Section Image
    • /42

      Est $793,194

      Not Listed For Sale

      41041 Knight Rd, Leonardtown, MD 20650

      • 6 Beds
      • 5 Baths
      • 5,716 Sq Ft
      • Built 2006
      41041 Knight Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Connie Gunn CENTURY 21 New Millennium

  • /54

    $658,102

    Sold Jul 23, 2026

    44018 Cotton Tail Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,456 Sq Ft
    • Built 2021

    Last Sold Summary

    • 1% Above List Price
    • $190/SF
    • 4 Days On Market

    Current Estimated Value $648,477

    Last Listing Agent Laura Lee Hefley RE/MAX One

    44018 Cotton Tail Ct, Leonardtown, MD 20650
    • /22

      Est $314,111

      Not Listed For Sale

      20483 White Point Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,160 Sq Ft
      • Built 1953
      20483 White Point Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Theresa Shoptaw 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 $338,477

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    23280 Hollywood Rd, Leonardtown, MD 20650
    • /67

      Est $688,609

      Not Listed For Sale

      21620 Coves End Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,541 Sq Ft
      • Built 2001
      21620 Coves End Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Hannah Cole Real Broker, LLC

  • /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 $717,719

    Last Listing Agent Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
    • /56

      Est $689,577

      Not Listed For Sale

      23960 R G Way, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,788 Sq Ft
      • Built 1993
      23960 R G Way, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Dorothy Bistransin Redfin Corp

  • /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 Lee Hefley RE/MAX One

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
    • /49

      Est $769,812

      Not Listed For Sale

      22876 White Swan Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,984 Sq Ft
      • Built 2002
      22876 White Swan Way, Leonardtown, MD 20650

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Ross Simone RE/MAX Realty Group

  • /57

    $560,000

    Sold Apr 24, 2026

    23299 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,482 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $161/SF
    • 10 Days On Market

    Current Estimated Value $560,154

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    23299 Jenifer Ct, Leonardtown, MD 20650
    • /46

      Est $971,691

      Not Listed For Sale

      22855 White Swan Way, Leonardtown, MD 20650

      • 5 Beds
      • 5.5 Baths
      • 6,762 Sq Ft
      • Built 2001
      22855 White Swan Way, Leonardtown, MD 20650

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Barbara Stellway KW Metro Center

  • /78

    $540,000

    Sold Jun 04, 2026

    40855 Spring House Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,464 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $156/SF
    • 22 Days On Market

    Current Estimated Value $547,615

    Last Listing Agent Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    40855 Spring House Ln, Leonardtown, MD 20650
    • /50

      Est $458,944

      Not Listed For Sale

      42601 Wilderness Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,181 Sq Ft
      • Built 1997
      42601 Wilderness Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Connie Gunn CENTURY 21 New Millennium

  • /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 $676,999

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41435 Osborne Ln, Leonardtown, MD 20650
    • /38

      Est $543,214

      Not Listed For Sale

      43536 Bayberry Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,980 Sq Ft
      • Built 1990
      43536 Bayberry Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Kendra McCourt RE/MAX United Real Estate

  • /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 $599,770

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

    21039 Woodmere Dr, Leonardtown, MD 20650
    • /51

      Est $390,888

      Not Listed For Sale

      39880 Lady Baltimore Ave, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,348 Sq Ft
      • Built 1994
      39880 Lady Baltimore Ave, Leonardtown, MD 20650

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Matthew Burgan Infinitas Realty Group

  • /68

    $578,000

    Sold Apr 14, 2026

    21117 Catnip Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,526 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $164/SF
    • 4 Days On Market

    Current Estimated Value $583,869

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21117 Catnip Ct, Leonardtown, MD 20650
    • /70

      Est $657,857

      Not Listed For Sale

      21897 Fairway Dr, Leonardtown, MD 20650

      • 5 Beds
      • 2.5 Baths
      • 3,664 Sq Ft
      • Built 1997
      21897 Fairway Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Matthew Burgan Infinitas Realty Group

  • /25

    $302,000

    Sold May 12, 2026

    41810 Eastwick Ln Unit 2301, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,101 Sq Ft
    • Built 2009

    Last Sold Summary

    • 6% Above List Price
    • $274/SF
    • 1 Day On Market

    Current Estimated Value $297,751

    Last Listing Agent Patrick Dugan O'Brien Realty ERA Powered

    41810 Eastwick Ln Unit 2301, Leonardtown, MD 20650
    • /47

      Est $399,346

      Not Listed For Sale

      40459 Breton View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,286 Sq Ft
      • Built 1989
      40459 Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Chris Norris JR. Topside Realty

