6,736

Leonardtown, MD Homes

Section Image
  • 39880 Lady Baltimore Ave, Leonardtown, MD 20650
    39880 Lady Baltimore Ave, Leonardtown, MD 20650
    39880 Lady Baltimore Ave, Leonardtown, MD 20650
    /51

    $415,000 Sold Jun 09, 2025

    39880 Lady Baltimore Ave, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1994

    Last Sold Summary

    • $308/SF
    • 48 Days On Market

    Current Estimated Value $402,543

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    39880 Lady Baltimore Ave, Leonardtown, MD 20650
    • 22425 Archer St, Leonardtown, MD 20650
      22425 Archer St, Leonardtown, MD 20650
      22425 Archer St, Leonardtown, MD 20650
      /61

      Est $756,944 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft

      22425 Archer St, Leonardtown, MD 20650

      22425 Archer St, Leonardtown, MD 20650
  • 21745 Pinehurst Ct, Leonardtown, MD 20650
    21745 Pinehurst Ct, Leonardtown, MD 20650
    21745 Pinehurst Ct, Leonardtown, MD 20650
    /82

    $610,000 Sold Nov 21, 2025

    21745 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft
    • Built 1991

    Last Sold Summary

    • $213/SF
    • 3 Days On Market

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21745 Pinehurst Ct, Leonardtown, MD 20650
    • 23571 Gunnell Dr, Leonardtown, MD 20650
      23571 Gunnell Dr, Leonardtown, MD 20650
      23571 Gunnell Dr, Leonardtown, MD 20650
      /35

      Est $557,935 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,652 Sq Ft

      23571 Gunnell Dr, Leonardtown, MD 20650

      23571 Gunnell Dr, Leonardtown, MD 20650
  • 23849 Point Lookout Rd, Leonardtown, MD 20650
    23849 Point Lookout Rd, Leonardtown, MD 20650
    23849 Point Lookout Rd, Leonardtown, MD 20650
    /37

    $355,000 Sold Oct 17, 2025

    23849 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1980

    Last Sold Summary

    • $325/SF
    • 4 Days On Market

    Last Listing Agent Perry Hayden CENTURY 21 New Millennium

    23849 Point Lookout Rd, Leonardtown, MD 20650
    • 40457 Breton View Dr, Leonardtown, MD 20650
      40457 Breton View Dr, Leonardtown, MD 20650
      40457 Breton View Dr, Leonardtown, MD 20650
      /58

      Est $428,004 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,286 Sq Ft

      40457 Breton View Dr, Leonardtown, MD 20650

      40457 Breton View Dr, Leonardtown, MD 20650
  • 41442 Dauber Way, Leonardtown, MD 20650
    41442 Dauber Way, Leonardtown, MD 20650
    41442 Dauber Way, Leonardtown, MD 20650
    /50

    $610,000 Sold May 08, 2025

    41442 Dauber Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,558 Sq Ft
    • Built 2013

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $623,678

    Last Listing Agent Lesa Clark Redfin Corp

    41442 Dauber Way, Leonardtown, MD 20650
    • 23577 Abraham Dr, Leonardtown, MD 20650
      23577 Abraham Dr, Leonardtown, MD 20650
      23577 Abraham Dr, Leonardtown, MD 20650
      /47

      Est $609,891 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,929 Sq Ft

      23577 Abraham Dr, Leonardtown, MD 20650

      23577 Abraham Dr, Leonardtown, MD 20650
  • 41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    /26

    $460,000 Sold Oct 29, 2025

    41900 Nazareth Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft
    • Built 1999

    Last Sold Summary

    • $182/SF
    • 76 Days On Market

    Last Listing Agent Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
    • 22909 Cedar Lane Rd, Leonardtown, MD 20650
      22909 Cedar Lane Rd, Leonardtown, MD 20650
      22909 Cedar Lane Rd, Leonardtown, MD 20650
      /77

      Est $517,707 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,275 Sq Ft

      22909 Cedar Lane Rd, Leonardtown, MD 20650

      22909 Cedar Lane Rd, Leonardtown, MD 20650
  • 21158 Marigold St, Leonardtown, MD 20650
    21158 Marigold St, Leonardtown, MD 20650
    21158 Marigold St, Leonardtown, MD 20650
    /73

