6,757

Leonardtown, MD Homes

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  • 22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    /3

    $175,000

    • Land
    • 7.58 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • 41403 Heritage Ln, Leonardtown, MD 20650
    41403 Heritage Ln, Leonardtown, MD 20650
    41403 Heritage Ln, 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 $604,816

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • 21120 Someday Farm Ln, Leonardtown, MD 20650
      21120 Someday Farm Ln, Leonardtown, MD 20650
      21120 Someday Farm Ln, Leonardtown, MD 20650
      /42

      Est $553,416 Not Listed For Sale

      21120 Someday Farm Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 1990
      21120 Someday Farm Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Above List Price
      • $168/SF
      • 4 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Christiana Keefer EXP Realty, LLC

  • Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    /45

    $449,900 Pending

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

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 100 Madison D1: *** Mid March Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • 23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly 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
    • 20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      /34

      Est $362,654 Not Listed For Sale

      20440 Chingville Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1969
      20440 Chingville Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $200/SF
      • 19 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Michelle Camaioni RE/MAX

  • 23207 Moakley St, Leonardtown, MD 20650
    23207 Moakley St, Leonardtown, MD 20650
    23207 Moakley St, Leonardtown, MD 20650
    /60

    $520,000

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

    23207 Moakley St, Leonardtown, MD 20650

    Charming home located in Leonardtown, offering the perfect combination of privacy and convenience. Situated on a flat 1-acre lot with no HOA, this property gives you space to spread out while still being just minutes from shopping, dining, and everything Leonardtown has to offer.Inside, you’ll find wood floors throughout the entire first level and a bright white kitchen that feels clean and

    Heather Foster RE/MAX One

    23207 Moakley St, Leonardtown, MD 20650
  • 22925 Downs Cir, Leonardtown, MD 20650
    22925 Downs Cir, Leonardtown, MD 20650
    22925 Downs Cir, 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 $386,682

    Last Listing Agent Ross Simone RE/MAX Realty Group

    22925 Downs Cir, Leonardtown, MD 20650
    • 41464 Helen Marie Ct, Leonardtown, MD 20650
      41464 Helen Marie Ct, Leonardtown, MD 20650
      41464 Helen Marie Ct, Leonardtown, MD 20650
      /39

      Est $429,774 Not Listed For Sale

      41464 Helen Marie Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft
      • Built 1995
      41464 Helen Marie Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $211/SF
      • 60 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Josh Wilson RE/MAX

  • 22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    /40

    $464,900

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

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated on a 1-acre lot in Leonardtown, Maryland. Offering the ease of one-level living and a functional, flowing floor plan, this home combines space, comfort, and practicality in a peaceful Southern Maryland setting. Step inside to find a spacious living room with gleaming floors and abundant natural light. The

    Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • 41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    /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 $548,717

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    • 20746 Deer Wood Park Dr, Leonardtown, MD 20650
      20746 Deer Wood Park Dr, Leonardtown, MD 20650
      20746 Deer Wood Park Dr, Leonardtown, MD 20650
      /90

      Est $681,240 Not Listed For Sale

      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 1999
      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $185/SF
      • 19 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Lisa Riggleman RE/MAX

  • Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $479,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650

    **TO BE BUILT**** Homesite 141 - Oakley D1 End Unit ***October Delivery**** ***Choose your color scheme from of our available options** 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous

    Laura Bernth RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 88 - 23676 Dragonfly Ln, 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 Bernth RE/MAX One

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    • 23285 Joanne Dr, Leonardtown, MD 20650
      23285 Joanne Dr, Leonardtown, MD 20650
      23285 Joanne Dr, Leonardtown, MD 20650
      /55

      Est $530,870 Not Listed For Sale

      23285 Joanne Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 2,546 Sq Ft
      • Built 2008
      23285 Joanne Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 18% Above List Price
      • $177/SF
      • 65 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    /38

    $487,400 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT*** New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 3095 sq ft home offers generous living areas, abundant natural light, and the

    Laura Bernth RE/MAX One

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
  • 23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood 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 $675,671

    Last Listing Agent Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, Leonardtown, MD 20650
    • 21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      /43

