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Recently Sold Homes in 20650

Section Image
  • /50

    $537,500

    Sold Sep 05, 2025

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,686 Sq Ft
    • Built 2019

    Last Sold Summary

    • $200/SF
    • 67 Days On Market

    Current Estimated Value $543,157

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
  • /46

    $447,400

    Sold Dec 16, 2025

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft
    • Built 2025

    Last Sold Summary

    • $172/SF
    • 90 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
  • /47

    $660,000

    Sold Jul 14, 2025

    23278 Applewood Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,306 Sq Ft
    • Built 2022

    Last Sold Summary

    • $153/SF
    • 10 Days On Market

    Current Estimated Value $671,600

    Last Listing Agent Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, Leonardtown, MD 20650
  • /76

    $580,000

    Sold Mar 23, 2026

    23593 Mitchell Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 2004

    Last Sold Summary

    • $197/SF
    • 15 Days On Market

    Current Estimated Value $581,054

    Last Listing Agent Heather Foster RE/MAX One

    23593 Mitchell Dr, Leonardtown, MD 20650
  • /97

    $640,000

    Sold Jun 29, 2025

    44114 Woodmont Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1999

    Last Sold Summary

    • $176/SF
    • 10 Days On Market

    Current Estimated Value $647,763

    Last Listing Agent Lori Jean Buongiovanni (Hethmon) EXP Realty, LLC

    44114 Woodmont Dr, Leonardtown, MD 20650
  • /42

    $906,500

    Sold Jul 18, 2025

    42239 Riverwinds Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft
    • Built 1980

    Last Sold Summary

    • $418/SF
    • 3 Days On Market

    Current Estimated Value $917,851

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
  • /45

    $449,900

    Sold May 29, 2026

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Last Sold Summary

    • $175/SF
    • 36 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • /105

    $690,000

    Sold Mar 31, 2026

    41438 Silver Charm Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,180 Sq Ft
    • Built 2010

    Last Sold Summary

    • $165/SF
    • 5 Days On Market

    Current Estimated Value $688,979

    Last Listing Agent Heather Foster RE/MAX One

    41438 Silver Charm Ct, Leonardtown, MD 20650
  • /56

    $549,000

    Sold Oct 30, 2025

    20919 Ridge Path Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,465 Sq Ft
    • Built 1992

    Last Sold Summary

    • $158/SF
    • 69 Days On Market

    Current Estimated Value $584,164

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650
  • /60

    $530,000

    Sold Jun 02, 2026

    23207 Moakley St, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Above List Price
    • $275/SF
    • 5 Days On Market

    Current Estimated Value $517,741

    Last Listing Agent Heather Foster RE/MAX One

    23207 Moakley St, Leonardtown, MD 20650
  • /40

    $450,000

    Sold May 15, 2026

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $213/SF
    • 21 Days On Market

    Current Estimated Value $467,096

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • /2

    $825,000

    Sold Jul 31, 2025

    40738 Bobwhite Ln, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 4,648 Sq Ft
    • Built 2000

    Last Sold Summary

    • $177/SF
    • 14 Days On Market

    Current Estimated Value $826,162

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    40738 Bobwhite Ln, Leonardtown, MD 20650
  • /55

    $440,000

    Sold May 14, 2026

    41516 Marwood Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Above List Price
    • $183/SF
    • 25 Days On Market

    Current Estimated Value $437,190

    Last Listing Agent Cynthia Ballard Century 21 Redwood Realty

    41516 Marwood Cir, Leonardtown, MD 20650
  • /48

    $479,900

    Sold Jun 17, 2026

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
  • /25

    $315,000

    Sold May 28, 2026

    22175 Bayside Rd, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1967

    Last Sold Summary

    • $264/SF
    • 55 Days On Market

    Current Estimated Value $314,341

    Last Listing Agent Darrin Carter RE/MAX One

    22175 Bayside Rd, Leonardtown, MD 20650
  • /82

    $701,650

    Sold Sep 11, 2025

    22064 Daffodil Ct, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 5,012 Sq Ft
    • Built 2022

    Last Sold Summary

    • $140/SF
    • 43 Days On Market

    Current Estimated Value $722,494

    Last Listing Agent Laura Hefley RE/MAX One

    22064 Daffodil Ct, Leonardtown, MD 20650
  • /79

    $669,900

    Sold Jun 18, 2026

    41249 Brenda Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,098 Sq Ft
    • Built 1987

    Last Sold Summary

    • $216/SF
    • 27 Days On Market

    Current Estimated Value $667,124

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    41249 Brenda Ct, Leonardtown, MD 20650
  • /13

    $150,000

    Sold Apr 03, 2026

    20959 Redgate Ln, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft
    • Built 1961

    Last Sold Summary

    • $146/SF
    • 209 Days On Market

    Current Estimated Value $212,823

    Last Listing Agent Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /89

    $599,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    40704 Chance Way, Leonardtown, MD 20650

    Beautiful 4 bedroom, 2 1/2 bathroom colonial located in Leonardtown. Just mins from downtown Leonardtown amenities, shopping, restaurants, schools and more. This home has hardwood floors throughout. Spacious formal living and dining rooms. Kitchen with lots of cabinets and island with seating. Breakfast area and sliding doors that open to the back yard and patio. Family room w/gas fireplace off

