211

Recently Sold Leonardtown, MD Homes

Section Image
  • /96

    $880,000

    Sold Jun 19, 2026

    21130 Someday Farm Ln, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,122 Sq Ft
    • Built 2011

    Last Sold Summary

    • 10% Above List Price
    • $282/SF
    • 6 Days On Market

    Current Estimated Value $868,127

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    21130 Someday Farm Ln, 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 $470,605

    Last Listing Agent Danny Morris O'Brien Realty ERA Powered

    44504 Watson Ln, 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
  • /76

    $615,000

    Sold Jul 13, 2026

    21822 Riviera Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,384 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Above List Price
    • $182/SF
    • 2 Days On Market

    Current Estimated Value $601,024

    Last Listing Agent Laura Lee Hefley RE/MAX One

    21822 Riviera Ct, Leonardtown, MD 20650
  • /44

    $457,400

    Sold Aug 19, 2026

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 34 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 114 - 23702 Weeping Willow Way, 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 $420,539

    Last Listing Agent Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /27

    $335,000

    Sold Jul 07, 2026

    22381 Cedar St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Above List Price
    • $260/SF
    • 16 Days On Market

    Current Estimated Value $324,811

    Last Listing Agent Deanna Rothstein RE/MAX One

    22381 Cedar St, 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 $532,341

    Last Listing Agent Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
  • /52

    $540,000

    Sold Jul 16, 2026

    21737 Pinehurst Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft
    • Built 1990

    Last Sold Summary

    • $179/SF
    • 35 Days On Market

    Current Estimated Value $536,877

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21737 Pinehurst Ct, Leonardtown, MD 20650
  • /40

    $497,400

    Sold May 12, 2026

    Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 2% Above List Price

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 133 - 23691 Weeping Willow Way, Leonardtown, MD 20650
  • /42

    $340,000

    Sold Jul 31, 2026

    22281 Nomoni St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $295/SF
    • 100 Days On Market

    Current Estimated Value $350,719

    Last Listing Agent Paul Fenton Coldwell Banker Premier

    22281 Nomoni St, 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 Lee Hefley 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

    • 3 Beds
    • 2 Baths
    • 2,527 Sq Ft
    • Built 1970

    Last Sold Summary

    • $184/SF
    • 72 Days On Market

    Current Estimated Value $463,552

    Last Listing Agent Jimmy Hayden RE/MAX One

    21925 Budds Creek Rd, Leonardtown, MD 20650
  • /55

    $328,000

    Sold Jul 23, 2026

    41704 Courthouse Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Above List Price
    • $171/SF
    • 1 Day On Market

    Current Estimated Value $309,979

    Last Listing Agent Heather Foster RE/MAX One

    41704 Courthouse Dr, 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 $622,913

    Last Listing Agent Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /2

    $750,000

    Sold May 28, 2026

    20752 Penansey Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,936 Sq Ft
    • Built 2010

    Last Sold Summary

    • $255/SF
    • 0 Days On Market

    Current Estimated Value $744,900

    Last Listing Agent Heather Foster RE/MAX One

    20752 Penansey Ln, Leonardtown, MD 20650
  • /72

    $537,500

    Sold Sep 30, 2025

    23674 Jm Gough Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,697 Sq Ft
    • Built 2005

    Last Sold Summary

    • $199/SF
    • 96 Days On Market

    Current Estimated Value $543,465

    Last Listing Agent Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
  • 23092 Town Run Dr, Leonardtown, MD 20650

    $619,000

    Sold Oct 10, 2025

    23092 Town Run Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,806 Sq Ft
    • Built 2023

    Last Sold Summary

    • $163/SF
    • 32 Days On Market

    Current Estimated Value $652,138

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
  • /40

    $457,400

    Sold Aug 03, 2026

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 2% Above List Price
    • 129 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
  • /48

    $450,000

    Sold May 15, 2026

    41505 Margrove Cir, Leonardtown, MD 20650

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

    Last Sold Summary

    • 3% Above List Price
    • $195/SF
    • 4 Days On Market

    Current Estimated Value $448,391

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    41505 Margrove Cir, Leonardtown, MD 20650
  • /57

    $653,000

    Sold Jun 25, 2026

    42032 Starlight Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,340 Sq Ft
    • Built 2004

    Last Sold Summary

    • $150/SF
    • 19 Days On Market

    Current Estimated Value $657,440

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    42032 Starlight Dr, Leonardtown, MD 20650
  • /59

    $487,000

    Sold Feb 27, 2026

    21738 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 1,952 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $249/SF
    • 6 Days On Market

