7,066

Homes in ZIP Code 20650

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  • /77

    $715,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,385 Sq Ft

    41389 Holiday Ct, Leonardtown, MD 20650

    Welcome to 41389 Holiday Court, a stunning QBH Sotterley model located in the highly sought-after QBH community of Leonard’s Grant! Perfectly positioned on a desirable corner lot, this beautifully maintained 5-bedroom, 3.5-bath home offers the ideal blend of space, functionality, and thoughtful upgrades throughout. Step inside to find gorgeous hardwood floors flowing through the main level,

    Laura Bernth RE/MAX One

    41389 Holiday Ct, Leonardtown, MD 20650
  • /51

    $415,000 Sold Jun 09, 2025

    39880 Lady Baltimore Ave, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1994

    Last Sold Summary

    • $308/SF
    • 48 Days On Market

    Current Estimated Value $409,613

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    39880 Lady Baltimore Ave, Leonardtown, MD 20650
    • /54

      Est $595,518 Not Listed For Sale

      20370 Chingville Rd, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,538 Sq Ft
      • Built 2007
      20370 Chingville Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Above List Price
      • $148/SF
      • 20 Days On Market
      • Last Sold Price $525,000
      • Sep 05, 2023

      Last Listing Agent Christina Reed RE/MAX

  • /57

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    42195 White Point Beach Rd, Leonardtown, MD 20650

    Enjoy peaceful mornings in the 11’ x 26’ sunroom with wall of windows offering unobstructed views of the Potomac River from Piney Point, Virginia shoreline and west to St. Clements Island. End your day with majestic sunsets. A perfect waterfront escape but minutes to Leonardtown! Vintage 1920’s Cottage with all mechanicals, roof, windows, doors updated within the last 10 years but still

    Carl Franzen Franzen Realtors, Inc.

    42195 White Point Beach 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 $619,103

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21745 Pinehurst Ct, Leonardtown, MD 20650
    • /61

      Est $695,919 Not Listed For Sale

      22425 Archer St, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft
      • Built 1973
      22425 Archer St, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $384/SF
      • 4 Days On Market
      • Last Sold Price $720,000
      • Jan 12, 2024

      Last Listing Agent Kimberly Scott Remax 100

  • /70

    $839,900

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

    39577 Potomac Ave, Leonardtown, MD 20650

    There are waterfront homes—and then there are waterfront escapes with million-dollar views. Perched on an elevated lot overlooking St. Clements Bay, this uniquely charming brick mid-century modern home captures breathtaking panoramic water vistas from nearly every room. Whether you’re seeking a peaceful weekend retreat or a spectacular year-round residence, this property delivers serene coastal

    Brooke Matthews RE/MAX One

    39577 Potomac Ave, 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 $653,104

    Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

    41515 Risen Star Ln, Leonardtown, MD 20650
    • /35

      Est $540,758 Not Listed For Sale

      23571 Gunnell Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 2005
      23571 Gunnell Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $206/SF
      • 35 Days On Market
      • Last Sold Price $545,000
      • Sep 13, 2024

      Last Listing Agent Alicia Guinn RE/MAX

  • /17

    $3,800,000 Pending

    • Land
    • 52.18 Acres
    • $72,825 per Acre

    0 Cedar Lane Rd, Leonardtown, MD 20650

    This property offers the perfect blend of rural charm and convenient access to urban amenities. With the potential for annexation into the town of Leonardtown, there are exciting development possibilities on the horizon. Don't miss this unique opportunity!

