187

Recently Sold Leonardtown, MD Homes

Section Image
  • /22

    $300,000 Sold May 20, 2025

    20483 White Point Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1953

    Last Sold Summary

    • $259/SF
    • 3 Days On Market

    Current Estimated Value $310,667

    Last Listing Agent Theresa Shoptaw Keller Williams Realty

    20483 White Point Rd, Leonardtown, MD 20650
  • /117

    $725,000 Sold Apr 17, 2025

    20503 Deer Wood Park Dr, Leonardtown, MD 20650

    • 5 Beds
    • 5 Baths
    • 5,862 Sq Ft
    • Built 1997

    Last Sold Summary

    • $124/SF
    • 19 Days On Market

    Current Estimated Value $765,345

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    20503 Deer Wood Park Dr, Leonardtown, MD 20650
  • /49

    $591,000 Sold May 22, 2025

    44195 Jessica Ln, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,918 Sq Ft
    • Built 1998

    Last Sold Summary

    • $203/SF
    • 5 Days On Market

    Current Estimated Value $597,365

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
  • /86

    $633,000 Sold Sep 19, 2025

    22272 Orchard Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,745 Sq Ft
    • Built 2004

    Last Sold Summary

    • $169/SF
    • 1 Day On Market

    Current Estimated Value $647,605

    Last Listing Agent Christina Reed RE/MAX One

    22272 Orchard Ct, Leonardtown, MD 20650
  • /21

    $731,084 Sold Dec 04, 2025

    40744 Fawns Rest Way, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,313 Sq Ft
    • Built 2025

    Last Sold Summary

    • $221/SF
    • 0 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    40744 Fawns Rest Way, Leonardtown, MD 20650
  • /74

    $475,000 Sold Jul 15, 2025

    43985 Main Way Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1973

    Last Sold Summary

    • $198/SF
    • 1 Day On Market

    Current Estimated Value $488,724

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
  • /32

    $518,500 Sold Dec 05, 2025

    22539 Landing Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft
    • Built 2005

    Last Sold Summary

    • $188/SF
    • 12 Days On Market

    Current Estimated Value $522,536

    Last Listing Agent Trish Brow EXP Realty, LLC

    22539 Landing Way, Leonardtown, MD 20650
  • /79

    $639,000 Sold Oct 30, 2025

    41474 Charismatic Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft
    • Built 2015

    Last Sold Summary

    • $175/SF
    • 57 Days On Market

    Current Estimated Value $651,873

    Last Listing Agent Laura Bernth RE/MAX One

    41474 Charismatic Way, Leonardtown, MD 20650
  • /90

    $575,000 Sold Mar 05, 2026

    21060 Woodmere Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,075 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $187/SF
    • 18 Days On Market

    Current Estimated Value $566,370

    Last Listing Agent Sharon Cox CENTURY 21 New Millennium

    21060 Woodmere Dr, Leonardtown, MD 20650
  • /59

    $600,000 Sold Oct 01, 2025

    43571 Bayberry Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,946 Sq Ft
    • Built 1993

    Last Sold Summary

    • $204/SF
    • 22 Days On Market

    Current Estimated Value $617,194

    Last Listing Agent Jenny Norris EXP Realty, LLC

    43571 Bayberry Ct, Leonardtown, MD 20650
  • /61

    $440,000 Sold Jun 16, 2025

    23445 Grovewood Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,379 Sq Ft
    • Built 2022

    Last Sold Summary

    • $185/SF
    • 46 Days On Market

    Current Estimated Value $454,635

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    23445 Grovewood Ct, Leonardtown, MD 20650
  • /9

    $740,500 Sold Mar 27, 2025

    43012 Bluejay Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,440 Sq Ft
    • Built 2021

    Last Sold Summary

    • $215/SF
    • 0 Days On Market

    Current Estimated Value $743,493

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    43012 Bluejay Ln, Leonardtown, MD 20650
  • /12

