69

Homes for Sale in 20650

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  • 43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    /10

    $175,000

    • Land
    • 5 Acres
    • $35,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location.The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650

    *** November Delivery ***ALMOST READY*******Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ****Homesite #143 Madison D3: 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 2,554 sq ft of beautifully finished

    Quality Built Homes Builder
    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
  • 20410 Chingville Rd, Leonardtown, MD 20650
    20410 Chingville Rd, Leonardtown, MD 20650
    20410 Chingville Rd, Leonardtown, MD 20650
    /4

    $450,000

    Coming Soon Sep 30
    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft

    20410 Chingville Rd, Leonardtown, MD 20650

    This well-maintained 2004 ranch-style home offers 2,604 square feet of functional living space on a private, non-HOA 2-acre lot. The interior features four spacious bedrooms, three full bathrooms, and an open-concept layout that seamlessly connects the main living and dining areas. A fully finished basement provides flexible additional square footage ideal for a home office, media room, or gym.

    Billy Rabbitt The Southside Group Real Estate

    20410 Chingville Rd, Leonardtown, MD 20650
  • 43175 N Megan Ln, Leonardtown, MD 20650
    43175 N Megan Ln, Leonardtown, MD 20650
    43175 N Megan Ln, Leonardtown, MD 20650
    /30

    $1,450,000

    • Land
    • 70.61 Acres
    • $20,535 per Acre

    43175 N Megan Ln, Leonardtown, MD 20650

    Discover 89± acres of prime real estate offering unparalleled privacy just minutes from Leonardtown, California, Solomons Island, and Naval Air Station Patuxent River. Zoned RPD (Rural Preservation District) with agricultural use, this expansive TWO-PARCEL listing presents many possibilities. Rebuild on an existing foundation overlooking scenic rolling fields, design a custom private estate,

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    43175 N Megan Ln, Leonardtown, MD 20650
  • 23444 Lindsay Dr, Leonardtown, MD 20650
    23444 Lindsay Dr, Leonardtown, MD 20650
    23444 Lindsay Dr, Leonardtown, MD 20650
    /43

    $639,900

    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft

    23444 Lindsay Dr, Leonardtown, MD 20650

    Discover a luxurious lifestyle in this stunning 2023 Colonial home nestled in the desirable Clark's Rest community. This exquisite residence boasts four spacious bedrooms and three and a half elegantly appointed bathrooms, perfect for both relaxation and entertaining. The heart of the home features high-end appliances, including an ENERGY STAR refrigerator and built-in microwave, ensuring both

    Natalya Ford RE/MAX One

    23444 Lindsay Dr, Leonardtown, MD 20650
  • 23354 Lindsay Dr, Leonardtown, MD 20650
    23354 Lindsay Dr, Leonardtown, MD 20650
    /2

    $614,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,736 Sq Ft

    23354 Lindsay Dr, Leonardtown, MD 20650

    Welcome to this stunning rambler in the highly sought-after community of Clark's Rest! Thoughtfully designed with 9' ceilings, quartz countertops, designer finishes, and upgrades throughout, this home offers the perfect blend of style, comfort, and functionality.The main level features three spacious bedrooms and two full bathrooms, including a beautiful owner's suite with dual vanities. The

    Dorothy Bistransin Redfin Corp

    23354 Lindsay Dr, Leonardtown, MD 20650
  • 22157 Monterey Place, Leonardtown, MD 20650
    22157 Monterey Place, Leonardtown, MD 20650
    22157 Monterey Place, Leonardtown, MD 20650
    /60

    $649,900

    Coming Soon Sep 18
    • 4 Beds
    • 2.5 Baths
    • 3,314 Sq Ft

    22157 Monterey Place, Leonardtown, MD 20650

    Nestled in the charming sought after Clearfields community, this stunning Colonial blends modern luxury with everyday comfort. Set on a beautifully landscaped 1.22-acre lot, this 4-bedroom, 2.5-bathroom home provides ample space for both relaxation and entertaining.At the heart of the home is a chef's dream kitchen, featuring custom cabinetry, gorgeous quartz countertops, a designer

    Tracey Summers CENTURY 21 New Millennium

    22157 Monterey Place, Leonardtown, MD 20650
  • 39580 Sunnyside Rd, Clements, MD 20624
    39580 Sunnyside Rd, Clements, MD 20624
    39580 Sunnyside Rd, Clements, MD 20624
    /14

    $129,900

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    39580 Sunnyside Rd, Clements, MD 20624

    Incredible opportunity to own 1.86 acres of prime land! This property features an existing two-bedroom, one-bath rambler . Sold strictly AS-IS. Looking for a quick settlement!

