162

Recently Sold Leonardtown, MD Homes

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  • 41434 Margrove Cir, Leonardtown, MD 20650
    41434 Margrove Cir, Leonardtown, MD 20650
    41434 Margrove Cir, Leonardtown, MD 20650
    /29

    $435,000 Sold May 16, 2025

    • 2,356 Sq Ft
    • $185/SF
    • 30 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2020

    41434 Margrove Cir, Leonardtown, MD 20650

    Stunning 3-Bedroom, 3.5-Bath Townhome in Clarks Rest, Leonardtown, MDWelcome to this beautiful and spacious 3-bedroom, 3.5-bath townhome nestled in the highly sought-after Clarks Rest neighborhood of Leonardtown, Maryland. With over 1,900, this meticulously maintained home offers a perfect blend of modern living and comfort. Step inside to discover a bright and open floor plan featuring a large

    Jonathan Boss RE/MAX One

    41434 Margrove Cir, Leonardtown, MD 20650
  • 41326 Margrove Cir, Leonardtown, MD 20650
    41326 Margrove Cir, Leonardtown, MD 20650
    41326 Margrove Cir, Leonardtown, MD 20650
    /77

    $485,000 Sold May 15, 2025

    • 2,645 Sq Ft
    • $183/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2015

    41326 Margrove Cir, Leonardtown, MD 20650

    Stop the Car—This Is the One!Welcome to this stunning and expansive 3,290 sq. ft. end-unit townhome that offers the perfect blend of elegance, comfort, and unbeatable location. From the moment you step inside, you’ll be captivated by the rich hardwood flooring on the main level and the abundance of natural light that pours in through the oversized end-unit windows.The heart of the home is the

    Jessica Raley CENTURY 21 New Millennium

    41326 Margrove Cir, Leonardtown, MD 20650
  • 23259 Jenifer Ct, Leonardtown, MD 20650
    23259 Jenifer Ct, Leonardtown, MD 20650
    23259 Jenifer Ct, Leonardtown, MD 20650
    /80

    $655,000 Sold May 15, 2025

    • 4,078 Sq Ft
    • $161/SF
    • 6 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2005

    23259 Jenifer Ct, Leonardtown, MD 20650

    DRIVE BY AT NIGHT TO SEE ALL THE EXTERIOR LIGHTING AROUND THE HOME. Stunning 5BR/3.5BA colonial with stone accents and two-car garage located in Estates at Singletree. This model features an open floor plan spanning approximately 4,000 square feet on three levels and offers a great sense of light and spaciousness with 9-foot. ceilings and floor-to-ceiling windows on the main level. Designer décor

    Michael Rose Rory S. Coakley Realty, Inc.

    23259 Jenifer Ct, 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

    • 3,758 Sq Ft
    • $176/SF
    • 16 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2010

    23598 Belmar Dr, Leonardtown, MD 20650

    Welcome to this beautifully upgraded 5-bedroom, 3.5-bathroom home, perfectly situated on one of the best lots in the neighborhood! Backing to trees for added privacy, this home offers both elegance and functionality.Step inside to find refinished hardwood floors throughout the main level, adding warmth and sophistication. The gourmet kitchen features sleek quartz countertops, a new backsplash,

    Heather Foster RE/MAX One

    23598 Belmar Dr, Leonardtown, MD 20650
  • 20235 Big Oak Ln, Leonardtown, MD 20650
    20235 Big Oak Ln, Leonardtown, MD 20650
    20235 Big Oak Ln, Leonardtown, MD 20650
    /23

    $295,000 Sold May 14, 2025

    • 1,036 Sq Ft
    • $285/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1934

    20235 Big Oak Ln, Leonardtown, MD 20650

    Water access home with 3 bedrooms and 1 bath with laundry closet. Laminate flooring for easy of cleaning and pet friendly throughout much of the home. Level yard with big shed in back with 2 sides to store kayaks or other fun equipment for warm weather use. Patio in back and large clear side yard for volleyball or bocce ball or even corn hole. Make your plans now to come and see and make it your