      Est $525,585 Not Listed For Sale

      21108 Arbor Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,412 Sq Ft
      • Built 1991
      21108 Arbor Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $207/SF
      • 5 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Cheryl Bare Century 21 New Millennium

  • 41516 Marwood Cir, Leonardtown, MD 20650
    41516 Marwood Cir, Leonardtown, MD 20650
    41516 Marwood Cir, Leonardtown, MD 20650
    /55

    $437,000 Pending

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

    41516 Marwood Cir, Leonardtown, MD 20650

    Open House Sat March 21st and Sun March 22nd from 1:00-3:00pm. Welcome home to Marwood Circle in the desirable Clark's Rest Neighborhood of Leonardtown. This nearly new townhome built in 2020 has over 2400 square feet of living space and is in move in condition. Nice open concept on the main level includes an updated kitchen with granite countertops and island, stainless appliances and pantry,

    Cynthia Ballard CENTURY 21 New Millennium

    41516 Marwood Cir, Leonardtown, MD 20650
  • 23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, 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 $574,008

    Last Listing Agent Heather Foster RE/MAX One

    23593 Mitchell Dr, Leonardtown, MD 20650
    • 21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      /39

      Est $614,885 Not Listed For Sale

      21136 Catnip Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 2002
      21136 Catnip Way, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $167/SF
      • 51 Days On Market

      Last Sold Price $624,999

      Last Listing Agent Kaitlyn Boas Infinitas Realty Group

  • Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    /42

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

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

    ***UNDER CONTRACT***Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of

    Laura Bernth RE/MAX One

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
  • 44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont 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 $651,422

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

    44114 Woodmont Dr, Leonardtown, MD 20650
    • 43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      /19

      Est $350,925 Not Listed For Sale

      43950 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 1995
      43950 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Above List Price
      • $220/SF
      • 2 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • 22175 Bayside Rd, Leonardtown, MD 20650
    22175 Bayside Rd, Leonardtown, MD 20650
    22175 Bayside Rd, Leonardtown, MD 20650
    /25

    $315,000 Under Contract

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

    22175 Bayside Rd, Leonardtown, MD 20650

    The perfect location for a starter home, Located in Leonardtown MD! This two bedroom and two bathroom open floor plan, single-level rambler is conveniently just a short drive to restaurants, fast food locations, Port Of Leonardtown Winery, Newtowne Neck State Park for the water views and just a short walk next door to check your mail. A few great features about the home include a modern black

    Darrin Carter RE/MAX One

    22175 Bayside Rd, Leonardtown, MD 20650
  • 42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds 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 $932,098

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
    • 40781 Center 40 Cir, Leonardtown, MD 20650
      40781 Center 40 Cir, Leonardtown, MD 20650
      40781 Center 40 Cir, Leonardtown, MD 20650
      /59

      Est $421,672 Not Listed For Sale

      40781 Center 40 Cir, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1967
      40781 Center 40 Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $216/SF
      • 18 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    /7

    $772,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    44798 Medleys Neck Rd, Leonardtown, MD 20650

    Other lots in the area, call us to discussTBB - Custom Home - Many other floor plans and locations - call to discuss

    Marie Jozwik RE/MAX Realty Group

    44798 Medleys Neck Rd, Leonardtown, MD 20650
  • 23598 Belmar Dr, Leonardtown, MD 20650
    23598 Belmar Dr, Leonardtown, MD 20650
    23598 Belmar Dr, Leonardtown, MD 20650
    /10

    $660,000 Sold May 15, 2025

    23598 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,758 Sq Ft
    • Built 2010

    Last Sold Summary

    • $176/SF
    • 16 Days On Market

    Current Estimated Value $666,537

    Last Listing Agent Heather Foster RE/MAX One

    23598 Belmar Dr, Leonardtown, MD 20650
    • 42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      /60

      Est $532,792 Not Listed For Sale

      42055 Starlight Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft
      • Built 2004
      42055 Starlight Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 20% Above List Price
      • $194/SF
      • 6 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Iris McCollam EXP Realty, LLC

  • 43500 Deer Run Ct, Leonardtown, MD 20650
    43500 Deer Run Ct, Leonardtown, MD 20650
    43500 Deer Run Ct, Leonardtown, MD 20650
    /82

