187

Recently Sold Leonardtown, MD Homes

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  • /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 $574,000

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40552 Breton Knolls 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

    Current Estimated Value $649,311

    Last Listing Agent Kristen Quinn Realty Navigator

    41430 Whimsical Ct, 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 $502,642

    Last Listing Agent C. Brandon Harrington PAX Real Estate

    22158 Monterey Place, Leonardtown, MD 20650
  • /54

    $531,000 Sold Jul 18, 2025

    41699 Courthouse Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 2,420 Sq Ft
    • Built 2012

    Last Sold Summary

    • $219/SF
    • 5 Days On Market

    Current Estimated Value $538,832

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    41699 Courthouse Dr, Leonardtown, MD 20650
  • /56

    $395,000 Sold Jun 02, 2025

    20161 Tower Hill Rd, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • Built 1990

    Last Sold Summary

    • $238/SF
    • 2 Days On Market

    Current Estimated Value $405,838

    Last Listing Agent Trish Wallmark RE/MAX One

    20161 Tower Hill Rd, Leonardtown, MD 20650
  • /15

    $485,000 Sold Nov 14, 2025

    41130 Cryer Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1955

    Last Sold Summary

    • $326/SF
    • 115 Days On Market

    Current Estimated Value $509,119

    Last Listing Agent Sharon Cox CENTURY 21 New Millennium

    41130 Cryer Ct, Leonardtown, MD 20650
  • /55

    $925,000 Sold May 30, 2025

    21940 Maranatha Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,814 Sq Ft
    • Built 1993

    Last Sold Summary

    • $329/SF
    • 23 Days On Market

    Current Estimated Value $921,623

    Last Listing Agent Adam Chambers JPAR Real Estate Professionals

    21940 Maranatha Way, Leonardtown, MD 20650
  • /66

    $700,000 Sold Apr 25, 2025

    23267 Clarks Rest Rd, Leonardtown, MD 20650

    • 5 Beds
    • 6 Baths
    • 5,213 Sq Ft
    • Built 2015

    Last Sold Summary

    • $134/SF
    • 3 Days On Market

    Current Estimated Value $731,156

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    23267 Clarks Rest Rd, Leonardtown, MD 20650
  • /45

    $510,000 Sold Dec 17, 2025

    41467 Osborne Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,827 Sq Ft
    • Built 2018

    Last Sold Summary

    • $180/SF
    • 13 Days On Market

    Current Estimated Value $518,966

    Last Listing Agent Susan Vogel Turtle Town Real Estate, LLC.

    41467 Osborne Ln, Leonardtown, MD 20650
  • /85

    $695,000 Sold Jul 02, 2025

    23055 Town Run Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,019 Sq Ft
    • Built 2021

    Last Sold Summary

    • $173/SF
    • 0 Days On Market

    Current Estimated Value $703,467

    Last Listing Agent Laura Bernth RE/MAX One

    23055 Town Run Dr, Leonardtown, MD 20650
  • /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 $453,522

    Last Listing Agent Colin McHugh O'Brien Realty ERA Powered

    43543 Bayberry Ct, 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 $659,918

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • /25

    $447,000 Sold Jun 04, 2025

    21684 Potomac View Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2002

    Last Sold Summary

    • $297/SF
    • 48 Days On Market

    Current Estimated Value $455,600

    Last Listing Agent Terry Tenney Atlantic Southern Realty INC

    21684 Potomac View Dr, Leonardtown, MD 20650
  • /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 $718,657

    Last Listing Agent Dawn Bell RE/MAX One

    21385 Fairwood Ct, Leonardtown, MD 20650
  • /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
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    $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 $1,209,135

    Last Listing Agent Robert Gauger EXP Realty, LLC

    21055 Breton Beach Ct, Leonardtown, MD 20650
  • /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 Bernth RE/MAX One

    Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650
  • /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 $489,953

    Last Listing Agent Paula Turner Pax River Realty LLC

    41650 Matthew Ct, Leonardtown, MD 20650
  • /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 $414,023

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    23745 Bayside Rd, Leonardtown, MD 20650
  • /43

    $445,000 Sold Jul 08, 2025

    40905 Knight Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,820 Sq Ft
    • Built 1980

    Last Sold Summary

    • $245/SF
    • 82 Days On Market

    Current Estimated Value $457,215

    Last Listing Agent Rob Schou EXP Realty, LLC

    40905 Knight Rd, Leonardtown, MD 20650
  • /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 $703,297

    Last Listing Agent Laura Bernth RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
  • /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 $572,047

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /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 $290,582

    Last Listing Agent Mike Benton Home Towne Real Estate

    21784 Potomac View Dr, Leonardtown, MD 20650
  • /2

    $615,000 Sold May 27, 2025

    23617 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,870 Sq Ft
    • Built 2011