    $135,000 Sold May 09, 2025

    42500 Saint Margarets Dr, Leonardtown, MD 20650

    • Land
    • 4.8 Acres
    • $28,125 per Acre

    Last Sold Summary

    • 76 Days On Market

    Current Estimated Value $134,405

    Last Listing Agent Kalee Kelly Infinitas Realty Group

    42500 Saint Margarets Dr, Leonardtown, MD 20650
  • /67

    $691,000 Sold May 09, 2025

    21620 Coves End Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,541 Sq Ft
    • Built 2001

    Last Sold Summary

    • $195/SF
    • 33 Days On Market

    Current Estimated Value $703,855

    Last Listing Agent Hannah Cole Real Broker, LLC

    21620 Coves End Ct, Leonardtown, MD 20650
  • /54

    $510,000 Sold Dec 22, 2025

    41535 Singletree Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • Built 2002

    Last Sold Summary

    • $225/SF
    • 44 Days On Market

    Current Estimated Value $521,292

    Last Listing Agent Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
  • /48

    $447,400 Sold Oct 09, 2025

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft
    • Built 2025

    Last Sold Summary

    • $175/SF
    • 58 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
  • /71

    $599,900 Sold Jun 25, 2025

    42261 Bird Haven Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 2002

    Last Sold Summary

    • $186/SF
    • 18 Days On Market

    Current Estimated Value $601,914

    Last Listing Agent Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
  • /2

    $400,000 Sold Aug 18, 2025

    22190 Bull Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1987

    Last Sold Summary

    • $290/SF

    Current Estimated Value $407,616

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
  • /16

    $281,650 Sold Sep 30, 2025

    43658 Redmond Rd, Leonardtown, MD 20650

    • 4 Beds
    • 1.5 Baths
    • 2,078 Sq Ft
    • Built 1959

    Last Sold Summary

    • $136/SF
    • 12 Days On Market

    Current Estimated Value $323,109

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
  • /49

    $447,400 Sold Dec 11, 2025

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
  • /55

    $430,000 Sold Dec 01, 2025

    22592 Quiet Ln, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1991

    Last Sold Summary

    • $225/SF
    • 6 Days On Market

    Current Estimated Value $434,974

    Last Listing Agent Paul Bell NOVA Brokers, LLC.

    22592 Quiet Ln, Leonardtown, MD 20650
  • /6

    $320,500 Sold Jun 13, 2025

    44662 Blake Creek Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1963

    Last Sold Summary

    • $238/SF
    • 5 Days On Market

    Current Estimated Value $331,481

    Last Listing Agent Ruth Mudd RE/MAX One

    44662 Blake Creek Rd, Leonardtown, MD 20650
  • /42

    $555,000 Sold Sep 26, 2025

    21137 Marigold St, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,382 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 6 Days On Market

    Current Estimated Value $563,763

    Last Listing Agent Shem varhaftik District Pro Realty

    21137 Marigold St, Leonardtown, MD 20650
  • /2

    $959,600 Sold Aug 13, 2025

    40557 Breton Knolls Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $282/SF

    Current Estimated Value $938,499

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40557 Breton Knolls Ct, Leonardtown, MD 20650
  • /43

    $710,000 Sold Jul 24, 2025

    21549 Point Lookout Rd, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,153 Sq Ft
    • Built 2001

    Last Sold Summary

    • $225/SF
    • 6 Days On Market

    Current Estimated Value $719,833

    Last Listing Agent MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
  • /41

    $458,550 Sold Feb 26, 2026

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 78 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
  • /88

    $1,052,000 Sold Feb 25, 2026

    22164 Miller Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Above List Price
    • $390/SF
    • 7 Days On Market

    Current Estimated Value $859,668

    Last Listing Agent Katherine Dean RE/MAX One

    22164 Miller Ct, Leonardtown, MD 20650
  • /3

    $1,225,000 Sold Mar 31, 2025

    19710 Tower Hill Rd, Leonardtown, MD 20650

    • 5 Beds
    • 6.5 Baths
    • 5,690 Sq Ft
    • Built 1984

    Last Sold Summary

    • $215/SF

    Current Estimated Value $1,276,692

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    19710 Tower Hill Rd, Leonardtown, MD 20650
  • /9