    Jan Kleponis O'Brien Realty ERA Powered

    20235 Big Oak Ln, Leonardtown, MD 20650
  • 22158 Monterey Place, Leonardtown, MD 20650
    22158 Monterey Place, Leonardtown, MD 20650
    22158 Monterey Place, Leonardtown, MD 20650
    /56

    $500,000 Sold May 09, 2025

    • 1,782 Sq Ft
    • $281/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    22158 Monterey Place, Leonardtown, MD 20650

    Rarely do you have this kind of water view from every room in the home. Enjoy waking to vacation type views everyday....This home has a unique design that affords itself to many buyers. Pride of ownership abounds. Many recent improvements, including windows and doors. Roof replaced approx. 5 years ago. Home shows very well. Come see this home quickly so you can make this your new home.

    C. Brandon Harrington PAX Real Estate

    22158 Monterey Place, 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

    • 3,541 Sq Ft
    • $195/SF
    • 33 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    21620 Coves End Ct, Leonardtown, MD 20650

    ASSUMABLE RATE MORTGAGE AVAILABLE AT 2.5%. Don't miss your chance to own property in the highly desirable Breton Bay Golf Community of Leonardtown. Here you'll enjoy stunning views of the beautiful golf course and the perks of living in a waterfront community with a nearby marina and access to a private beach area of the Bay! Situated on a small, quiet cul-de-sac street located directly across

    Hannah Cole Real Broker, LLC

    21620 Coves End Ct, 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

    • Land
    • 4.80 Acres
    • $28,125 per Acre
    • 76 Days On Market

    42500 Saint Margarets Dr, Leonardtown, MD 20650

    Expansive 4.8-Acre lot in highly sought after location.RECORDED PERC! Ready to build! Located just minutes outside the heart of Leonardtown, MD, this beautiful 4.8-acre lot offers a rare opportunity to bring your dream home to life on almost 5 private acres. Please be advised lot lines drawn on listing photo are not exact; just approximate and for visual purposes only.

    Kalee Kelly Infinitas Realty Group

    42500 Saint Margarets Dr, Leonardtown, MD 20650
  • 41442 Dauber Way, Leonardtown, MD 20650
    41442 Dauber Way, Leonardtown, MD 20650
    41442 Dauber Way, Leonardtown, MD 20650
    /50

    $610,000 Sold May 08, 2025

    • 3,558 Sq Ft
    • $171/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    41442 Dauber Way, Leonardtown, MD 20650

    Don’t miss this fantastic find in Leonard's Grant! This bright and airy home features an open floor plan, soaring ceilings, and abundant natural light. The spacious family room flows seamlessly into the kitchen and main living areas, creating an inviting space for everyday living.Upstairs, you’ll find three well-sized bedrooms and convenient bedroom-level laundry. The primary suite offers high

    Lesa Clark Redfin Corp

    41442 Dauber Way, Leonardtown, MD 20650
  • 40222 Breton Beach Rd, Leonardtown, MD 20650
    40222 Breton Beach Rd, Leonardtown, MD 20650
    40222 Breton Beach Rd, Leonardtown, MD 20650
    /37

    $540,000 Sold Apr 30, 2025

    • 1,296 Sq Ft
    • $417/SF
    • 207 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1976

    40222 Breton Beach Rd, Leonardtown, MD 20650

    This dreamy waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly along Breton Bay, you'll enjoy peace and serenity while only being a short 10 minute drive from downtown Leonardtown, or take a short boat ride across the bay to Fitzies for drinks and dinner. This charming cape cod offers amazing sunsets whether it's from the scenic deck, screened in porch or

    Jake Grier Baldus Real Estate, Inc.

