6,757

Leonardtown, MD Homes

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  • 41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    /64

    $635,000

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

    41585 Austin Ct, Leonardtown, MD 20650

    Welcome to the completely unforgettable curb appeal of this home situated in the only culdesac of custom homes in the Estates at Singletree! Loved and beautifully maintained from the start by its current owners, they have personally curated, creative florals that surround this Southern Living traditional build, all the way to the perimeters of the property which provide abundant blueberries,

    Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • 22802 Lawrence Ave, Leonardtown, MD 20650
    22802 Lawrence Ave, Leonardtown, MD 20650
    22802 Lawrence Ave, Leonardtown, MD 20650
    /28

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    22802 Lawrence Ave, Leonardtown, MD 20650

    Welcome to effortless living just moments from MedStar St. Mary’s—where your commute disappears and your time becomes your own. This never-before-lived-in residence is designed for professionals who value simplicity, style, and location. With clean lines and designer finishes throughout, the space feels more like a private retreat than a traditional rental. The kitchen is thoughtfully designed

    Michelle Camaioni RE/MAX One

    22802 Lawrence Ave, Leonardtown, MD 20650
  • 43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    /18

    $570,000 Sold Apr 16, 2026

    43641 Redmond Rd, Leonardtown, MD 20650

    • 2,184 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $261/SF
    • 0 Days On Market

    Current Estimated Value $588,102

    Last Listing Agent Jimmy Hayden RE/MAX One

    43641 Redmond Rd, Leonardtown, MD 20650
    • 22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      /10

      Est $264,997 Not Listed For Sale

      22765 Duke St, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft
      • Built 1949
      22765 Duke St, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $302/SF
      • 6 Days On Market

      Last Sold Price $259,950

      Last Listing Agent Ronald Watson Flag Real Estate Inc.

  • Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    /45

    $449,900 Open Sun 11AM - 3:45PM

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

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650

    ***June Delivery*** Builder Incentive, Receive $12,500 in Builder Closing Help with use of Preferred Lender & Title company. Homesite 135 - New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town

    Laura Bernth RE/MAX One

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
  • 41577 Church St, Leonardtown, MD 20650
    41577 Church St, Leonardtown, MD 20650
    41577 Church St, Leonardtown, MD 20650
    /25

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 909 Sq Ft
    • House for Rent

    41577 Church St, Leonardtown, MD 20650

    Welcome to in-town Leonardtown living—where everything you love is just a short walk away. This brand-new home offers the rare combination of modern comfort and small-town charm, just steps from the waterfront, local restaurants, and year-round community events that make Leonardtown so special. Inside, you’ll find a thoughtfully designed layout with flexible living spaces that adapt to your

    Michelle Camaioni RE/MAX One

    41577 Church St, Leonardtown, MD 20650
  • 42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, 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 $133,863

    Last Listing Agent Kalee Kelly Infinitas Realty Group

    42500 Saint Margarets Dr, Leonardtown, MD 20650
    • 28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      /20

      Est $374,300 Not Listed For Sale

      28845 Point Lookout Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 2,520 Sq Ft
      • Built 1969
      28845 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $139/SF
      • 12 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Beverly Moody Remax 100

  • 20045 Tower Hill Rd, Leonardtown, MD 20650
    20045 Tower Hill Rd, Leonardtown, MD 20650
    20045 Tower Hill Rd, Leonardtown, MD 20650
    /65

    $1,450,000 Under Contract

    • 5 Beds
    • 7 Baths
    • 7,376 Sq Ft

    20045 Tower Hill Rd, Leonardtown, MD 20650

    Set quietly within 12 picturesque acres overlooking a peaceful creek, Tower Hill Retreat offers an extraordinary opportunity to experience refined country living in a natural setting. This impressive estate features 5 bedrooms (with potential for a sixth) and 5 full and 2 half bathrooms in a thoughtfully designed and exceptionally versatile floor plan. Rich hardwood and tile flooring extend

    Barbara Stellway KW Metro Center

    20045 Tower Hill Rd, Leonardtown, MD 20650
  • 21620 Coves End Ct, Leonardtown, MD 20650
    21620 Coves End Ct, Leonardtown, MD 20650
    21620 Coves End Ct, 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 $709,933

    Last Listing Agent Hannah Cole Real Broker, LLC

    21620 Coves End Ct, Leonardtown, MD 20650
    • 19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      /76

      Est $547,333 Not Listed For Sale

      19661 Hickory Hills Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,342 Sq Ft
      • Built 1987
      19661 Hickory Hills Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $224/SF
      • 8 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Katy Galloway Century 21 New Millennium

