6,775

Leonardtown, MD Homes

Section Image
  • 23073 Town Run Dr, Leonardtown, MD 20650
    23073 Town Run Dr, Leonardtown, MD 20650
    23073 Town Run Dr, Leonardtown, MD 20650
    /47

    $646,000

    Sold May 28, 2026

    23073 Town Run Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,854 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Above List Price
    • $226/SF
    • 2 Days On Market

    Current Estimated Value $636,714

    Last Listing Agent Laura Hefley RE/MAX One

    23073 Town Run Dr, Leonardtown, MD 20650
    • 44540 Medleys Neck Rd, Leonardtown, MD 20650
      44540 Medleys Neck Rd, Leonardtown, MD 20650
      44540 Medleys Neck Rd, Leonardtown, MD 20650
      /20

      Est $390,107

      Not Listed For Sale

      44540 Medleys Neck Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,507 Sq Ft
      • Built 1988
      44540 Medleys Neck Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 39 Days On Market

  • 23392 Marview Ct, Leonardtown, MD 20650
    23392 Marview Ct, Leonardtown, MD 20650
    23392 Marview Ct, Leonardtown, MD 20650
    /40

    $434,900

    Sold Sep 30, 2025

    23392 Marview Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2018

    Last Sold Summary

    • $189/SF
    • 28 Days On Market

    Current Estimated Value $437,572

    Last Listing Agent Ana Galvan CENTURY 21 New Millennium

    23392 Marview Ct, Leonardtown, MD 20650
    • 22131 Point Lookout Rd, Leonardtown, MD 20650
      22131 Point Lookout Rd, Leonardtown, MD 20650
      22131 Point Lookout Rd, Leonardtown, MD 20650
      /23

      Est $401,980

      Not Listed For Sale

      22131 Point Lookout Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,228 Sq Ft
      • Built 1965
      22131 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 7 Days On Market

  • 22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    /27

    $575,000

    Sold Sep 12, 2025

    22530 Bull Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 1971

    Last Sold Summary

    • $291/SF

    Current Estimated Value $565,296

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    22530 Bull Rd, Leonardtown, MD 20650
    • 18981 Little Pond Ln, Leonardtown, MD 20650
      18981 Little Pond Ln, Leonardtown, MD 20650
      18981 Little Pond Ln, Leonardtown, MD 20650
      /32

      Est $432,421

      Not Listed For Sale

      18981 Little Pond Ln, Leonardtown, MD 20650

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1990
      18981 Little Pond Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

  • 21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    /70

    $625,000

    Sold Jul 02, 2025

    21897 Fairway Dr, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,664 Sq Ft
    • Built 1997

    Last Sold Summary

    • $171/SF
    • 69 Days On Market

    Current Estimated Value $659,163

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
    • 19795 Tower Hill Rd, Leonardtown, MD 20650
      19795 Tower Hill Rd, Leonardtown, MD 20650
      19795 Tower Hill Rd, Leonardtown, MD 20650
      /27

      Est $1,047,257

      Not Listed For Sale

      19795 Tower Hill Rd, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,681 Sq Ft
      • Built 1977
      19795 Tower Hill Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 8 Days On Market

  • 44646 Medleys Neck Rd, Leonardtown, MD 20650
    44646 Medleys Neck Rd, Leonardtown, MD 20650
    /2

    $50,000

    Sold Jan 23, 2026

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1999

    Last Sold Summary

    • $54/SF
    • 229 Days On Market

    Last Listing Agent Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
    • 43753 Stephenson Dr, Leonardtown, MD 20650
      43753 Stephenson Dr, Leonardtown, MD 20650
      43753 Stephenson Dr, Leonardtown, MD 20650
      /48

      Est $461,418

      Not Listed For Sale

      43753 Stephenson Dr, Leonardtown, MD 20650

      • Studio
      • 1,263 Sq Ft
      • Built 1958
      43753 Stephenson Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

  • 22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    /30

    $510,000

    Sold Sep 19, 2025

    22186 Monterey Place, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft
    • Built 1975

    Last Sold Summary

    • $174/SF
    • 54 Days On Market

    Current Estimated Value $531,142

    Last Listing Agent Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
    • 43706 Stephenson Dr, Leonardtown, MD 20650
      43706 Stephenson Dr, Leonardtown, MD 20650
      43706 Stephenson Dr, Leonardtown, MD 20650
      /41

      Est $387,863

      Not Listed For Sale

      43706 Stephenson Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      • Built 1968
      43706 Stephenson Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • 42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    /31

    $579,000

    Sold Jun 26, 2025

    42439 Dean Forest Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,519 Sq Ft
    • Built 2003

    Last Sold Summary

    • $230/SF
    • 7 Days On Market

    Current Estimated Value $580,342

    Last Listing Agent DJ Brady EXP Realty, LLC

    42439 Dean Forest Ct, Leonardtown, MD 20650
    • 22011 Point Lookout Rd, Leonardtown, MD 20650
      22011 Point Lookout Rd, Leonardtown, MD 20650
      22011 Point Lookout Rd, Leonardtown, MD 20650
      /24