    40222 Breton Beach Rd, Leonardtown, MD 20650
  • 23267 Clarks Rest Rd, Leonardtown, MD 20650
    23267 Clarks Rest Rd, Leonardtown, MD 20650
    23267 Clarks Rest Rd, Leonardtown, MD 20650
    /66

    $700,000 Sold Apr 25, 2025

    • 5,213 Sq Ft
    • $134/SF
    • 3 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2015

    23267 Clarks Rest Rd, Leonardtown, MD 20650

    Welcome to this impressive and elegant 5-bedroom, 4 full and 2 half-bath home, offering the perfect blend of luxury, comfort, and energy efficiency. Located in a highly desirable community with walking sidewalks, a community center, playgrounds, and a sparkling pool, this property provides an exceptional lifestyle. Plus, it's only a convenient trolley ride away from downtown Leonardtown, where

    Chris Hill CENTURY 21 New Millennium

    23267 Clarks Rest Rd, Leonardtown, MD 20650
  • 23749 Coventry Dr, Leonardtown, MD 20650
    23749 Coventry Dr, Leonardtown, MD 20650
    23749 Coventry Dr, Leonardtown, MD 20650
    /64

    $739,900 Sold Apr 25, 2025

    • 6,015 Sq Ft
    • $123/SF
    • 179 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2013

    23749 Coventry Dr, Leonardtown, MD 20650

    This exceptional home is designed with luxury and space in mind, featuring expansive rooms thanks to bump-outs on two sides. The main level is an entertainer's dream, boasting an open floor plan that seamlessly connects the gourmet kitchen, breakfast room, family room, dining area, and sunroom. A library or office adds a touch of versatility. Hardwood floors run throughout the first two levels,

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23749 Coventry Dr, Leonardtown, MD 20650
  • 41443 Whimsical Ct, Leonardtown, MD 20650
    41443 Whimsical Ct, Leonardtown, MD 20650
    41443 Whimsical Ct, Leonardtown, MD 20650
    /4

    $645,000 Sold Apr 22, 2025

    • 3,400 Sq Ft
    • $190/SF
    • 0 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2010

    41443 Whimsical Ct, Leonardtown, MD 20650

    Welcome to this beautifully updated 5-bedroom, 3.5-bath Colonial home, offering the perfect blend of modern updates and classic charm. Step inside to find refinished hardwood floors, fresh paint, and new carpet throughout, creating a bright and inviting atmosphere.The heart of the home extends outdoors, where you'll discover a serene, tree-lined backyard with an incredible outdoor living space.

    Heather Foster RE/MAX One

    41443 Whimsical Ct, 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

    • 1,904 Sq Ft
    • $203/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    22925 Downs Cir, Leonardtown, MD 20650

    Convenient, central location walkable to downtown Leonardtown! Tucked away on a quiet cul-de-sac, this house was beautifully renovated. ! Enjoy evenings on the generously oversized deck with pergola. Huge yard backs to trees. Great use of space throughout - master features walk-in closet and full master bath, finished basement offers lots of extra room!

    Ross Simone RE/MAX Realty Group

    22925 Downs Cir, Leonardtown, MD 20650
  • 20503 Deer Wood Park Dr, Leonardtown, MD 20650
    20503 Deer Wood Park Dr, Leonardtown, MD 20650
    20503 Deer Wood Park Dr, Leonardtown, MD 20650
    /117

    $725,000 Sold Apr 17, 2025

    • 5,862 Sq Ft
    • $124/SF
    • 19 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1997

    20503 Deer Wood Park Dr, Leonardtown, MD 20650

    Discover this expansive, custom-designed brick Colonial situated on 2 pristine acres in the highly sought-after Chestnut Hills subdivision. Meticulously maintained, this stunning home offers a grand 2-story foyer and a soaring family room with a cozy propane fireplace, all complemented by 9-foot ceilings throughout the main level.The open-concept kitchen is a chef’s dream, featuring a center

    Tracey Summers CENTURY 21 New Millennium

    20503 Deer Wood Park Dr, Leonardtown, MD 20650
  • 19710 Tower Hill Rd, Leonardtown, MD 20650
    19710 Tower Hill Rd, Leonardtown, MD 20650
    19710 Tower Hill Rd, Leonardtown, MD 20650
    /3

    $1,225,000 Sold Mar 31, 2025

    • 5,690 Sq Ft
    • $215/SF
    • 5 Beds
    • 6.5 Baths
    • Built 1984

    19710 Tower Hill Rd, Leonardtown, MD 20650

    Private 3.31 acre lot with beautiful views across the Potomac River. Home is almost 6000 square feet with close to 200 feet of rip rapped water frontage. 6 bedrooms and 5.5 baths including a private in law suite. Main level formal living room with doors leading to sunroom, formal dining room, private office with custom built ins, large family room off kitchen with wood burning fireplace and