  • 23282 Lindsay Dr, Leonardtown, MD 20650
    23282 Lindsay Dr, Leonardtown, MD 20650
    23282 Lindsay Dr, Leonardtown, MD 20650
    /55

    $590,000

    • 3,123 Sq Ft

    23282 Lindsay Dr, Leonardtown, MD 20650

    Located in the highly sought-after Clark’s Rest community, known for its amenities and walkable access to downtown Leonardtown, this well-maintained three-level home offers the perfect blend of comfort, space, and functionality. The main level features a thoughtfully designed layout beginning with a separate formal dining room just off the foyer. Toward the rear of the home, the kitchen flows

    Nichelle Jeter Samson Properties

    23282 Lindsay Dr, Leonardtown, MD 20650
  • 41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, 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
    • 18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      /79

      Est $627,533 Not Listed For Sale

      18822 McKays Beach Rd, Leonardtown, MD 20650

      • 2 Beds
      • 3 Baths
      • 1,962 Sq Ft
      • Built 1998
      18822 McKays Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Below List Price
      • $352/SF
      • 9 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Ron Leonard Leonard Realty, Inc.

  • 41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    /62

    $620,000

    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    Price Improvement! This adjustment creates a fantastic opportunity for buyers to own a well-maintained home — one of the largest in the subdivision. Schedule your showing today before it’s gone. Welcome home! 41377 Doctors Crossing Rd is a well-maintained home located in the sought-after Clark’s Rest community — where comfortable living meets a vibrant neighborhood lifestyle, with a POND just

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, 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
    • 41419 Whimsical Ct, Leonardtown, MD 20650
      41419 Whimsical Ct, Leonardtown, MD 20650
      41419 Whimsical Ct, Leonardtown, MD 20650
      /39

      Est $578,207 Not Listed For Sale

      41419 Whimsical Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,993 Sq Ft
      • Built 2010
      41419 Whimsical Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $184/SF
      • 49 Days On Market

      Last Sold Price $549,900

      Last Listing Agent John Gatton Century 21 New Millennium

  • Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    /35

    $449,900 Open Sun 11AM - 4PM

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

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

    Homesite #111 Madison D3: ****May Delivery***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
  • 42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, 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 $604,254

    Last Listing Agent Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
    • 41474 Affirmed Way, Leonardtown, MD 20650
      41474 Affirmed Way, Leonardtown, MD 20650
      41474 Affirmed Way, Leonardtown, MD 20650
      /76

      Est $627,693 Not Listed For Sale

      41474 Affirmed Way, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,050 Sq Ft
      • Built 2010
      41474 Affirmed Way, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $211/SF
      • 3 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Heather Foster RE/MAX

  • 000 Saint Andrews Church Rd, Leonardtown, MD 20650
    000 Saint Andrews Church Rd, Leonardtown, MD 20650
    000 Saint Andrews Church Rd, Leonardtown, MD 20650
    /36

    $98,900

    • Land
    • 4.11 Acres
    • $24,063 per Acre

    000 Saint Andrews Church Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!! Located in Leonardtown in St. Marys County, this 4.11 acre wooded property on St. Andrews Church Road offers a unique opportunity to build, invest, or enjoy a recreational retreat. The property has previous perc sites for a conventional septic system, though it will require reevaluation, and soil stability testing will be required, with preliminary work indicating favorable

    Casey Kennedy Whitetail Properties Real Estate

    000 Saint Andrews Church Rd, Leonardtown, MD 20650
  • 22190 Bull Rd, Leonardtown, MD 20650
    22190 Bull Rd, 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 $396,917

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
    • 23546 Belmar Dr, Leonardtown, MD 20650
      23546 Belmar Dr, Leonardtown, MD 20650
      23546 Belmar Dr, Leonardtown, MD 20650
      /74

      Est $619,635 Not Listed For Sale

      23546 Belmar Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,548 Sq Ft
      • Built 2009
      23546 Belmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Above List Price
      • $230/SF
      • 33 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Heather Foster RE/MAX

  • 41497 Affirmed Way, Leonardtown, MD 20650
    41497 Affirmed Way, Leonardtown, MD 20650
    41497 Affirmed Way, Leonardtown, MD 20650
    /83

    $655,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,934 Sq Ft

    41497 Affirmed Way, Leonardtown, MD 20650

    Beautiful inside and out, this impeccably maintained home offers exceptional curb appeal with professionally landscaped grounds, a fenced backyard, and a partially covered paver patio—an ideal space for outdoor dining, relaxing, and entertaining.Inside, the thoughtfully designed floor plan includes a private home office and a dedicated dining room, perfect for both everyday living and special