    $340,000 Sold Feb 20, 2026

    22820 Duke St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 0 Days On Market

    Current Estimated Value $305,170

    Last Listing Agent Laura Lopez RE/Max Experience

    22820 Duke St, Leonardtown, MD 20650
  • /27

    $515,000 Sold Aug 15, 2025

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft
    • Built 1996

    Last Sold Summary

    • $203/SF
    • 10 Days On Market

    Current Estimated Value $549,290

    Last Listing Agent Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
  • /33

    $505,000 Sold Jun 02, 2025

    41918 Sara Ann Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,392 Sq Ft
    • Built 2005

    Last Sold Summary

    • $149/SF
    • 12 Days On Market

    Current Estimated Value $513,972

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
  • /75

    $640,000 Sold Dec 01, 2025

    22216 Hanover Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 4,206 Sq Ft
    • Built 2005

    Last Sold Summary

    • $152/SF
    • 1 Day On Market

    Current Estimated Value $646,309

    Last Listing Agent Christina Reed RE/MAX One

    22216 Hanover Dr, Leonardtown, MD 20650
  • /23

    $295,000 Sold May 14, 2025

    20235 Big Oak Ln, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1934

    Last Sold Summary

    • $285/SF
    • 4 Days On Market

    Current Estimated Value $298,724

    Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

    20235 Big Oak Ln, Leonardtown, MD 20650
  • /53

    $645,900 Sold Feb 26, 2026

    23581 Gallent Fox Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft
    • Built 2009

    Last Sold Summary

    • $173/SF
    • 42 Days On Market

    Current Estimated Value $646,086

    Last Listing Agent Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
  • /82

    $574,000 Sold Jul 24, 2025

    23075 Hollywood Rd, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,238 Sq Ft
    • Built 1942

    Last Sold Summary

    • $177/SF
    • 55 Days On Market

    Current Estimated Value $578,045

    Last Listing Agent Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650
  • /69

    $622,500 Sold Jul 21, 2025

    21143 Catnip Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,642 Sq Ft
    • Built 2003

    Last Sold Summary

    • $236/SF
    • 16 Days On Market

    Current Estimated Value $622,961

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
  • /87

    $475,203 Sold Mar 02, 2026

    20697 Chingville Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft
    • Built 1948

    Last Sold Summary

    • $193/SF
    • 1 Day On Market

    Current Estimated Value $475,766

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    20697 Chingville Rd, Leonardtown, MD 20650
  • /53

    $605,000 Sold May 16, 2025

    41403 Heritage Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft
    • Built 2016

    Last Sold Summary

    • $181/SF
    • 6 Days On Market

    Current Estimated Value $608,996

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
  • /48

    $469,900 Sold Sep 18, 2025

    23664 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    23664 Dragonfly Ln, Leonardtown, MD 20650
  • /38

    $387,000 Sold Apr 21, 2025

    22925 Downs Cir, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1977

    Last Sold Summary

    • $203/SF
    • 0 Days On Market

    Current Estimated Value $389,065

    Last Listing Agent Ross Simone RE/MAX Realty Group

    22925 Downs Cir, Leonardtown, MD 20650

Showing Results 1 - 40, Page 1 of 5

Frequently Asked Questions

What is the average home price in Leonardtown, MD?
Homes for sale in Leonardtown, MD have an average home price of $617,297.
What is the average time to sell a house in Leonardtown, MD?
The houses for sale in Leonardtown, MD spend an average of 44 days on the market.
What is the number of active homes for sale in Leonardtown, MD?
There are 22 active homes for sale in Leonardtown, MD.
How many homes have sold over the last 12 months in Leonardtown, MD?
163 homes have sold in Leonardtown, MD over the last 12 months.

Home Trends in Leonardtown, MD

Housing Trends

Median Sale Price
$540,000
Median Single Family Sale Price
$599,000
Median Townhouse Sale Price
$458,550
Average Price Per Sq Ft
$195
Number of Homes for Sale
22
Last 12 months Home Sales
163
Months of Supply
1.60
Median List Price
$555,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home