    Jennifer Goddard CENTURY 21 New Millennium

    19710 Tower Hill Rd, Leonardtown, MD 20650
  • 43012 Bluejay Ln, Leonardtown, MD 20650
    43012 Bluejay Ln, Leonardtown, MD 20650
    43012 Bluejay Ln, Leonardtown, MD 20650
    /9

    $740,500 Sold Mar 27, 2025

    • 3,440 Sq Ft
    • $215/SF
    • 0 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2021

    43012 Bluejay Ln, Leonardtown, MD 20650

    Come visit this lovely Fairfax model home in the desirable community of The Meadows at Town Run. Built in 2021 by Quality Built Homes, this beauty will not disappoint. Nestled on a corner lot at the end of a quiet cul-de-sac and backing to trees add to the charm and privacy of this immaculately kept beauty. Inside the home you will find well thought-out appointments, to include 5 bedrooms and

    Robin Errington CENTURY 21 New Millennium

    43012 Bluejay Ln, Leonardtown, MD 20650
  • 42297 Riverwinds Dr, Leonardtown, MD 20650
    42297 Riverwinds Dr, Leonardtown, MD 20650
    42297 Riverwinds Dr, Leonardtown, MD 20650
    /56

    $1,450,000 Sold Mar 26, 2025

    • 3,709 Sq Ft
    • $391/SF
    • 4 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 1983

    42297 Riverwinds Dr, Leonardtown, MD 20650

    Custom waterfront home on the Potomac River with breathtaking panoramic views. Designed for both family living and entertaining, this spacious residence boasts a thoughtfully remodeled gourmet kitchen by St. Maries Builders, a family room, sunroom, living room, and a large den with a full bath on the main level. Expansive windows maximize natural light and showcase stunning sunsets.The

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    42297 Riverwinds Dr, Leonardtown, MD 20650
  • 22380 White Oak Rd, Leonardtown, MD 20650
    22380 White Oak Rd, Leonardtown, MD 20650
    22380 White Oak Rd, Leonardtown, MD 20650
    /53

    $442,500 Sold Mar 25, 2025

    • 2,680 Sq Ft
    • $165/SF
    • 30 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1975

    22380 White Oak Rd, Leonardtown, MD 20650

    Welcome to your dream home in the highly sought-after Breton Bay community of Leonardtown, Maryland! This property is a true standout, with major repairs and thoughtful upgrades already done to provide ultimate comfort and peace of mind. At the top of the list are a brand-new septic system and a new roof, alongside a host of enhancements including a fenced rear yard, leaf guards, a new roof on

    Diana Washabaugh CENTURY 21 New Millennium

    22380 White Oak Rd, Leonardtown, MD 20650
  • 41482 Margrove Cir, Leonardtown, MD 20650
    41482 Margrove Cir, Leonardtown, MD 20650
    41482 Margrove Cir, Leonardtown, MD 20650
    /4

    $483,000 Sold Mar 24, 2025

    • 2,645 Sq Ft
    • $183/SF
    • 4 Beds
    • 3.5 Baths
    • Built 2019

    41482 Margrove Cir, Leonardtown, MD 20650

    This home is the perfect choice in Clarks Rest! It features the expansive Callaway floor plan and offers a beautiful pond view. This end-unit townhome includes a 2-car rear-load garage, gas heating, a tankless water heater, and gas cooking. With 4 bedrooms and 3.5 baths, you will enjoy granite countertops in the kitchen, stainless steel appliances, and upgraded cabinetry. The spacious living area

    Chris Norris JR. Topside Realty

    41482 Margrove Cir, Leonardtown, MD 20650
  • 22239 Point Lookout Rd, Leonardtown, MD 20650
    22239 Point Lookout Rd, Leonardtown, MD 20650
    22239 Point Lookout Rd, Leonardtown, MD 20650
    /23

    $285,000 Sold Mar 20, 2025

    • 1,669 Sq Ft
    • $171/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1966

