6,716

Leonardtown, MD Homes

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    • /71

      Est $563,898 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,940 Sq Ft

      23593 Mitchell Dr, Leonardtown, MD 20650

      23593 Mitchell Dr, Leonardtown, MD 20650
  • /33

    $505,000 Sold Jun 02, 2025

    • 3,392 Sq Ft
    • $149/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    41918 Sara Ann Ct, Leonardtown, MD 20650

    This beautiful two-story Colonial with a finished basement is perfectly situated in a prime location just minutes from downtown Leonardtown, offering easy access to quaint shops, restaurants, the wharf, and vibrant community events. With a traditional floor plan, the main level features durable vinyl plank flooring, a welcoming living room with a cozy gas fireplace, and a functional kitchen with

    Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
    • /28

      Est $392,973 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,008 Sq Ft

      39919 Lake Cecil Ln, Leonardtown, MD 20650

      39919 Lake Cecil Ln, Leonardtown, MD 20650
  • /56

    $395,000 Sold Jun 02, 2025

    • 1,661 Sq Ft
    • $238/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    20161 Tower Hill Rd, Leonardtown, MD 20650

    This contemporary cape cod style home is it's own private retreat on over 3 acres. The main floor gives you a formal living room with vaulted celing and 2 sided woodstove/fireplace while also providing an additional family room that could easily be converted to a 3rd bedroom. The kitchen has been updated with granite counter tops, subway tiled backsplash, new appliances and more. Dining room

    Trish Wallmark RE/MAX One

    20161 Tower Hill Rd, Leonardtown, MD 20650
    • /51

      Est $615,175 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,261 Sq Ft

      22202 Hanover Dr, Leonardtown, MD 20650

      22202 Hanover Dr, Leonardtown, MD 20650
  • /46

    $950,000 Sold Jun 02, 2025

    • 6,762 Sq Ft
    • $140/SF
    • 30 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2001

    22855 White Swan Way, Leonardtown, MD 20650

    Move right in! Tucked away on 3.59 acres, everything has been upgraded. Main level offers stunning hardwood flooring throughout, great room with 2 story ceilings and walls of windows letting nature and light in. Formal living room with custom, built-in bar and formal dining make this an exceptional home for entertaining and large gatherings. Kitchen for the gourmet cook offers natural quartzite

    Barbara Stellway KW Metro Center

    22855 White Swan Way, Leonardtown, MD 20650
    • /7

      Est $313,295 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      18808 McKays Beach Rd, Leonardtown, MD 20650

      18808 McKays Beach Rd, Leonardtown, MD 20650
  • /55

    $925,000 Sold May 30, 2025

    • 2,814 Sq Ft
    • $329/SF
    • 23 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    21940 Maranatha Way, Leonardtown, MD 20650

    Beautifully maintained and thoughtfully updated, this 3-bedroom, 2.5-bathroom rambler with a separate 1-bedroom, 1-bathroom apartment above the garage offers the perfect combination of comfort, style, and stunning waterfront living. Conveniently located on a private road, enjoy peaceful privacy while being just minutes from shops, dining, and all that Leonardtown has to offer.Inside the

    Adam Chambers JPAR Real Estate Professionals

    21940 Maranatha Way, Leonardtown, MD 20650
    • /85

      Est $635,350 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,295 Sq Ft

      22113 Philip Dr, Leonardtown, MD 20650

      22113 Philip Dr, Leonardtown, MD 20650
  • /58

    $665,000 Sold May 30, 2025

    • 4,650 Sq Ft
    • $143/SF
    • 32 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2012

    23687 Coventry Dr, Leonardtown, MD 20650

    Significant Price Adjustment – Now Priced Below Market Value!Seize the opportunity to make this stunning, move-in-ready 6-bedroom, 4.5-bath home your own. Situated on a prime corner lot in the sought-after Leonard's Grant community, this home offers over 5,500 square feet of beautifully finished space designed for comfort, entertaining, and everyday living.Highlights include a Gourmet

    Lesa Clark Redfin Corp

    23687 Coventry Dr, Leonardtown, MD 20650
    • /73

      Est $615,528 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,326 Sq Ft

      42023 Starlight Dr, Leonardtown, MD 20650

      42023 Starlight Dr, Leonardtown, MD 20650
  • /29

    $408,000 Sold May 23, 2025

    • 2,288 Sq Ft
    • $178/SF
    • 33 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1995

    40449 Breton View Dr, Leonardtown, MD 20650

    Experience the serene lifestyle of Breton Bay, where charm and convenience come together! Just steps away from the Breton Bay Country Club—offering pool, tennis, and golf amenities—and a short drive to the historic downtown Leonardtown for dining, shopping, and local events, this townhome is your ideal retreat.This captivating 3-level, three-bedroom, 3.5-bath townhome features vinyl flooring

    Edward Tully RE/MAX One

    40449 Breton View Dr, Leonardtown, MD 20650
    • /66

      Est $376,840 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,512 Sq Ft

      39922 Sassafras Ln, Leonardtown, MD 20650

      39922 Sassafras Ln, Leonardtown, MD 20650
  • /49

    $591,000 Sold May 22, 2025

    • 2,918 Sq Ft
    • $203/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    44195 Jessica Ln, Leonardtown, MD 20650