    Gabriela Vasco Realty Advantage of Maryland LLC

    39580 Sunnyside Rd, Clements, MD 20624
  • 44450 Schumann Way, Leonardtown, MD 20650
    44450 Schumann Way, Leonardtown, MD 20650
    44450 Schumann Way, Leonardtown, MD 20650
    /77

    $695,000

    • 5 Beds
    • 2.5 Baths
    • 2,953 Sq Ft

    44450 Schumann Way, Leonardtown, MD 20650

    Welcome to this beautiful custom-built home situated on over 4 acres, offering an incredible combination of space, privacy, and versatility. A welcoming covered front porch and mature landscaping create beautiful curb appeal and the perfect place to sit back and enjoy the peaceful surroundings. Inside, you’ll find a thoughtfully designed floor plan featuring a main-level primary suite, spacious

    Jesieryl Hartzer CENTURY 21 New Millennium

    44450 Schumann Way, Leonardtown, MD 20650
  • 21395 Fairwood Ct, Leonardtown, MD 20650
    21395 Fairwood Ct, Leonardtown, MD 20650
    21395 Fairwood Ct, Leonardtown, MD 20650
    /74

    $690,000

    • 4 Beds
    • 3.5 Baths
    • 4,066 Sq Ft

    21395 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21395 Fairwood Ct., where space, comfort, and community come together on 0.85 acres in one of Leonardtown’s most desirable neighborhoods. Tucked near the end of a quiet street by the cul-de-sac, this 4-bedroom, 3.5-bath home offers more than 3,500 square feet of finished living space, a finished basement, and a large, level backyard with room to truly enjoy.Inside, a bright and

    Lauren Garner EXP Realty, LLC

    21395 Fairwood Ct, Leonardtown, MD 20650
  • 41888 Jenkins Ct, Leonardtown, MD 20650
    41888 Jenkins Ct, Leonardtown, MD 20650
    41888 Jenkins Ct, Leonardtown, MD 20650
    /41

    $550,000

    • 4 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    41888 Jenkins Ct, Leonardtown, MD 20650

    Interior Photos Coming Soon! Expected on market date is Sept 1, 2026Welcome to 41888 Jenkins Court in the highly desirable Academy Hills community of Leonardtown! Perfectly situated within walking distance of the Leonardtown Wharf and historic Leonardtown Square, this exceptional home places you just moments from charming shops, local dining, breweries, community events, and all that downtown

    Wayne & Christine Floyd RE/MAX One

    41888 Jenkins Ct, Leonardtown, MD 20650
  • 41402 Omaha Ct, Leonardtown, MD 20650
    41402 Omaha Ct, Leonardtown, MD 20650
    41402 Omaha Ct, Leonardtown, MD 20650
    /59

    $765,000

    $15K PRICE INCREASE
    • 5 Beds
    • 4 Baths
    • 4,873 Sq Ft

    41402 Omaha Ct, Leonardtown, MD 20650

    2.25% Assumable VA loan & one of the largest lots in Leonard's Grant at .64 acres! This brilliant Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Lots of fruit trees (Fig, Apple, Mulberry, Dwarf Peach, Pear, Strawberry and Persimmon). Enter to find gorgeous exotic hardwood tigerwood floors flowing seamlessly across the main level into the

    Jonathan Powell Real Broker, LLC

    41402 Omaha Ct, Leonardtown, MD 20650
  • 22601 Avenmar Dr, Leonardtown, MD 20650
    22601 Avenmar Dr, Leonardtown, MD 20650
    22601 Avenmar Dr, Leonardtown, MD 20650
    /91

    $699,000

    $81K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,484 Sq Ft

    22601 Avenmar Dr, Leonardtown, MD 20650

    Welcome to Avenmar, where this spacious home is situated on a beautiful lot of over two acres, offering privacy, mature trees, and a peaceful wooded setting. Built in 2002 and largely in its original condition, the home has been well maintained and is ready for its next owner to bring their own style and updates.The main level offers a spacious, open layout with a formal dining room,

    Jennifer Goddard CENTURY 21 New Millennium

    22601 Avenmar Dr, Leonardtown, MD 20650
  • 41524 Fairwood Ct, Leonardtown, MD 20650
    41524 Fairwood Ct, Leonardtown, MD 20650
    41524 Fairwood Ct, Leonardtown, MD 20650
    /28