    22239 Point Lookout Rd, Leonardtown, MD 20650

    Such a convenient location. Minutes from downtown Leonardtown, minutes from NAS Patuxent River. This property is has lots of space and a garage that offers so much. Relax on your front porch or back deck. High ceiling with skylights in super big family room. Primary bedroom exists to large rear deck. Garage has work space and air lines already in place. Oil heat keeps you warm on cold

    John Gatton CENTURY 21 New Millennium

    22239 Point Lookout Rd, Leonardtown, MD 20650
  • 21717 Meadow Ct, Leonardtown, MD 20650
    21717 Meadow Ct, Leonardtown, MD 20650
    21717 Meadow Ct, Leonardtown, MD 20650
    /41

    $449,900 Sold Mar 14, 2025

    • 1,488 Sq Ft
    • $302/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    21717 Meadow Ct, Leonardtown, MD 20650

    Custom passive solar home designed for energy efficiency and comfort. This thoughtfully updated home features a newly remodeled kitchen with new cabinets, countertops, and appliances, plus LVT flooring throughout. The primary and half baths have been completely renovated.An open floor plan enhances natural light, with a solarium featuring a tiled floor. Additional highlights include a

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    21717 Meadow Ct, Leonardtown, MD 20650
  • 41952 Loker Ct, Leonardtown, MD 20650
    41952 Loker Ct, Leonardtown, MD 20650
    41952 Loker Ct, Leonardtown, MD 20650
    /27

    $460,000 Sold Mar 14, 2025

    • 2,084 Sq Ft
    • $221/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    41952 Loker Ct, Leonardtown, MD 20650

    Beautiful home in Academy Hills Neighborhood in Leonardtown! This home sits on the corner lot with a neighbor on one side and woods along the back. The location is convenient to town and Pax River but offers privacy and a quiet neighborhood without through traffic. The house features a living room, office, family room, eat in kitchen and dining room, laundry room, 4 spacious bedrooms, 2.5

    Diane Fenwick RE/MAX One

    41952 Loker Ct, Leonardtown, MD 20650
  • 21790 Cove Ln, Leonardtown, MD 20650
    21790 Cove Ln, Leonardtown, MD 20650
    21790 Cove Ln, Leonardtown, MD 20650
    /36

    $875,000 Sold Mar 14, 2025

    • 3,150 Sq Ft
    • $278/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1961

    21790 Cove Ln, Leonardtown, MD 20650

    Welcome to your dream waterfront retreat on Cherry Cove Creek! This stunning 3-bedroom, 3-bathroom rambler sits on 2.79 picturesque acres in Leonardtown, offering over 3,150 square feet of thoughtfully designed living space. As the seller is in the process of moving, professional interior photos are on the way, but you don’t have to wait to explore the incredible features of this home.The

    Mark Frisco CENTURY 21 New Millennium

    21790 Cove Ln, Leonardtown, MD 20650
  • 40095 Greentree Dr, Leonardtown, MD 20650
    40095 Greentree Dr, Leonardtown, MD 20650
    40095 Greentree Dr, Leonardtown, MD 20650
    /90

    $961,000 Sold Mar 14, 2025

    • 4,416 Sq Ft
    • $218/SF
    • 14 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2022

    40095 Greentree Dr, Leonardtown, MD 20650

    BEST AND FINAL OFFERS DUE BY TUESDAY FEBRUARY 4th at 4:00 PM. Agents, please refer to agent remarks for offer instructions.Why wait for new construction? This like-new modern farmhouse is move-in ready and loaded with upgrades! Built by the highly requested Mednick Construction, this sale includes two lots totaling nearly 7 acres, offering ample space and privacy just outside downtown

    Sarah Mulford-Martin EXP Realty, LLC

    40095 Greentree Dr, Leonardtown, MD 20650
  • 22395 Hood Ln, Leonardtown, MD 20650
    22395 Hood Ln, Leonardtown, MD 20650
    22395 Hood Ln, Leonardtown, MD 20650
    /95

    $605,000 Sold Mar 14, 2025

    • 3,120 Sq Ft
    • $194/SF
    • 42 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2011

