183

Recently Sold Leonardtown, MD Homes

Section Image
  • /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
  • /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 $530,996

    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 $398,012

    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

    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 $921,165

    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 $716,812

    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

    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 $692,449

    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

    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

    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 $451,551

    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 $706,314

    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
  • /58

    $427,500 Sold Feb 20, 2025

    41474 Marwood Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,522 Sq Ft
    • Built 2021

    Last Sold Summary

    • $170/SF
    • 3 Days On Market

    Current Estimated Value $446,101

    Last Listing Agent Cynthia Ballard CENTURY 21 New Millennium

    41474 Marwood Cir, Leonardtown, MD 20650
  • /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 $1,171,777

    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

    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 $403,927

    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 $452,273

    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 $686,503

    Last Listing Agent Laura Bernth RE/MAX One

    23080 Town Run 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 $284,522

    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 $614,735

    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 $366,387

    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 $580,966

    Last Listing Agent Kristen Quinn Realty Navigator

    23330 Lindsay Dr, Leonardtown, MD 20650
  • /2

    $430,000 Sold Feb 25, 2025

    23259 Lindsay Dr, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft
    • Built 2014

    Last Sold Summary

    • $179/SF

    Current Estimated Value $443,302

    Last Listing Agent Diana Divver Real Broker, LLC

    23259 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 $652,072

    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 $513,370

    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

    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 $629,439

    Last Listing Agent Heather Foster RE/MAX One

    41460 Challedon Way, 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 $446,983

    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 $679,703

    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 $419,126

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    22362 Armstrong 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 $440,658

    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 $680,896

    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 $635,529

    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
  • /73

    $435,000 Sold May 21, 2025

    41500 Margrove Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2019

    Last Sold Summary

    • $189/SF
    • 3 Days On Market

    Current Estimated Value $438,854

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    41500 Margrove Cir, Leonardtown, MD 20650
  • /4

    $483,000 Sold Mar 24, 2025

    41482 Margrove Cir, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,645 Sq Ft
    • Built 2019

    Last Sold Summary

    • $183/SF

    Current Estimated Value $490,387

    Last Listing Agent Chris Norris JR. Topside Realty

    41482 Margrove Cir, Leonardtown, MD 20650
  • /41

    $599,900 Sold Oct 30, 2025

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,061 Sq Ft
    • Built 1995

    Last Sold Summary

    • $196/SF
    • 94 Days On Market

    Current Estimated Value $607,096

    Last Listing Agent Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /4

    $645,000 Sold Apr 22, 2025

    41443 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2010

    Last Sold Summary

    • $190/SF
    • 0 Days On Market

    Current Estimated Value $648,481

    Last Listing Agent Heather Foster RE/MAX One

    41443 Whimsical Ct, Leonardtown, MD 20650

Showing Results 81 - 120, Page 3 of 5

How to Buy a Home How to Finance a Home How to Sell a Home