    Current Estimated Value $494,978

    Last Listing Agent Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    21738 Pinehurst Ct, Leonardtown, MD 20650
  • /65

    $690,000

    Sold Feb 26, 2026

    42975 Baywood Place, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 3,372 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $205/SF
    • 25 Days On Market

    Current Estimated Value $689,196

    Last Listing Agent Erika Yowell EXP Realty, LLC

    42975 Baywood Place, Leonardtown, MD 20650
  • /41

    $449,900

    Sold May 22, 2026

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 80 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
  • /88

    $635,000

    Sold Dec 15, 2025

    45474 Medleys Neck Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,653 Sq Ft
    • Built 1981

    Last Sold Summary

    • $239/SF
    • 31 Days On Market

    Current Estimated Value $639,019

    Last Listing Agent Erin Barber CENTURY 21 New Millennium

    45474 Medleys Neck Rd, Leonardtown, MD 20650
  • /34

    $449,900

    Sold Aug 27, 2026

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Last Sold Summary

    • $176/SF

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
  • /40

    $439,900

    Sold Dec 03, 2025

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 91- 23694 Dragonfly Ln, Leonardtown, MD 20650
  • /5

    $425,000

    Sold Jan 28, 2026

    25365 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,952 Sq Ft
    • Built 1936

    Last Sold Summary

    • 21% Below List Price
    • $144/SF
    • 353 Days On Market

    Current Estimated Value $435,625

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /25

    $402,000

    Sold Oct 31, 2025

    23730 Hicks Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 1975

    Last Sold Summary

    • $202/SF
    • 49 Days On Market

    Current Estimated Value $409,284

    Last Listing Agent Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
  • /87

    $976,000

    Sold Aug 31, 2026

    41402 Philip Ln, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Above List Price
    • $383/SF
    • 1 Day On Market

    Current Estimated Value $730,979

    Last Listing Agent Cynthia Ballard Century 21 Redwood Realty

    41402 Philip Ln, Leonardtown, MD 20650
  • /53

    $680,000

    Sold Oct 24, 2025

    41480 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,825 Sq Ft
    • Built 2010

    Last Sold Summary

    • $178/SF
    • 32 Days On Market

    Current Estimated Value $703,100

    Last Listing Agent Fran Slade Compass

    41480 Whimsical Ct, Leonardtown, MD 20650
  • /45

    $565,000

    Sold May 29, 2026

    20260 Hawks Way, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $226/SF
    • 14 Days On Market

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    20260 Hawks Way, Leonardtown, MD 20650
  • /65

    $614,900

    Sold Dec 11, 2025

    22626 Chickadee Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft
    • Built 2002

    Last Sold Summary

    • $202/SF
    • 110 Days On Market

    Current Estimated Value $625,635

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • /60

    $529,900

    Sold Jan 29, 2026

    41895 Tomey Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,482 Sq Ft
    • Built 2010

    Last Sold Summary

    • $152/SF
    • 0 Days On Market

    Current Estimated Value $537,052

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    41895 Tomey Ct, Leonardtown, MD 20650
  • /74

    $660,000

    Sold Sep 29, 2025

    23647 Hansel Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,194 Sq Ft
    • Built 2010

    Last Sold Summary

    • $207/SF
    • 12 Days On Market

    Current Estimated Value $654,008

    Last Listing Agent Heather Foster RE/MAX One

    23647 Hansel Ct, Leonardtown, MD 20650
  • /2

    $620,000

    Sold Jun 23, 2026

    41585 Austin Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 3,030 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 35 Days On Market

    Current Estimated Value $624,748

    Last Listing Agent Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • /53

    $625,000

    Sold Dec 10, 2025

    41402 Silver Charm Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft
    • Built 2010

    Last Sold Summary

    • $154/SF
    • 25 Days On Market

    Current Estimated Value $643,522

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /49

    $646,000

    Sold Jun 01, 2026

    23621 Margrave Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • 1% Above List Price
    • $176/SF
    • 2 Days On Market

    Current Estimated Value $642,131

    Last Listing Agent Lauren Garner EXP Realty, LLC

    23621 Margrave Dr, Leonardtown, MD 20650
  • /51

    $469,900

    Sold Nov 25, 2025

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 94- 23712 Dragonfly Ln, Leonardtown, MD 20650
  • /54

    $658,102

    Sold Jul 23, 2026

    44018 Cotton Tail Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,456 Sq Ft
    • Built 2021

    Last Sold Summary

    • 1% Above List Price
    • $190/SF
    • 4 Days On Market

    Current Estimated Value $657,971

    Last Listing Agent Laura Lee Hefley RE/MAX One

    44018 Cotton Tail Ct, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 6

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