    22395 Hood Ln, Leonardtown, MD 20650

    Over the creek and through the woods to your new house we go!! Welcome to ultimate privacy yet such an extremely convenient location. You are just minutes from shopping, restaurants, PAX Naval Base and more! Every time you travel back home it will feel like you are headed to a retreat! New full-length rear deck added in 2024- 900 finished square feet. New fencing in rear yard for pet

    Jessica Raley CENTURY 21 New Millennium

    22395 Hood Ln, Leonardtown, MD 20650
  • 22395 Gore St, Leonardtown, MD 20650
    22395 Gore St, Leonardtown, MD 20650
    22395 Gore St, Leonardtown, MD 20650
    /27

    $375,000 Sold Mar 07, 2025

    • 1,456 Sq Ft
    • $258/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    22395 Gore St, Leonardtown, MD 20650

    Discover the charm of 22395 Gore St, nestled in the sought-after town of Leonardtown! This delightful home features a sunroom filled with natural light, offering the perfect space to relax or entertain year-round. The well-appointed kitchen boasts abundant storage, ideal for staying organized while inspiring your culinary creativity. Generously sized rooms provide endless flexibility for living,

    William Rabbitt The Southside Group Real Estate

    22395 Gore St, Leonardtown, MD 20650
  • 40315 Wathen Rd, Leonardtown, MD 20650
    40315 Wathen Rd, Leonardtown, MD 20650
    40315 Wathen Rd, Leonardtown, MD 20650
    /28

    $305,000 Sold Feb 28, 2025

    • 1,040 Sq Ft
    • $293/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1971

    40315 Wathen Rd, Leonardtown, MD 20650

    This recently renovated rambler features three spacious bedrooms and one modern bathroom. Set on a flat half-acre lot, the property offers ample outdoor space for recreation, gardening, or however you see fit. The new septic tank ensures efficient waste management, enhancing the home's overall functionality. With its updated interiors and generous lot size, this residence combines comfort and

    Brian Mayer Real Broker, LLC

    40315 Wathen Rd, Leonardtown, MD 20650
  • 23259 Lindsay Dr, Leonardtown, MD 20650
    23259 Lindsay Dr, Leonardtown, MD 20650
    /2

    $430,000 Sold Feb 25, 2025

    • 2,402 Sq Ft
    • $179/SF
    • 3 Beds
    • 3.5 Baths
    • Built 2014

    23259 Lindsay Dr, Leonardtown, MD 20650

    Location location location!! The Beautiful Town of Leonardtown offers Trolley Car transportation for those nights at the local winery or pub for example. This Former model Townhome offers Upgrades and plenty of space for a growing family if needed. Bsmt recreation room can be used as a bedroom and has a full bath. Garage located off Rec Room has room for 2 cars if needed along with paved

    Diana Divver Real Broker, LLC

    23259 Lindsay Dr, Leonardtown, MD 20650
  • 40721 Merlin Way, Leonardtown, MD 20650
    40721 Merlin Way, Leonardtown, MD 20650
    40721 Merlin Way, Leonardtown, MD 20650
    /109

    $655,000 Sold Feb 21, 2025

    • 2,469 Sq Ft
    • $265/SF
    • 110 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    40721 Merlin Way, Leonardtown, MD 20650

    This 4.5 acre lot features "Wooded Privacy" for this attractive two story in the lovely community of Avenmar. An inviting foyer greets you at the front door with the formal dining room on the right and the living room on the left. The family room is straight ahead and is open to the kitchen. The kitchen features custom cabinets, a large island, granite counter tops and stainless steel

    Ron Leonard Leonard Realty, Inc.