      Est $287,727

      Not Listed For Sale

      22011 Point Lookout Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,305 Sq Ft
      • Built 1961
      22011 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 11 Days On Market

  • 23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    /52

    $589,000

    Sold Nov 03, 2025

    23242 Clarks Rest Rd, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,296 Sq Ft
    • Built 2017

    Last Sold Summary

    • $179/SF
    • 69 Days On Market

    Current Estimated Value $587,221

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, Leonardtown, MD 20650
    • 20400 Chingville Rd, Leonardtown, MD 20650
      20400 Chingville Rd, Leonardtown, MD 20650
      20400 Chingville Rd, Leonardtown, MD 20650
      /52

      Est $477,143

      Not Listed For Sale

      20400 Chingville Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,280 Sq Ft
      • Built 1961
      20400 Chingville Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 66 Days On Market

  • 41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    /126

    $4,995,000

    Sold Oct 08, 2025

    41505 Knight Rd, Leonardtown, MD 20650

    • 5 Beds
    • 8 Baths
    • 12,113 Sq Ft
    • Built 2012

    Last Sold Summary

    • $412/SF
    • 124 Days On Market

    Current Estimated Value $5,075,799

    Last Listing Agent Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, Leonardtown, MD 20650
    • 43785 Blake Creek Rd, Leonardtown, MD 20650
      43785 Blake Creek Rd, Leonardtown, MD 20650
      43785 Blake Creek Rd, Leonardtown, MD 20650
      /49

      Est $368,803

      Not Listed For Sale

      43785 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,596 Sq Ft
      • Built 1968
      43785 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

  • 41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    /80

    $505,000

    Sold Jun 30, 2025

    41572 Briarwood Cir, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 2022

    Last Sold Summary

    • $177/SF
    • 55 Days On Market

    Current Estimated Value $507,546

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

    41572 Briarwood Cir, Leonardtown, MD 20650
    • 19076 Glen Ellen Ave, Leonardtown, MD 20650
      19076 Glen Ellen Ave, Leonardtown, MD 20650
      19076 Glen Ellen Ave, Leonardtown, MD 20650
      /37

      Est $352,738

      Not Listed For Sale

      19076 Glen Ellen Ave, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 1,326 Sq Ft
      • Built 1960
      19076 Glen Ellen Ave, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

  • 41492 Charismatic Way, Leonardtown, MD 20650
    41492 Charismatic Way, Leonardtown, MD 20650
    41492 Charismatic Way, Leonardtown, MD 20650
    /49

    $637,000

    Sold Jan 15, 2026

    41492 Charismatic Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,322 Sq Ft
    • Built 2015

    Last Sold Summary

    • $192/SF
    • 20 Days On Market

    Current Estimated Value $636,029

    Last Listing Agent Laura Hefley RE/MAX One

    41492 Charismatic Way, Leonardtown, MD 20650
    • 22239 Point Lookout Rd, Leonardtown, MD 20650
      22239 Point Lookout Rd, Leonardtown, MD 20650
      22239 Point Lookout Rd, Leonardtown, MD 20650
      /23

      Est $324,815

      Not Listed For Sale

      22239 Point Lookout Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,669 Sq Ft
      • Built 1966
      22239 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • 20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    /53

    $560,000

    Sold Oct 23, 2025

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft
    • Built 1996

    Last Sold Summary

    • $164/SF
    • 22 Days On Market

    Current Estimated Value $567,870

    Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    • 21966 Point Lookout Rd, Leonardtown, MD 20650
      21966 Point Lookout Rd, Leonardtown, MD 20650
      21966 Point Lookout Rd, Leonardtown, MD 20650
      /53

      Est $476,512

      Not Listed For Sale

      21966 Point Lookout Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2016
      21966 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 51 Days On Market

  • 41635 Ferber Ct, Leonardtown, MD 20650
    41635 Ferber Ct, Leonardtown, MD 20650
    41635 Ferber Ct, Leonardtown, MD 20650
    /30

    $535,000

    Sold Mar 20, 2026

    41635 Ferber Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $241/SF
    • 41 Days On Market

    Current Estimated Value $528,784

    Last Listing Agent Alvin Frazier Home Towne Real Estate

    41635 Ferber Ct, Leonardtown, MD 20650
    • 23399 Marview Ct, Leonardtown, MD 20650
      23399 Marview Ct, Leonardtown, MD 20650
      23399 Marview Ct, Leonardtown, MD 20650
      /69

      Est $437,343

      Not Listed For Sale

      23399 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,320 Sq Ft
      • Built 2017
      23399 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 12 Days On Market

  • 20413 Scarlet Tanager Way, Leonardtown, MD 20650
    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    /34

    $575,000

    Sold Oct 29, 2025

    20413 Scarlet Tanager Way, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,094 Sq Ft
    • Built 1990

    Last Sold Summary

    • $186/SF
    • 1 Day On Market

    Current Estimated Value $586,156

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    • 23387 Marview Ct, Leonardtown, MD 20650
      23387 Marview Ct, Leonardtown, MD 20650
      23387 Marview Ct, Leonardtown, MD 20650
      /71

