Recently Sold Leonardtown, MD Homes

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  /57

  $650,000

  Sold Aug 27, 2026

  25010 Meadowlark Ct, Leonardtown, MD 20650

  • 3 Beds
  • 3 Baths
  • 2,961 Sq Ft
  • Built 2021

  Last Sold Summary

  • $220/SF
  • 1 Day On Market

  Current Estimated Value $645,679

  Last Listing Agent Heather Foster RE/MAX One

  25010 Meadowlark Ct, Leonardtown, MD 20650
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  /2

  $50,000

  Sold Jan 23, 2026

  44646 Medleys Neck Rd, Leonardtown, MD 20650

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1999

  Last Sold Summary

  • $54/SF
  • 229 Days On Market

  Last Listing Agent Ron Lord Home Towne Real Estate

  44646 Medleys Neck Rd, Leonardtown, MD 20650
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  /85

  $566,515

  Sold Jun 18, 2026

  41536 Fairwood Ct, Leonardtown, MD 20650

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft
  • Built 2024

  Last Sold Summary

  • $171/SF
  • 194 Days On Market

  Current Estimated Value $595,610

  Last Listing Agent Teresa Klopfer RE/MAX Realty Group

  41536 Fairwood Ct, Leonardtown, MD 20650
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  /52

  $589,000

  Sold Nov 03, 2025

  23242 Clarks Rest Rd, Leonardtown, MD 20650

  • 5 Beds
  • 3.5 Baths
  • 3,296 Sq Ft
  • Built 2017

  Last Sold Summary

  • $179/SF
  • 69 Days On Market

  Current Estimated Value $590,169

  Last Listing Agent Matthew Burgan Infinitas Realty Group

  23242 Clarks Rest Rd, Leonardtown, MD 20650
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  /126

  $4,995,000

  Sold Oct 08, 2025

  41505 Knight Rd, Leonardtown, MD 20650

  • 5 Beds
  • 8 Baths
  • 12,113 Sq Ft
  • Built 2012

  Last Sold Summary

  • $412/SF
  • 124 Days On Market

  Current Estimated Value $4,889,105

  Last Listing Agent Travis Gray Engel & Völkers Annapolis

  41505 Knight Rd, Leonardtown, MD 20650
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  /49

  $637,000

  Sold Jan 15, 2026

  41492 Charismatic Way, Leonardtown, MD 20650

  • 4 Beds
  • 3.5 Baths
  • 3,322 Sq Ft
  • Built 2015

  Last Sold Summary

  • $192/SF
  • 20 Days On Market

  Current Estimated Value $642,411

  Last Listing Agent Laura Lee Hefley RE/MAX One

  41492 Charismatic Way, Leonardtown, MD 20650
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  /53

  $560,000

  Sold Oct 23, 2025

  20814 Deer Wood Park Dr, Leonardtown, MD 20650

  • 4 Beds
  • 2.5 Baths
  • 3,412 Sq Ft
  • Built 1996

  Last Sold Summary

  • $164/SF
  • 22 Days On Market

  Current Estimated Value $578,821

  Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

  20814 Deer Wood Park Dr, Leonardtown, MD 20650
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  /30

  $535,000

  Sold Mar 20, 2026

  41635 Ferber Ct, Leonardtown, MD 20650

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 41 Days On Market

  Current Estimated Value $531,023

  Last Listing Agent Alvin Frazier Home Towne Real Estate

  41635 Ferber Ct, Leonardtown, MD 20650
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  /34

  $575,000

  Sold Oct 29, 2025

  20413 Scarlet Tanager Way, Leonardtown, MD 20650

  • 4 Beds
  • 3 Baths
  • 3,094 Sq Ft
  • Built 1990

  Last Sold Summary

  • $186/SF
  • 1 Day On Market

  Current Estimated Value $582,807

  Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  20413 Scarlet Tanager Way, Leonardtown, MD 20650
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  /18

  $11,500

  Sold Apr 20, 2026

  0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

  • Land
  • 1.23 Acres
  • $9,350 per Acre

  Last Sold Summary

  • 77% Below List Price
  • 57 Days On Market

  Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
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  /34

  $275,000

  Sold Jul 08, 2026

  41986 Satchel Paige Way, Hollywood, MD 20636

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Above List Price
  • $229/SF
  • 11 Days On Market

  Current Estimated Value $259,129

  Last Listing Agent Sophie Seltzer Century 21 Redwood Realty

  41986 Satchel Paige Way, Hollywood, MD 20636

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