    Carol Kalmus-Choporis Century 21 Redwood Realty

    0 Cedar Lane Rd, 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 $358,477

    Last Listing Agent Perry Hayden CENTURY 21 New Millennium

    23849 Point Lookout Rd, Leonardtown, MD 20650
    • /58

      Est $407,942 Not Listed For Sale

      40457 Breton View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,286 Sq Ft
      • Built 1995
      40457 Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $183/SF
      • 9 Days On Market
      • Last Sold Price $417,500
      • Jan 25, 2024

      Last Listing Agent Anissa Hutchins Century 21 New Millennium

  • /46

    $489,900 Pending

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

    Lot 132 - 23697 Weeping Willow Way, Leonardtown, MD 20650

    Homesite 132 TO BE BUILT 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 132 - 23697 Weeping Willow Way, 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 $735,671

    Last Listing Agent Connie Fitzgerald RE/MAX One

    41832 Foxwell Point Ln, Leonardtown, MD 20650
    • /77

      Est $491,706 Not Listed For Sale

      22909 Cedar Lane Rd, Leonardtown, MD 20650

      • 5 Beds
      • 2 Baths
      • 2,275 Sq Ft
      • Built 1963
      22909 Cedar Lane Rd, Leonardtown, MD 20650

      Last Sold Summary

      • $215/SF
      • 3 Days On Market
      • Last Sold Price $490,000
      • Jun 18, 2024

      Last Listing Agent Jessica Raley Century 21 New Millennium

  • /30

    $479,900 Pending

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

    Lot 159 - 23652 Dragonfly Ln, Leonardtown, MD 20650

    *** PENDING *** Homesite 159 Oakley D1 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 Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural

    Laura Bernth RE/MAX One

    Lot 159 - 23652 Dragonfly 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
    • /48

      Est $561,495 Not Listed For Sale

      23244 Jenifer Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,357 Sq Ft
      • Built 2004
      23244 Jenifer Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $164/SF
      • 24 Days On Market
      • Last Sold Price $552,000
      • Oct 11, 2024

      Last Listing Agent Tracy Zhang Taylor Properties

  • /42

    $479,900 Pending

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

    Lot 137- 23667 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT*** Unit 137 Oakley D1New 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 Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural

    Laura Bernth RE/MAX One

    Lot 137- 23667 Weeping Willow 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 $476,635

    Last Listing Agent Marizel Brewington JPAR Real Estate Professionals

    41900 Nazareth Ct, Leonardtown, MD 20650
    • /86

      Est $415,827 Not Listed For Sale

      40427 Breton View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 4.5 Baths
      • 2,676 Sq Ft
      • Built 1994
      40427 Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $148/SF
      • 0 Days On Market
      • Last Sold Price $395,000
      • Dec 07, 2023

      Last Listing Agent Beverly Drewery Century 21 New Millennium

  • /88

    $1,049,900 Under Contract

    • 9 Beds
    • 5 Baths
    • 6,476 Sq Ft

    40840 Greenwood Ln, Leonardtown, MD 20650

    From the moment you enter over 6000+ sqft of finished home , it's clear this home has been enhanced well beyond the typical. High-quality finishes, updated systems, and carefully selected improvements are evident throughout, creating a move-in-ready experience that today's buyers will immediately appreciate. This meticulously maintained home features luxury living on 2.10 acres, offering the

    Romy Singh Samson Properties

    40840 Greenwood Ln, 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 $529,533

    Last Listing Agent Jarred Green Real Broker, LLC

    21158 Marigold St, Leonardtown, MD 20650
    • /64

      Est $481,678 Not Listed For Sale

      42705 Redgate Farm Ln, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 2,243 Sq Ft
      • Built 1995
      42705 Redgate Farm Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $210/SF
      • 36 Days On Market
      • Last Sold Price $470,000
      • Jun 28, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /70

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    41620 Church St, Leonardtown, MD 20650

    Fully renovated. Move-in ready. Prime downtown location.Welcome to 41620 Church St — a rare opportunity to own a completely updated home in the heart of Leonardtown at an exceptional value.Step inside to discover brand new vinyl flooring throughout, a stunning kitchen featuring quartz countertops, and beautifully refreshed bathrooms that bring a modern, clean aesthetic to every corner of

    Chanel Li Evergreen Properties

    41620 Church 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 Bernth RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    • /9