    Stunning Cape Cod on 3+ Acres in Leonardtown!Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial offering 2,918 sq ft of spacious living, nestled on 3.13 acres in the heart of Leonardtown. From the moment you arrive, you’ll feel the charm—this home stands out with its impressive curb appeal and serene setting.The wide, well-manicured driveway leads to a side-load

    Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
    • /17

      Est $343,950 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,930 Sq Ft

      21955 Budds Creek Rd, Leonardtown, MD 20650

      21955 Budds Creek Rd, Leonardtown, MD 20650
  • /73

    $435,000 Sold May 21, 2025

    • 2,306 Sq Ft
    • $189/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    41500 Margrove Cir, Leonardtown, MD 20650

    Welcome home to this meticulously maintained Compton model townhome, with rear kitchen, in the sought after community of Clark's Rest. Nestled on a quiet street near the heart of Leonardtown, this home offers the tranquility and privacy you deserve after the hustle and bustle of a busy day. Luxury vinyl plank flooring flows throughout the main level, providing both continuity and style. The

    Robin Errington CENTURY 21 New Millennium

    41500 Margrove Cir, Leonardtown, MD 20650
    • /44

      Est $578,986 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,708 Sq Ft

      41570 Miss Bessie Dr, Leonardtown, MD 20650

      41570 Miss Bessie Dr, Leonardtown, MD 20650
  • /22

    $300,000 Sold May 20, 2025

    • 1,160 Sq Ft
    • $259/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    20483 White Point Rd, Leonardtown, MD 20650

    Welcome to 20483 White Point Road!Nestled on a beautiful 1-acre lot in Leonardtown, this charming 3-bedroom, 1-bath cottage-style rambler offers the perfect blend of comfort and character. Built in 1953, the home features a cozy, single-level layout that’s easy to maintain and full of potential. Enjoy peaceful country living surrounded by nature, all while being just a short drive to the

    Theresa Shoptaw Redfin Corp

    20483 White Point Rd, Leonardtown, MD 20650
    • /70

      Est $763,329 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,657 Sq Ft

      22415 Hood Ln, Leonardtown, MD 20650

      22415 Hood Ln, Leonardtown, MD 20650
  • /53

    $605,000 Sold May 16, 2025

    • 3,340 Sq Ft
    • $181/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    41403 Heritage Ln, Leonardtown, MD 20650

    This beautiful home, situated on a desirable corner lot, exudes warmth and timeless charm. Hardwood flooring greets you upon entry, complemented by crown molding, chair rail accents, and recessed wall niches, all adding to the home’s classic appeal.The formal dining room, highlighted by stately columns and a tray ceiling, provides a sophisticated space for gatherings. The island kitchen

    Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • /45

      Est $517,090 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,652 Sq Ft

      21747 Potomac View Dr, Leonardtown, MD 20650

      21747 Potomac View Dr, 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

    Jonathan Boss RE/MAX One

    41434 Margrove Cir, Leonardtown, MD 20650
    • /60

      Est $607,313 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,572 Sq Ft

      20740 Chestnut Ridge Dr, Leonardtown, MD 20650

      20740 Chestnut Ridge 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

    Heather Foster RE/MAX One

    23598 Belmar Dr, Leonardtown, MD 20650
    • /59

      Est $543,584 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,092 Sq Ft

      41917 Sara Ann Ct, Leonardtown, MD 20650

      41917 Sara Ann 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 decor

    Michael Rose Rory S. Coakley Realty, Inc.

    23259 Jenifer Ct, Leonardtown, MD 20650
    • /70

      Est $601,458 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,334 Sq Ft

      40572 Candela Place, Leonardtown, MD 20650

      40572 Candela Place, 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

    Jessica Raley CENTURY 21 New Millennium

    41326 Margrove Cir, Leonardtown, MD 20650
    • /45

      Est $580,930 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,068 Sq Ft

      42040 Starlight Dr, Leonardtown, MD 20650

      42040 Starlight Dr, 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
    • /59

      Est $612,138 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,430 Sq Ft

      22260 Orchard Ct, Leonardtown, MD 20650

      22260 Orchard Ct, Leonardtown, MD 20650
  • /12

    $135,000 Sold May 09, 2025

    • Land
    • 4.8 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
    • /117

      Est $869,384 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,026 Sq Ft

      22430 Hood Ln, Leonardtown, MD 20650

      22430 Hood Ln, 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
    • /65

      Est $573,279 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,024 Sq Ft

      41942 Kentucky Ct, Leonardtown, MD 20650

      41942 Kentucky Ct, 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
    • /83

      Est $582,920 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      23603 Abraham Dr, Leonardtown, MD 20650

      23603 Abraham Dr, 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

    Lesa Clark Redfin Corp

    41442 Dauber Way, Leonardtown, MD 20650
    • /64

      Est $627,170 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,816 Sq Ft

      42443 Dean Forest Ct, Leonardtown, MD 20650

      42443 Dean Forest Ct, 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

Showing Results 281 - 320, Page 8 of 18

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