    40721 Merlin Way, Leonardtown, MD 20650
  • 41474 Marwood Cir, Leonardtown, MD 20650
    41474 Marwood Cir, Leonardtown, MD 20650
    41474 Marwood Cir, Leonardtown, MD 20650
    /58

    $427,500 Sold Feb 20, 2025

    • 2,522 Sq Ft
    • $170/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2021

    41474 Marwood Cir, Leonardtown, MD 20650

    Offer deadline 1/6/2025 at noon. Welcome Home to this beautiful townhome located in Clarks Rest. Unit is less than 3 years young and is in immaculate condition. There is open space out of the front of the home and unit backs to trees in the rear for additional privacy. Open concept main level with all LVP flooring. Upgraded kitchen to include granite countertops and cabinets with soft close

    Cynthia Ballard CENTURY 21 New Millennium

    41474 Marwood Cir, Leonardtown, MD 20650
  • 23246 Clarks Rest Rd, Leonardtown, MD 20650
    23246 Clarks Rest Rd, Leonardtown, MD 20650
    23246 Clarks Rest Rd, Leonardtown, MD 20650
    /61

    $550,000 Sold Feb 18, 2025

    • 3,024 Sq Ft
    • $182/SF
    • 45 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    23246 Clarks Rest Rd, Leonardtown, MD 20650

    Welcome to this beautiful home nestled in the highly sought-after Clark Rest Subdivision in Leonardtown, Maryland. This charming neighborhood offers a wealth of amenities, including a pool, playground, basketball court, tennis court, and a community center. Additionally, the Leonardtown Trolley conveniently runs through the neighborhood during the summer and holiday seasons, providing easy access

    Jesieryl Hartzer CENTURY 21 New Millennium

    23246 Clarks Rest Rd, Leonardtown, MD 20650
  • 21865 Rose Bank Rd, Leonardtown, MD 20650
    21865 Rose Bank Rd, Leonardtown, MD 20650
    21865 Rose Bank Rd, Leonardtown, MD 20650
    /11

    $311,000 Sold Feb 12, 2025

    • 1,640 Sq Ft
    • $190/SF
    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1963

    21865 Rose Bank Rd, Leonardtown, MD 20650

    3 Bedroom 3 Bath Rambler situated on 2.5 acres. Level lot with plenty of potential. HUD MAKES NO REPAIRS. HUD CASE#243-006639). EQUAL HOUSING OPPORTUNITY. GROUND RENT/HOA/CONDO FEES/FF Fees if any to be verified by purchaser. All offers submitted to HUDHOMESTORE for bid status and availability visit HUDHOMESTORE.

    Christopher White Classic Select Inc

    21865 Rose Bank Rd, Leonardtown, MD 20650
  • 22355 White Oak Rd, Leonardtown, MD 20650
    22355 White Oak Rd, Leonardtown, MD 20650
    /2

    $470,000 Sold Feb 11, 2025

    • 2,028 Sq Ft
    • $232/SF
    • 4 Beds
    • 3 Baths
    • Built 1978

    22355 White Oak Rd, Leonardtown, MD 20650

    COMING SOON! What you have been waiting for: A large colonial with a 1st floor bedroom. This house is located in Breton Bay Community which is a sought after neighborhood. Just move in and enjoy your privacy or choose to join into this active golf/waterfront community. Hoa is optional but with certain fees to you have access to the following (clubhouse, neighborhood beach, pool, playground, kayak

    Donna Thomas O'Brien Realty ERA Powered

    22355 White Oak Rd, Leonardtown, MD 20650
  • 40778 S 40 Dr, Leonardtown, MD 20650
    40778 S 40 Dr, Leonardtown, MD 20650
    40778 S 40 Dr, Leonardtown, MD 20650
    /40

    $414,980 Sold Feb 05, 2025

    • 1,560 Sq Ft
    • $266/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1985

    40778 S 40 Dr, Leonardtown, MD 20650

    Welcome to this beautiful Cape Cod home, offering 4 spacious bedrooms, 2 full baths, and a versatile flex room ideal as a home office or hobby space. Nestled in a sought-after water-access neighborhood, this home is perfect for enjoying both indoor and outdoor living.Inside, you'll find fresh paint, brand-new carpet, and new flooring throughout. The kitchen boasts of new appliances to

    Tracey Summers CENTURY 21 New Millennium

    40778 S 40 Dr, Leonardtown, MD 20650
  • 41041 Knight Rd, Leonardtown, MD 20650
    41041 Knight Rd, Leonardtown, MD 20650
    41041 Knight Rd, Leonardtown, MD 20650
    /42