      Est $508,278 Not Listed For Sale

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft
      • Built 1996
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $221/SF
      • 1 Day On Market
      • Last Sold Price $475,000
      • Dec 28, 2023

      Last Listing Agent Conor Loughran Century 21 New Millennium

  • /30

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    0 Bayside Rd, Leonardtown, MD 20650

    Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The

    Bonnie Haley Haley Family Realty

    0 Bayside Rd, 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 $577,506

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
    • /43

      Est $422,819 Not Listed For Sale

      22292 White Oak Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft
      • Built 1978
      22292 White Oak Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $253/SF
      • 24 Days On Market
      • Last Sold Price $435,000
      • Sep 03, 2024

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /63

    $680,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,728 Sq Ft

    23592 Belmar Dr, Leonardtown, MD 20650

    Photos to come.QBH Belmont model with a beautiful Sunroom.

    Heather Foster RE/MAX One

    23592 Belmar Dr, Leonardtown, MD 20650
  • /33

    $570,000 Sold Oct 15, 2025

    23348 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft
    • Built 2022

    Last Sold Summary

    • $161/SF
    • 129 Days On Market

    Current Estimated Value $604,661

    Last Listing Agent Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • /81

      Est $696,101 Not Listed For Sale

      43164 Gum Spring Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft
      • Built 1999
      43164 Gum Spring Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $238/SF
      • 3 Days On Market
      • Last Sold Price $715,000
      • Oct 31, 2023

      Last Listing Agent Mike Hall Long & Foster

  • /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel.

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650
  • /35

    $449,900 Sold Apr 16, 2026

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    • /56

      Est $705,664 Not Listed For Sale

      40688 Clearfields Ct, Leonardtown, MD 20650

      • 4 Beds
      • 4.5 Baths
      • 3,524 Sq Ft
      • Built 2003
      40688 Clearfields Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $187/SF
      • 3 Days On Market
      • Last Sold Price $660,000
      • Jun 15, 2023

      Last Listing Agent Helen Mattingly Wernecke BHHS PenFed (actual)

  • /96

    $800,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 3,122 Sq Ft

    21130 Someday Farm Ln, Leonardtown, MD 20650

    MULTIPLE OFFERS RECEIVED! ALL OFFER DUE BY MONDAY MAY 4th at NOONWelcome Home to Your Private Rural Retreat. Nestled on 11 serene, private acres and just steps from St. Mary's River State Park, this stunning 5-bedroom, 2.5-bath Cape Cod offers the perfect blend of country living and modern convenience, all within 15 minutes of Patuxent River Naval Air Station and the charming wharf and dining

    Sarah Mulford-Martin EXP Realty, LLC

    21130 Someday Farm Ln, Leonardtown, MD 20650
  • /86

    $595,000 Sold Apr 14, 2026

    21749 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,410 Sq Ft
    • Built 1993

    Last Sold Summary

    • 4% Above List Price
    • $174/SF
    • 2 Days On Market

    Current Estimated Value $509,404

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21749 Pinehurst Ct, Leonardtown, MD 20650
    • /68

      Est $974,864 Not Listed For Sale

      40741 Merlin Way, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 6,226 Sq Ft
      • Built 2003
      40741 Merlin Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $151/SF
      • 42 Days On Market
      • Last Sold Price $940,000
      • Jul 14, 2023

      Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

  • /2

    $1,740,000 Under Contract

    • Land
    • 3.85 Acres
    • $451,948 per Acre

    25845 Point Lookout Rd, Leonardtown, MD 20650

    This listing is 3.85 acres of a total 6-acre commercial property in Leonardtown, Maryland. Don't miss the chance to invest in this thriving and picturesque community. Whether you're looking to create a retail haven, upscale office space, or a dining destination, this property has all the ingredients for success. With its size and location near Patuxent Naval Air Station, this property is a blank

    Anne Davis CENTURY 21 Commercial New Millennium

    25845 Point Lookout Rd, Leonardtown, MD 20650

Showing Results 201 - 240, Page 6 of 18

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