      Est $446,797

      Not Listed For Sale

      23387 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft
      • Built 2017
      23387 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 9 Days On Market

    • 23357 Marview Ct, Leonardtown, MD 20650
      23357 Marview Ct, Leonardtown, MD 20650
      23357 Marview Ct, Leonardtown, MD 20650
      /36

      Est $492,919

      Not Listed For Sale

      23357 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,742 Sq Ft
      • Built 2017
      23357 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

    • 23201 Clarks Rest Rd, Leonardtown, MD 20650
      23201 Clarks Rest Rd, Leonardtown, MD 20650
      23201 Clarks Rest Rd, Leonardtown, MD 20650
      /68

      Est $724,738

      Not Listed For Sale

      23201 Clarks Rest Rd, Leonardtown, MD 20650

      • 5 Beds
      • 5.5 Baths
      • 3,630 Sq Ft
      • Built 2014
      23201 Clarks Rest Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

    • 21505 Our Drive Way, Leonardtown, MD 20650
      21505 Our Drive Way, Leonardtown, MD 20650
      21505 Our Drive Way, Leonardtown, MD 20650
      /60

      Est $483,661

      Not Listed For Sale

      21505 Our Drive Way, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 2016
      21505 Our Drive Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

    • 23381 Marview Ct, Leonardtown, MD 20650
      23381 Marview Ct, Leonardtown, MD 20650
      23381 Marview Ct, Leonardtown, MD 20650
      /42

      Est $443,724

      Not Listed For Sale

      23381 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft
      • Built 2017
      23381 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 28 Days On Market

    • 44471 Hawks Nest Estate Ln, Leonardtown, MD 20650
      44471 Hawks Nest Estate Ln, Leonardtown, MD 20650
      44471 Hawks Nest Estate Ln, Leonardtown, MD 20650
      /16

      Est $355,125

      Not Listed For Sale

      44471 Hawks Nest Estate Ln, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,824 Sq Ft
      • Built 1989
      44471 Hawks Nest Estate Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 8 Days On Market

    • 40520 Miss Ettas Way, Leonardtown, MD 20650
      40520 Miss Ettas Way, Leonardtown, MD 20650
      40520 Miss Ettas Way, Leonardtown, MD 20650
      /60

      Est $688,889

      Not Listed For Sale

      40520 Miss Ettas Way, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 2,354 Sq Ft
      • Built 2014
      40520 Miss Ettas Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

    • 40428 Wathen Rd, Leonardtown, MD 20650
      40428 Wathen Rd, Leonardtown, MD 20650
      40428 Wathen Rd, Leonardtown, MD 20650
      /8

      Not Listed For Sale

      40428 Wathen Rd, Leonardtown, MD 20650

      40428 Wathen Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 14 Days On Market

    • 40410 Wathen Rd, Leonardtown, MD 20650
      40410 Wathen Rd, Leonardtown, MD 20650
      40410 Wathen Rd, Leonardtown, MD 20650
      /7

      Not Listed For Sale

      40410 Wathen Rd, Leonardtown, MD 20650

      40410 Wathen Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 14 Days On Market

    • 23246 Clarks Rest Rd, Leonardtown, MD 20650
      23246 Clarks Rest Rd, Leonardtown, MD 20650
      23246 Clarks Rest Rd, Leonardtown, MD 20650
      /61

      Est $579,765

      Not Listed For Sale

      23246 Clarks Rest Rd, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,024 Sq Ft
      • Built 2017
      23246 Clarks Rest Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 45 Days On Market

    • 42451 Saint Andrews Church Rd, Leonardtown, MD 20650
      42451 Saint Andrews Church Rd, Leonardtown, MD 20650
      42451 Saint Andrews Church Rd, Leonardtown, MD 20650
      /37

      Est $829,741

      Not Listed For Sale

      42451 Saint Andrews Church Rd, Leonardtown, MD 20650

      • Built 2025
      42451 Saint Andrews Church Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 11 Days On Market

    • 23408 Lindsay Dr, Leonardtown, MD 20650
      23408 Lindsay Dr, Leonardtown, MD 20650
      23408 Lindsay Dr, Leonardtown, MD 20650
      /58

      Est $689,553

      Not Listed For Sale

      23408 Lindsay Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,371 Sq Ft
      • Built 2024
      23408 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 62 Days On Market

    • 23044 Hopton Ln, Leonardtown, MD 20650
      23044 Hopton Ln, Leonardtown, MD 20650
      23044 Hopton Ln, Leonardtown, MD 20650
      /46

      Est $690,076

      Not Listed For Sale

      23044 Hopton Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 3,325 Sq Ft
      • Built 2013
      23044 Hopton Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 62 Days On Market

Showing Results 481 - 520, Page 13 of 18

Maryland St Marys County Leonardtown

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