    $740,000 Sold Feb 03, 2025

    • 5,716 Sq Ft
    • $129/SF
    • 13 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2006

    41041 Knight Rd, Leonardtown, MD 20650

    This stunning estate is a true masterpiece, set on multiple acres of lush, meticulously landscaped grounds in one of the most sought-after neighborhoods. Boasting expansive living spaces both inside and out, this home offers unparalleled luxury and privacy. The sprawling property provides a sense of serenity and seclusion, yet remains conveniently close to top-tier schools, local beaches, and

    Connie Gunn CENTURY 21 New Millennium

    41041 Knight Rd, Leonardtown, MD 20650
  • 40459 Breton View Dr, Leonardtown, MD 20650
    40459 Breton View Dr, Leonardtown, MD 20650
    40459 Breton View Dr, Leonardtown, MD 20650
    /47

    $375,000 Sold Jan 30, 2025

    • 2,286 Sq Ft
    • $164/SF
    • 10 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1989

    40459 Breton View Dr, Leonardtown, MD 20650

    Welcome to this charming 3-level end-unit townhouse in Breton Bay! Step inside to an open floor plan and unwind by the cozy wood-burning fireplace. Enjoy the screened-in porch or host a BBQ on the deck. The home features two primary bedrooms, a dining area, and an island kitchen with a pantry. The lower level, currently used as a recreational room with a closet and full bath, could easily serve

    Chris Norris JR. Topside Realty

    40459 Breton View Dr, Leonardtown, MD 20650
  • 22321 Leonard St, Leonardtown, MD 20650
    22321 Leonard St, Leonardtown, MD 20650
    22321 Leonard St, Leonardtown, MD 20650
    /45

    $260,000 Sold Jan 24, 2025

    • 768 Sq Ft
    • $339/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    22321 Leonard St, Leonardtown, MD 20650

    Charming Cottage in Water-Privileged St. Clements Bay Discover the serenity of life in this bright and airy cottage, nestled in the sought-after St. Clements Bay community. The home features tasteful updates to the kitchen and bath, blending modern convenience with cozy charm. The level lot includes a fully fenced backyard, perfect for relaxing or entertaining, with a handy shed for extra

    Lesa Clark Redfin Corp

    22321 Leonard St, Leonardtown, MD 20650
  • 41431 Osborne Ln, Leonardtown, MD 20650
    41431 Osborne Ln, Leonardtown, MD 20650
    41431 Osborne Ln, Leonardtown, MD 20650
    /73

    $579,900 Sold Jan 14, 2025

    • 3,726 Sq Ft
    • $156/SF
    • 27 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    41431 Osborne Ln, Leonardtown, MD 20650

    Clark's Rest in Leonardtown offers a fantastic blend of convenience, recreation, and elegant living! This vibrant community is centrally located near local shops and dining, and residents enjoy access to impressive amenities, including a clubhouse, a spacious pool with water features and a dedicated kiddie pool, basketball and tennis courts, a tot lot, and playgrounds. Walking and biking trails

    Kimberly Page EXP Realty, LLC

    41431 Osborne Ln, Leonardtown, MD 20650
  • 41541 Fairwood Ct, Leonardtown, MD 20650
    41541 Fairwood Ct, Leonardtown, MD 20650
    41541 Fairwood Ct, Leonardtown, MD 20650
    /44

    $639,900 Sold Jan 10, 2025

    • 3,080 Sq Ft
    • $208/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    41541 Fairwood Ct, Leonardtown, MD 20650

    $20,000 SELLER CONCESSIONS TO BUYER!! MARRICK HOMES' PINEHURST IN CLARKS REST! MOVE IN NOW! Includes: Quartz Kitchen Countertops, Luxury Vinyl Planks, Stainless Steel Appliances, UPGRADED Cabinets throughout Kitchen & Baths, Separate Owner's Shower & Soaking Tub in Owner's Bath, and MUCH MORE! Clarks Rest community features an Outdoor Swimming Pool, Tennis Court, Basket Ball Court,

    Lynn Smithburger CENTURY 21 New Millennium

    41541 Fairwood Ct, Leonardtown, MD 20650

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