    $520,000 Sold Sep 19, 2025

    21158 Marigold St, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,649 Sq Ft
    • Built 2001

    Last Sold Summary

    • $196/SF
    • 6 Days On Market

    Current Estimated Value $511,992

    Last Listing Agent Jarred Green Real Broker, LLC

    21158 Marigold St, Leonardtown, MD 20650
    • 23244 Jenifer Ct, Leonardtown, MD 20650
      23244 Jenifer Ct, Leonardtown, MD 20650
      23244 Jenifer Ct, Leonardtown, MD 20650
      /48

      Est $604,235 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,357 Sq Ft

      23244 Jenifer Ct, Leonardtown, MD 20650

      23244 Jenifer Ct, Leonardtown, MD 20650
  • 22805 Lawrence Ave, Leonardtown, MD 20650
    22805 Lawrence Ave, Leonardtown, MD 20650
    /2

    $295,000 Sold Mar 11, 2025

    22805 Lawrence Ave, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,606 Sq Ft
    • Built 1945

    Last Sold Summary

    • $184/SF
    • 0 Days On Market

    Current Estimated Value $306,230

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    22805 Lawrence Ave, Leonardtown, MD 20650
    • 40427 Breton View Dr, Leonardtown, MD 20650
      40427 Breton View Dr, Leonardtown, MD 20650
      40427 Breton View Dr, Leonardtown, MD 20650
      /86

      Est $433,875 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 2,676 Sq Ft

      40427 Breton View Dr, Leonardtown, MD 20650

      40427 Breton View Dr, Leonardtown, MD 20650
  • 23261 Jenifer Ct, Leonardtown, MD 20650
    23261 Jenifer Ct, Leonardtown, MD 20650
    /2

    $565,000 Sold Dec 05, 2025

    23261 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 2005

    Last Sold Summary

    • $158/SF
    • 15 Days On Market

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
    • 42705 Redgate Farm Ln, Leonardtown, MD 20650
      42705 Redgate Farm Ln, Leonardtown, MD 20650
      42705 Redgate Farm Ln, Leonardtown, MD 20650
      /64

      Est $502,998 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,243 Sq Ft

      42705 Redgate Farm Ln, Leonardtown, MD 20650

      42705 Redgate Farm Ln, Leonardtown, MD 20650
  • 23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    /33

    $570,000 Sold Oct 15, 2025

    23348 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft
    • Built 2022

    Last Sold Summary

    • $161/SF
    • 129 Days On Market

    Last Listing Agent Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • 20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      /9

      Est $536,096 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 23246 Clarks Rest Rd, Leonardtown, MD 20650
    23246 Clarks Rest Rd, Leonardtown, MD 20650
    23246 Clarks Rest Rd, Leonardtown, MD 20650
    /61

    $550,000 Sold Feb 18, 2025

    23246 Clarks Rest Rd, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2017

    Last Sold Summary

    • $182/SF
    • 45 Days On Market

    Current Estimated Value $571,419

    Last Listing Agent Jesieryl Hartzer CENTURY 21 New Millennium

    23246 Clarks Rest Rd, Leonardtown, MD 20650
    • 22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      /43

      Est $444,527 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft

      22292 White Oak Rd, Leonardtown, MD 20650

      22292 White Oak Rd, Leonardtown, MD 20650
  • 44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    /82

    $675,000 Sold Aug 14, 2025

    44074 Medleys Neck Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,830 Sq Ft
    • Built 2006

    Last Sold Summary

    • $176/SF
    • 3 Days On Market

    Current Estimated Value $670,885

    Last Listing Agent Cynthia Ballard CENTURY 21 New Millennium

    44074 Medleys Neck Rd, Leonardtown, MD 20650
    • 43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      /81

      Est $711,122 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft

      43164 Gum Spring Dr, Leonardtown, MD 20650

      43164 Gum Spring Dr, Leonardtown, MD 20650
  • 23635 Abraham Dr, Leonardtown, MD 20650
    23635 Abraham Dr, Leonardtown, MD 20650
    23635 Abraham Dr, Leonardtown, MD 20650
    /41

    $572,000 Sold Jun 09, 2025

    23635 Abraham Dr, Leonardtown, MD 20650

    • 6 Beds
    • 4 Baths
    • 3,272 Sq Ft
    • Built 2004

    Last Sold Summary

    • $175/SF
    • 2 Days On Market

    Current Estimated Value $573,549

    Last Listing Agent Heather Hooper Berkshire Hathaway HomeServices PenFed Realty

    23635 Abraham Dr, Leonardtown, MD 20650
    • 40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      /56

      Est $709,409 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,524 Sq Ft

      40688 Clearfields Ct, Leonardtown, MD 20650

      40688 Clearfields Ct, Leonardtown, MD 20650
  • 23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    /34

    $625,000 Sold Sep 30, 2025

    23246 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • Built 2017

    Last Sold Summary

    • $161/SF
    • 55 Days On Market

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
    • 40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      /68