    Last Sold Summary

    • $214/SF
    • 0 Days On Market

    Current Estimated Value $626,228

    Last Listing Agent Heather Foster RE/MAX One

    23617 Belmar Dr, Leonardtown, MD 20650
  • /2

    $366,000 Sold Jul 02, 2025

    24554 Pin Cushion Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1965

    Last Sold Summary

    • $197/SF
    • 2 Days On Market

    Current Estimated Value $376,154

    Last Listing Agent Connie Fitzgerald RE/MAX One

    24554 Pin Cushion Rd, Leonardtown, MD 20650
  • /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 $590,459

    Last Listing Agent Kristen Quinn Realty Navigator

    23330 Lindsay Dr, Leonardtown, MD 20650
  • /80

    $655,000 Sold May 15, 2025

    23259 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,078 Sq Ft
    • Built 2005

    Last Sold Summary

    • $161/SF
    • 6 Days On Market

    Current Estimated Value $657,441

    Last Listing Agent Michael Rose Rory S. Coakley Realty, Inc.

    23259 Jenifer Ct, Leonardtown, MD 20650
  • /78

    $519,000 Sold Jul 01, 2025

    23433 Grovewood Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,804 Sq Ft
    • Built 2022

    Last Sold Summary

    • $185/SF
    • 3 Days On Market

    Current Estimated Value $513,559

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

    23433 Grovewood Ct, Leonardtown, MD 20650
  • /36

    $465,000 Sold Nov 21, 2025

    44504 Watson Ln, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft
    • Built 2003

    Last Sold Summary

    • $202/SF
    • 17 Days On Market

    Current Estimated Value $472,024

    Last Listing Agent Danny Morris O'Brien Realty ERA Powered

    44504 Watson Ln, Leonardtown, MD 20650
  • /2

    $630,000 Sold Aug 20, 2025

    41460 Challedon Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft
    • Built 2010

    Last Sold Summary

    • $194/SF
    • 2 Days On Market

    Current Estimated Value $635,818

    Last Listing Agent Heather Foster RE/MAX One

    41460 Challedon Way, Leonardtown, MD 20650
  • /18

    $175,000 Sold Feb 02, 2026

    0 Kiskadee Ln, Leonardtown, MD 20650

    • Land
    • 3.53 Acres
    • $49,575 per Acre

    Last Sold Summary

    • 156 Days On Market

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    0 Kiskadee Ln, Leonardtown, MD 20650
  • /53

    $442,500 Sold Mar 25, 2025

    22380 White Oak Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 2,680 Sq Ft
    • Built 1975

    Last Sold Summary

    • $165/SF
    • 30 Days On Market

    Current Estimated Value $449,634

    Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium

    22380 White Oak Rd, Leonardtown, MD 20650
  • /88

    $685,000 Sold Jul 10, 2025

    23558 Belmar Dr, Leonardtown, MD 20650

    • 6 Beds
    • 3.5 Baths
    • 4,267 Sq Ft
    • Built 2008

    Last Sold Summary

    • $161/SF

    Current Estimated Value $690,080

    Last Listing Agent Heather Foster RE/MAX One

    23558 Belmar Dr, Leonardtown, MD 20650
  • /32

    $425,000 Sold Oct 22, 2025

    22362 Armstrong Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $210/SF
    • 207 Days On Market

    Current Estimated Value $422,286

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /50

    $520,000 Sold Feb 17, 2026

    42043 Starlight Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft
    • Built 2004

    Last Sold Summary

    • $210/SF
    • 119 Days On Market

    Current Estimated Value $533,996

    Last Listing Agent Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
  • /29

    $435,000 Sold May 16, 2025

    41434 Margrove Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,356 Sq Ft
    • Built 2020

    Last Sold Summary

    • $185/SF
    • 30 Days On Market

    Current Estimated Value $447,630

    Last Listing Agent Jonathan Boss RE/MAX One

    41434 Margrove Cir, Leonardtown, MD 20650
  • /58

    $665,000 Sold May 30, 2025

    23687 Coventry Dr, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 4,650 Sq Ft
    • Built 2012

    Last Sold Summary

    • $143/SF
    • 32 Days On Market

    Current Estimated Value $694,243

    Last Listing Agent Lesa Clark Redfin Corp

    23687 Coventry Dr, Leonardtown, MD 20650
  • /54

    $635,000 Sold Jun 16, 2025

    20640 Laurel Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,692 Sq Ft
    • Built 2001

    Last Sold Summary

    • $236/SF
    • 4 Days On Market

    Current Estimated Value $644,636

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    20640 Laurel Ct, Leonardtown, MD 20650
  • /58

    $459,900 Sold Nov 25, 2025

    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 18 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 97- 23730 Dragonfly Ln, Leonardtown, MD 20650
  • /31

    $465,000 Sold Feb 11, 2026

    21925 Budds Creek Rd, Leonardtown, MD 20650

    • 2,527 Sq Ft
    • Built 1970

    Last Sold Summary

    • $184/SF
    • 72 Days On Market

    Current Estimated Value $446,094

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, Leonardtown, MD 20650

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