    $685,000

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

    43500 Deer Run Ct, Leonardtown, MD 20650

    Welcome home to this one-of-a-kind retreat in Leonardtown, where privacy, space, and thoughtful craftsmanship come together on over 3.5 gorgeous acres. Tucked away on a peaceful cul-de-sac and backing to beautiful trees, this lovingly maintained one-owner home is the kind of property that truly checks every box. And with the care that has gone into every detail over the years, it barely looks

    Sarah Mulford-Martin EXP Realty, LLC

    43500 Deer Run Ct, Leonardtown, MD 20650
  • 41438 Silver Charm Ct, Leonardtown, MD 20650
    41438 Silver Charm Ct, Leonardtown, MD 20650
    41438 Silver Charm Ct, 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 $683,099

    Last Listing Agent Heather Foster RE/MAX One

    41438 Silver Charm Ct, Leonardtown, MD 20650
    • 21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      /39

      Est $643,986 Not Listed For Sale

      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 5,488 Sq Ft
      • Built 1999
      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 17% Above List Price
      • $100/SF
      • 32 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Jonathan Powell Real Broker, LLC

  • 21767 Potomac View Dr, Leonardtown, MD 20650
    21767 Potomac View Dr, Leonardtown, MD 20650
    21767 Potomac View Dr, Leonardtown, MD 20650
    /81

    $555,000 Under Contract

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

    21767 Potomac View Dr, Leonardtown, MD 20650

    Beautifully Updated Home in Sought-After Society Hill – LeonardtownUnique, beautifully maintained, and thoughtfully upgraded, this exceptional home in the desirable Society Hill community offers space, style, and functionality throughout. Featuring 4 bedrooms and 3.5 baths, the layout is designed for both everyday living and effortless entertaining. The impressive two-story family room is

    Jessica Raley CENTURY 21 New Millennium

    21767 Potomac View Dr, Leonardtown, MD 20650
  • 20919 Ridge Path Way, Leonardtown, MD 20650
    20919 Ridge Path Way, Leonardtown, MD 20650
    20919 Ridge Path Way, 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 $559,390

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650
    • 22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      /57

      Est $433,834 Not Listed For Sale

      22106 Society Hill Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 1977
      22106 Society Hill Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $227/SF
      • 23 Days On Market

      Last Sold Price $412,500

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    /4

    $725,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 2,834 Sq Ft

    41655 Church St, Leonardtown, MD 20650

    Built in 1875, this substantial 2,800 sq ft residence offers a rare opportunity to own a large historic home in highly desirable Leonardtown. Featuring 5 bedrooms and 2 bathrooms, the property showcases classic architecture with a formal living room and dining room, and enduring period details. Original features include a beautiful antique stamped tin ceiling and two fireplaces, adding

    Chris Norris Topside Realty

    41655 Church St, Leonardtown, MD 20650
  • 40738 Bobwhite Ln, Leonardtown, MD 20650
    40738 Bobwhite Ln, 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 $832,467

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    40738 Bobwhite Ln, Leonardtown, MD 20650
    • 20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      /53

      Est $609,241 Not Listed For Sale

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,564 Sq Ft
      • Built 1996
      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $173/SF
      • 1 Day On Market

      Last Sold Price $615,000

      Last Listing Agent Cynthia Crispell Century 21 New Millennium

  • 22394 White Oak Rd, Leonardtown, MD 20650
    22394 White Oak Rd, Leonardtown, MD 20650
    22394 White Oak Rd, Leonardtown, MD 20650
    /32

    $495,000

    • 4 Beds
    • 3 Baths
    • 2,507 Sq Ft

    22394 White Oak Rd, Leonardtown, MD 20650

    Nestled in the coveted waterfront community of Breton Bay, this beautifully maintained 4-bedroom, 3-bath split foyer offers space and comfort, and is move-in ready! The main level showcases stunning hardwood floors and a bright, inviting layout perfect for everyday living. The fully finished walk-out lower level features a spacious family room with a cozy fireplace, creating the ideal space for

    Barbara Stellway KW Metro Center

    22394 White Oak Rd, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 18

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