    Heather Foster RE/MAX One

    41497 Affirmed Way, Leonardtown, MD 20650
  • 43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond 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 $320,437

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
    • 41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
      /25

      Est $281,265 Not Listed For Sale

      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 2008
      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $264/SF
      • 5 Days On Market

      Last Sold Price $279,000

      Last Listing Agent Kelly Niland Kevin Turner

  • 40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    /64

    $875,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,586 Sq Ft

    40171 Little Woods Ln, Leonardtown, MD 20650

    Waterfront Retreat with Spectacular SunsetsWaterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy you’ve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious

    Barbara Blades CENTURY 21 New Millennium

    40171 Little Woods Ln, Leonardtown, MD 20650
  • Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    Lot 96-23724 Dragonfly Ln, 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
    • 21147 Catnip Ct, Leonardtown, MD 20650
      21147 Catnip Ct, Leonardtown, MD 20650
      21147 Catnip Ct, Leonardtown, MD 20650
      /56

      Est $642,434 Not Listed For Sale

      21147 Catnip Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft
      • Built 2002
      21147 Catnip Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Below List Price
      • $164/SF

      Last Sold Price $705,000

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
    /30

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 102 Oakley D1*** Late March Delivery***Builder Incentive $12,500 in Closing Help with use of preferred lender and title company. New Construction – 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

    Laura Bernth RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
  • 22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet 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 $436,141

    Last Listing Agent Paul Bell NOVA Brokers, LLC.

    22592 Quiet Ln, Leonardtown, MD 20650
    • 41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      /80

      Est $664,443 Not Listed For Sale

      41503 Affirmed Way, Leonardtown, MD 20650

      • 5 Beds
      • 5 Baths
      • 5,065 Sq Ft
      • Built 2008
      41503 Affirmed Way, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $132/SF
      • 15 Days On Market

      Last Sold Price $670,000

      Last Listing Agent John Gatton Century 21 New Millennium

  • Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    /40

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 108- 23666 Weeping Willow Way, 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

    Laura Bernth RE/MAX One

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
  • 44662 Blake Creek Rd, Leonardtown, MD 20650
    44662 Blake Creek Rd, Leonardtown, MD 20650
    44662 Blake Creek Rd, 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 $327,779

    Last Listing Agent Ruth Mudd RE/MAX One

    44662 Blake Creek Rd, Leonardtown, MD 20650
    • 41650 Marie Ct, Leonardtown, MD 20650
      41650 Marie Ct, Leonardtown, MD 20650
      41650 Marie Ct, Leonardtown, MD 20650
      /29

      Est $542,204 Not Listed For Sale

      41650 Marie Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,808 Sq Ft
      • Built 2007
      41650 Marie Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $198/SF
      • 2 Days On Market

      Last Sold Price $556,000

      Last Listing Agent Deanna Rothstein RE/MAX

  • Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
    /46

    $489,900 Pending

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

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT********* Lot 117 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

    Laura Bernth RE/MAX One

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
  • 21137 Marigold St, Leonardtown, MD 20650
    21137 Marigold St, Leonardtown, MD 20650
    21137 Marigold St, 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 $560,749

    Last Listing Agent Shem varhaftik District Pro Realty

    21137 Marigold St, Leonardtown, MD 20650
    • 40772 Magee Dr, Leonardtown, MD 20650
      40772 Magee Dr, Leonardtown, MD 20650
      40772 Magee Dr, Leonardtown, MD 20650
      /38

      Est $482,354 Not Listed For Sale

      40772 Magee Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,258 Sq Ft
      • Built 1973
      40772 Magee Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $199/SF
      • 23 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Becky King Kevin Turner

  • 22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    /62

    $788,900

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    **BRAND NEW ROOF!** Experience refined waterfront living in this fully renovated rancher overlooking Saint Clements Bay. Originally built in 1966, this home has been thoughtfully reimagined with extensive structural, electrical, and plumbing upgrades—blending modern finishes with relaxed coastal charm. Set on a waterfront lot, the property features a private L-shaped pier (approx. 7’ water

    Ralph Harvey ListWithFreedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • 40557 Breton Knolls Ct, Leonardtown, MD 20650
    40557 Breton Knolls Ct, 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 $930,640

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40557 Breton Knolls Ct, Leonardtown, MD 20650

Showing Results 41 - 80, Page 2 of 18

Maryland St Marys County Leonardtown

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