    Kelly Padgett Century 21 Redwood Realty

    40704 Chance Way, Leonardtown, MD 20650
  • /55

    $464,900

    Sold Oct 07, 2025

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,966 Sq Ft
    • Built 2025

    Last Sold Summary

    • $157/SF
    • 54 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
  • /31

    $480,000

    Sold Nov 24, 2025

    40534 Miss Ettas Way, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2016

    Last Sold Summary

    • $271/SF
    • 82 Days On Market

    Current Estimated Value $483,513

    Last Listing Agent Connie Fitzgerald RE/MAX One

    40534 Miss Ettas Way, Leonardtown, MD 20650
  • /58

    $405,000

    Sold Feb 25, 2026

    19137 Lake Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,308 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Above List Price
    • $310/SF

    Current Estimated Value $402,148

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, Leonardtown, MD 20650
  • /82

    $727,360

    Sold May 14, 2026

    43500 Deer Run Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,972 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Above List Price
    • $245/SF
    • 4 Days On Market

    Current Estimated Value $682,169

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    43500 Deer Run Ct, Leonardtown, MD 20650
  • /113

    $638,000

    Sold Aug 12, 2025

    23275 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 6,311 Sq Ft
    • Built 2005

    Last Sold Summary

    • $101/SF
    • 86 Days On Market

    Current Estimated Value $671,410

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
  • /4

    $285,500

    Sold Mar 17, 2026

    22745 Duke St, Leonardtown, MD 20650

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $329/SF
    • 0 Days On Market

    Current Estimated Value $285,343

    Last Listing Agent Jimmy Hayden RE/MAX One

    22745 Duke St, Leonardtown, MD 20650
  • /81

    $565,000

    Sold Jun 01, 2026

    21767 Potomac View Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,384 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Above List Price
    • $129/SF
    • 9 Days On Market

    Current Estimated Value $551,060

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    21767 Potomac View Dr, Leonardtown, MD 20650
  • /60

    $625,000

    Sold Nov 26, 2025

    43107 Gum Spring Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 2,742 Sq Ft
    • Built 1993

    Last Sold Summary

    • $228/SF
    • 11 Days On Market

    Current Estimated Value $623,432

    Last Listing Agent Josh Yowell EXP Realty, LLC

    43107 Gum Spring Dr, Leonardtown, MD 20650
  • /57

    $600,000

    Sold Jun 10, 2026

    23264 Lindsay Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft
    • Built 2020

    Last Sold Summary

    • $212/SF
    • 39 Days On Market

    Current Estimated Value $592,819

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

    23264 Lindsay Dr, Leonardtown, MD 20650
  • /39

    $469,900

    Sold Dec 02, 2025

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
  • /60

    $599,000

    Sold Sep 18, 2025

    23650 Rocky Ridge Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,914 Sq Ft
    • Built 1993

    Last Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $602,913

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    23650 Rocky Ridge Ct, Leonardtown, MD 20650
  • /4

    $163,500

    Sold Nov 20, 2025

    21983 Point Lookout Rd, Leonardtown, MD 20650

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1960

    Last Sold Summary

    • $143/SF
    • 37 Days On Market

    Current Estimated Value $201,983

    Last Listing Agent Adam Shpritz Ashland Auction Group LLC

    21983 Point Lookout Rd, Leonardtown, MD 20650
  • /82

    $610,000

    Sold Nov 21, 2025

    21745 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft
    • Built 1991

    Last Sold Summary

    • $213/SF
    • 3 Days On Market

    Current Estimated Value $612,982

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21745 Pinehurst Ct, Leonardtown, MD 20650
  • /5

    $664,900

    Sold Mar 20, 2026

    41515 Risen Star Ln, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,136 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Above List Price
    • $161/SF
    • 0 Days On Market

    Current Estimated Value $662,615

    Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

    41515 Risen Star Ln, Leonardtown, MD 20650
  • /37

    $355,000

    Sold Oct 17, 2025

    23849 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1980

    Last Sold Summary

    • $325/SF
    • 4 Days On Market

    Current Estimated Value $350,950

    Last Listing Agent Perry Hayden CENTURY 21 New Millennium

    23849 Point Lookout Rd, Leonardtown, MD 20650
  • /43

    $715,000

    Sold Feb 20, 2026

    41832 Foxwell Point Ln, Leonardtown, MD 20650

    • 3 Beds
    • 4 Baths
    • 3,683 Sq Ft
    • Built 1991

    Last Sold Summary

    • $194/SF
    • 80 Days On Market

    Current Estimated Value $774,222

    Last Listing Agent Connie Fitzgerald RE/MAX One

    41832 Foxwell Point Ln, Leonardtown, MD 20650
  • /30

    $519,900

    Sold Feb 27, 2026

    20250 Hawks Way, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 2025

    Last Sold Summary

    • $334/SF
    • 11 Days On Market

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    20250 Hawks Way, Leonardtown, MD 20650
  • /26

    $460,000

    Sold Oct 29, 2025

    41900 Nazareth Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft
    • Built 1999

    Last Sold Summary

    • $182/SF
    • 76 Days On Market

    Current Estimated Value $473,925

    Last Listing Agent Marizel Brewington JPAR Real Estate Professionals

    41900 Nazareth Ct, Leonardtown, MD 20650
  • /73

    $520,000

    Sold Sep 19, 2025

    21158 Marigold St, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,649 Sq Ft
    • Built 2001

    Last Sold Summary

    • $196/SF
    • 6 Days On Market

    Current Estimated Value $521,770

    Last Listing Agent Jarred Green Real Broker, LLC

    21158 Marigold St, Leonardtown, MD 20650
  • /41

    $439,900

    Sold Mar 16, 2026

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 85 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
  • /2

    $565,000

    Sold Dec 05, 2025

    23261 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 2005

    Last Sold Summary

    • $158/SF
    • 15 Days On Market

    Current Estimated Value $578,060

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650

Showing Results 41 - 80, Page 2 of 6

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