    $600,000

    Open Fri 5PM - 7PM
    • 4 Beds
    • 3 Baths
    • 3,793 Sq Ft

    41524 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 41524 Fairwood Ct, Leonardtown, MD 20650! This inviting ranch-style home offers comfortable one-level living with a spacious, open-concept great room, dining area, and kitchen designed for everyday living and entertaining. The kitchen features a generous island and built-in pantry, while the convenient mudroom and first-floor laundry add functionality.The thoughtful layout

    Billy Rabbitt The Southside Group Real Estate

    41524 Fairwood Ct, Leonardtown, MD 20650
  • 0 Lake Dr Unit MDSM2033374, Valley Lee, MD 20692
    0 Lake Dr Unit MDSM2033374, Valley Lee, MD 20692
    0 Lake Dr Unit MDSM2033374, Valley Lee, MD 20692
    /9

    $120,000

    • Land
    • 20,037 Sq Ft
    • $260,870 per Acre

    0 Lake Dr Unit MDSM2033374, Valley Lee, MD 20692

    Build Your Dream Home Near the WaterImagine building your dream home just steps from the shores of the Potomac River. This residential lot sits within an established subdivision offering easy access to utilities, plus the added bonus of a private community beach reserved exclusively for residents. According to zoning department, perc test completed on the lot remains active - the size of

    Agent Photo

    Melissa Glaude

    ExecuHome Realty

    0 Lake Dr Unit MDSM2033374, Valley Lee, MD 20692
  • 40659 Klear Ct, Leonardtown, MD 20650
    40659 Klear Ct, Leonardtown, MD 20650
    40659 Klear Ct, Leonardtown, MD 20650
    /54

    $449,500

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    40659 Klear Ct, Leonardtown, MD 20650

    Discover a prime investment opportunity in the charming VILLAGES AT LEONARDTOWN! This 4-bedroom, 2.5-bath Colonial home, built in 2004, boasts 2,774 sq. ft. of potential. With a spacious unfinished basement featuring walkout stairs and rough bath plumbing, you have the perfect canvas to create additional living space or rental units, maximizing your return on investment. The property sits on a

    Christopher Blondin Baldus Real Estate, Inc.

    40659 Klear Ct, Leonardtown, MD 20650
  • 40751 Merlin Way, Leonardtown, MD 20650
    40751 Merlin Way, Leonardtown, MD 20650
    40751 Merlin Way, Leonardtown, MD 20650
    /44

    $635,000

    $15K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,601 Sq Ft

    40751 Merlin Way, Leonardtown, MD 20650

    Welcome to this beautiful brick-front home in the highly sought-after Avenmar Community of historic Leonardtown, Maryland. Situated on over 3 private acres and tucked away on a secluded road shared by only three other homes, this property offers the perfect balance of privacy, nature, and convenience.Freshly updated with a new roof, new carpet throughout, and fresh paint, this

    Agent Photo

    Tracy Trammell

    Metro City Realty

    40751 Merlin Way, Leonardtown, MD 20650
  • 40611 Merion Ct, Leonardtown, MD 20650
    40611 Merion Ct, Leonardtown, MD 20650
    40611 Merion Ct, Leonardtown, MD 20650
    /58

    $624,990

    • 4 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    40611 Merion Ct, Leonardtown, MD 20650

    Welcome to 40611 Merion Court, Leonardtown, MD 20650! This stunning three-level Colonial offers the perfect blend of elegance, comfort, and resort-style living, ideally positioned with beautiful views backing directly to Breton Bay golf course. Featuring 4 bedrooms, 3.5 baths, and a fully finished basement, this home provides exceptional space for both everyday living and entertaining. The

    Kalee Kelly Infinitas Realty Group

    40611 Merion Ct, Leonardtown, MD 20650
  • 25375 Loveville Rd, Leonardtown, MD 20650
    25375 Loveville Rd, Leonardtown, MD 20650
    25375 Loveville Rd, Leonardtown, MD 20650
    /94

    $680,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2 Baths
    • 2,388 Sq Ft

    25375 Loveville Rd, Leonardtown, MD 20650

    Nestled on a generous 3.8-acre corner lot, this charming Cape Cod-style home, built in 2017, offers a perfect blend of comfort and timeless appeal. With its excellent condition and thoughtful design, this residence is ready to welcome you home. Step inside to discover a warm and inviting interior that features a traditional floor plan, ideal for everyday living and entertaining. The home offers

    Kandy Moore RMG Realty

    25375 Loveville Rd, Leonardtown, MD 20650
  • 23214 Dairy Barn Dr, Leonardtown, MD 20650
    23214 Dairy Barn Dr, Leonardtown, MD 20650
    23214 Dairy Barn Dr, Leonardtown, MD 20650
    /44