      Est $1,072,592 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,226 Sq Ft

      40741 Merlin Way, Leonardtown, MD 20650

      40741 Merlin Way, Leonardtown, MD 20650
  • Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    /43

    $459,900 Sold Dec 02, 2025

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,966 Sq Ft
    • Built 2025

    Last Sold Summary

    • $155/SF
    • 29 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    • 22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      /51

      Est $489,345 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft

      22152 Breton Woods Ct, Leonardtown, MD 20650

      22152 Breton Woods Ct, Leonardtown, MD 20650
  • 22321 Leonard St, Leonardtown, MD 20650
    22321 Leonard St, Leonardtown, MD 20650
    22321 Leonard St, Leonardtown, MD 20650
    /45

    $260,000 Sold Jan 24, 2025

    22321 Leonard St, Leonardtown, MD 20650

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1930

    Last Sold Summary

    • $339/SF
    • 19 Days On Market

    Current Estimated Value $255,468

    Last Listing Agent Lesa Clark Redfin Corp

    22321 Leonard St, Leonardtown, MD 20650
    • 23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      /72

      Est $583,920 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,520 Sq Ft

      23564 Gunnell Dr, Leonardtown, MD 20650

      23564 Gunnell Dr, Leonardtown, MD 20650
  • 22323 Saint Clements Ave, Leonardtown, MD 20650
    22323 Saint Clements Ave, Leonardtown, MD 20650
    22323 Saint Clements Ave, Leonardtown, MD 20650
    /25

    $300,000 Sold Oct 15, 2025

    22323 Saint Clements Ave, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1955

    Last Sold Summary

    • $250/SF
    • 0 Days On Market

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
    • 41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      /6

      Est $718,219 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,222 Sq Ft

      41985 White Point Beach Rd, Leonardtown, MD 20650

      41985 White Point Beach Rd, Leonardtown, MD 20650
  • 40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    /48

    $360,000 Sold Sep 26, 2025

    40480 Parsons Mill Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,884 Sq Ft
    • Built 1974

    Last Sold Summary

    • $191/SF
    • 35 Days On Market

    Current Estimated Value $374,194

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    40480 Parsons Mill Rd, Leonardtown, MD 20650
    • 22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      /28

      Est $358,268 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,292 Sq Ft

      22340 Gore St, Leonardtown, MD 20650

      22340 Gore St, Leonardtown, MD 20650
  • 40552 Breton Knolls Ct, Leonardtown, MD 20650
    40552 Breton Knolls Ct, Leonardtown, MD 20650
    /2

    $971,725 Sold Sep 24, 2025

    40552 Breton Knolls Ct, Leonardtown, MD 20650

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • $243/SF
    • 764 Days On Market

    Current Estimated Value $770,000

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40552 Breton Knolls Ct, Leonardtown, MD 20650
    • 41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      /37

      Est $655,455 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,524 Sq Ft

      41625 Ferber Ct, Leonardtown, MD 20650

      41625 Ferber Ct, Leonardtown, MD 20650
  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $645,000 Sold Oct 15, 2025

    41430 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft
    • Built 2011

    Last Sold Summary

    • $165/SF
    • 26 Days On Market

    Last Listing Agent Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
    • 23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      /67

      Est $618,677 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,916 Sq Ft

      23626 Abraham Dr, Leonardtown, MD 20650

      23626 Abraham Dr, Leonardtown, MD 20650
  • 22158 Monterey Place, Leonardtown, MD 20650
    22158 Monterey Place, Leonardtown, MD 20650
    22158 Monterey Place, Leonardtown, MD 20650
    /56

    $500,000 Sold May 09, 2025

    22158 Monterey Place, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 1975

    Last Sold Summary

    • $281/SF
    • 4 Days On Market

    Current Estimated Value $497,421

    Last Listing Agent C. Brandon Harrington PAX Real Estate

    22158 Monterey Place, Leonardtown, MD 20650
    • 23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      /88

      Est $623,750 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,828 Sq Ft

      23689 Jm Gough Ct, Leonardtown, MD 20650

      23689 Jm Gough Ct, Leonardtown, MD 20650

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Maryland St Marys County Leonardtown

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