  • /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 $505,725

    Last Listing Agent Kathryn Mausen Coldwell Banker Premier

    21056 Woodmere Dr, Leonardtown, MD 20650
    • /105

      Est $889,786

      Not Listed For Sale

      21821 Rosebank Ct, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 4,200 Sq Ft
      • Built 1972
      21821 Rosebank Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  • /45

    $449,900

    Sold May 27, 2026

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Last Sold Summary

    • $175/SF
    • 28 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
    • /56

      Est $892,830

      Not Listed For Sale

      21829 Rosebank Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,428 Sq Ft
      • Built 1979
      21829 Rosebank Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Janet Weaver RE/MAX One

  • /80

    $700,000

    Sold Mar 31, 2026

    39825 Sweetpea Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,442 Sq Ft
    • Built 1985

    Last Sold Summary

    • $287/SF
    • 121 Days On Market

    Current Estimated Value $699,670

    Last Listing Agent Mary Helen Wiley Daly RE/MAX One

    39825 Sweetpea Ln, Leonardtown, MD 20650
    • /61

      Est $1,036,995

      Not Listed For Sale

      41390 Philip Ln, Leonardtown, MD 20650

      • 6 Beds
      • 5 Baths
      • 5,846 Sq Ft
      • Built 1994
      41390 Philip Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Dorothy Bistransin Redfin Corp

  • /2

    $475,000

    Sold Mar 27, 2026

    40910 Starling Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,012 Sq Ft
    • Built 1978

    Last Sold Summary

    • $158/SF
    • 2 Days On Market

    Current Estimated Value $476,819

    Last Listing Agent Sarah Reynolds Keller Williams Realty

    40910 Starling Ct, Leonardtown, MD 20650
    • /42

      Est $395,697

      Not Listed For Sale

      42820 Lytle Ln, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1988
      42820 Lytle Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

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

  • /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 $517,141

    Last Listing Agent Katherine Dean RE/MAX One

    21920 Newtowne Neck Rd, Leonardtown, MD 20650
    • /55

      Est $922,277

      Not Listed For Sale

      21940 Maranatha Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,814 Sq Ft
      • Built 1993
      21940 Maranatha Way, Leonardtown, MD 20650

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Adam Chambers JPAR Real Estate Professionals

  • /46

    $499,900

    Sold Apr 17, 2026

    Lot 112 - 23690 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $162/SF
    • 12 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 112 - 23690 Weeping Willow Way, Leonardtown, MD 20650
    • /98

      Est $1,165,065

      Not Listed For Sale

      21545 Breton View Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,980 Sq Ft
      • Built 1985
      21545 Breton View Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

  • /69

    $650,000

    Sold May 29, 2026

    23563 Belmar Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,299 Sq Ft
    • Built 2008

    Last Sold Summary

    • $197/SF
    • 42 Days On Market

    Current Estimated Value $648,963

    Last Listing Agent Heather Foster RE/MAX One

    23563 Belmar Dr, Leonardtown, MD 20650
    • /50

      Est $491,190

      Not Listed For Sale

      41740 Eldon Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,791 Sq Ft
      • Built 1988
      41740 Eldon Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tracey Summers 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 Lee Hefley RE/MAX One

    Lot 95 - 23718 Dragonfly Ln, Leonardtown, MD 20650
    • /79

      Est $659,618

      Not Listed For Sale

      22325 White Oak Rd, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,975 Sq Ft
      • Built 1999
      22325 White Oak Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Sharon Cox Century 21 Redwood Realty

  • /64

    $679,900

    Sold May 15, 2026

    23324 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,168 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Above List Price
    • $163/SF
    • 2 Days On Market

    Current Estimated Value $677,312

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    23324 Lindsay Dr, Leonardtown, MD 20650
    • /42

      Est $905,656

      Not Listed For Sale

      42239 Riverwinds Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 2,167 Sq Ft
      • Built 1980
      42239 Riverwinds Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Connie Fitzgerald RE/MAX One

  • /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 $639,465

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    22305 Hanover Dr, Leonardtown, MD 20650

Showing Results 441 - 480, Page 12 of 18

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