    $695,000

    • 5 Beds
    • 3.5 Baths
    • 4,084 Sq Ft

    23214 Dairy Barn Dr, Leonardtown, MD 20650

    Located in the sought-after Clark's Rest community, this home features Marrick’s Kensington floor plan with a covered front entry and separate sitting porch. Inside, the two-story foyer opens to a formal dining room and versatile office, library, or playroom. The kitchen features a large center island, granite countertops, gas cooktop, double wall ovens, abundant cabinetry, butler’s pantry, and

    Wanda White CENTURY 21 New Millennium

    23214 Dairy Barn Dr, Leonardtown, MD 20650
  • 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

    One of only two lots remaining! Breton Knolls is a 24-lot subdivision in Leonardtown with 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
  • 18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    /74

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    If you've been dreaming of waterfront living, now is your chance. Whether you enjoy boating, fishing, crabbing, or simply relaxing while taking in breathtaking water views, this beautifully renovated home has it all. Step inside to discover a spacious, open-concept kitchen and family room designed for gathering and everyday living. The stunning backyard provides the perfect setting for

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • 23011 Newtowne Neck Rd, Leonardtown, MD 20650
    23011 Newtowne Neck Rd, Leonardtown, MD 20650
    23011 Newtowne Neck Rd, Leonardtown, MD 20650
    /17

    $350,000

    • 5 Beds
    • 2 Baths
    • 1,552 Sq Ft

    23011 Newtowne Neck Rd, Leonardtown, MD 20650

    Attention Developers or Land Loving Owner Occupants!! Welcome to 23011 Newtowne Neck Road in Leonardtown, Maryland. Situated on more than four acres, this spacious five-bedroom, manufactered two-bath rambler offers a rare combination of comfortable one-level living, privacy and future possibilities. he generous homesite provides abundant room for outdoor recreation, gardening, equipment storage,

    Kelly Jackson Samson Properties

    23011 Newtowne Neck Rd, Leonardtown, MD 20650
  • 23684 Dragonfly Ln, Leonardtown, MD 20650
    23684 Dragonfly Ln, Leonardtown, MD 20650
    23684 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900

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

    23684 Dragonfly Ln, Leonardtown, MD 20650

    Interior Elevation D3 with DormersNatural Clay Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Coast Quartz CountertopsSplendur Cream BacksplashDeluxe Shower

    Quality Built Homes Builder
    23684 Dragonfly Ln, Leonardtown, MD 20650
  • 23672 Weeping Willow Way, Leonardtown, MD 20650
    23672 Weeping Willow Way, Leonardtown, MD 20650
    23672 Weeping Willow Way, Leonardtown, MD 20650
    /40

    $449,900

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

    23672 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D3 with DormersSandstone Beige Carolina Bead SidingMusket Brown ShuttersBronze Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsWhite Ice Granite CountertopsSplendur White BacksplashDeluxe Shower

    Quality Built Homes Builder
    23672 Weeping Willow Way, Leonardtown, MD 20650
  • 23679 Weeping Willow Way, Leonardtown, MD 20650
    23679 Weeping Willow Way, Leonardtown, MD 20650
    23679 Weeping Willow Way, Leonardtown, MD 20650
    /41

    $449,900

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

    23679 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D2 Natural Clay Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Taj Quartz CountertopsSplendur Cream BacksplashDeluxe Shower in Primary

    Quality Built Homes Builder
    23679 Weeping Willow Way, Leonardtown, MD 20650
  • 23714 Weeping Willow Way, Leonardtown, MD 20650
    23714 Weeping Willow Way, Leonardtown, MD 20650
    23714 Weeping Willow Way, Leonardtown, MD 20650
    /36

    $449,900

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

    23714 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D3 with DormersSavannah Wicker Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Coast Quartz CountertopsSplendur Cream BacksplashDeluxe

    Quality Built Homes Builder
    23714 Weeping Willow Way, Leonardtown, MD 20650
  • 23725 Dragonfly Ln, Leonardtown, MD 20650
    23725 Dragonfly Ln, Leonardtown, MD 20650
    23725 Dragonfly Ln, Leonardtown, MD 20650
    /39

    $449,900

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

    23725 Dragonfly Ln, Leonardtown, MD 20650

    Interior Elevation D3 with DormersHerringbone Carolina Bead SidingMusket Brown ShuttersSedona Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorLVT in Bathrooms and Laundry RoomUpgraded Maple Kitchen CabinetsRoccoco Quartz CountertopsSplendur White BacksplashDeluxe Shower

    Quality Built Homes Builder
    23725 Dragonfly Ln, Leonardtown, MD 20650

Showing Results 1 - 40, Page 1 of 2

Maryland St Marys County Leonardtown

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