6,740

Leonardtown, MD Homes

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  • /32

    $465,000

    Sold Jan 23, 2026

    43543 Bayberry Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 1991

    Last Sold Summary

    • $268/SF
    • 7 Days On Market

    Current Estimated Value $467,706

    Last Listing Agent Colin McHugh O'Brien Realty ERA Powered

    43543 Bayberry Ct, 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

    $350,000

    • 5 Beds
    • 2 Baths
    • 1,552 Sq Ft

    23011 Newtowne Neck Rd, Leonardtown, MD 20650

    Attention Developers or Land Loving Owner Occupants!! Welcome to 23011 Newtowne Neck Road in Leonardtown, Maryland. Situated on more than four acres, this spacious five-bedroom, manufactered two-bath rambler offers a rare combination of comfortable one-level living, privacy and future possibilities. he generous homesite provides abundant room for outdoor recreation, gardening, equipment storage,

    Kelly Jackson Samson Properties

    23011 Newtowne Neck Rd, Leonardtown, MD 20650
  • /45

    $639,000

    Sold Nov 17, 2025

    23534 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,738 Sq Ft
    • Built 2008

    Last Sold Summary

    • $135/SF
    • 96 Days On Market

    Current Estimated Value $661,331

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, 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

  • /78

    $709,000

    Sold Sep 24, 2025

    21385 Fairwood Ct, Leonardtown, MD 20650

    • 4 Beds
    • 4 Baths
    • 3,970 Sq Ft
    • Built 2011

    Last Sold Summary

    • $179/SF
    • 24 Days On Market

    Current Estimated Value $718,407

    Last Listing Agent Dawn Bell RE/MAX One

    21385 Fairwood Ct, 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

  • /63

    $665,000

    Sold Jun 15, 2026

    23592 Belmar Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 3,728 Sq Ft
    • Built 2009

    Last Sold Summary

    • 2% Below List Price
    • $178/SF
    • 20 Days On Market

    Current Estimated Value $671,185

    Last Listing Agent Heather Foster RE/MAX One

    23592 Belmar 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

  • /140

    $750,000

    Sold Aug 15, 2025

    41115 Paw Hollow Ln, Leonardtown, MD 20650

    • 4 Beds
    • 5.5 Baths
    • 6,116 Sq Ft
    • Built 1997

    Last Sold Summary

    • $123/SF
    • 49 Days On Market

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow 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 Realty Group

  • /71

    $1,215,200

    Sold Sep 08, 2025

    21055 Breton Beach Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft
    • Built 2006

    Last Sold Summary

    • $398/SF
    • 5 Days On Market

    Current Estimated Value $1,217,141

    Last Listing Agent Robert Gauger EXP Realty, LLC

    21055 Breton Beach Ct, 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

  • /40

    $469,900

    Sold Jan 27, 2026

    Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 73 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 103 - 23701 Dragonfly Ln, 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

  • /33

    $700,000

    Sold Apr 02, 2026

    21345 Fairwood Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft
    • Built 2012

    Last Sold Summary

    • $172/SF
    • 58 Days On Market

    Current Estimated Value $703,090

    Last Listing Agent Deanna Rothstein RE/MAX One

    21345 Fairwood Ct, 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

  • /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
    • /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

  • /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
    • /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

  • /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
    • /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

  • /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
    • /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

  • /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
    • /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

  • /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 $698,905

    Last Listing Agent Laura Lee Hefley RE/MAX One

    23080 Town Run 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

  • /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
    • /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

  • /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 $304,363

    Last Listing Agent Mike Benton Home Towne Real Estate

    21784 Potomac View Dr, Leonardtown, MD 20650
    • /49

      Est $599,584

      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

      Last Listing Agent Amber Cox Real Broker, LLC

  • /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 $573,088

    Last Listing Agent Kristen Quinn Realty Navigator

    23330 Lindsay 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

  • /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
    • /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

  • /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
    • /30

      Est $460,143

      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

      Last Listing Agent adrian abramson The Southside Group Real Estate

  • /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

Showing Results 321 - 360, Page 9 of 18

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