6,693

St Marys, MD Homes

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  • /67

    $739,900

    • 4 Beds
    • 4 Baths
    • 4,829 Sq Ft

    41535 Fairwood Ct, Leonardtown, MD 20650

    Stunning 4 Bed / 4 Bath Ranch Rambler in Sought-After Clark’s Rest CommunityWelcome to your dream home! Nestled in the highly desirable Clark’s Rest community, this stunning 4-bedroom, 4-bath Ranch Rambler is only one year old and loaded with upgrades with exceptional curb appeal and luxurious features throughout, this is a rare find that won’t last long. This modern home blends comfort,

    Ms. Stephanie M Lee EXP Realty, LLC

    41535 Fairwood Ct, 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
    • /37

      Est $399,092 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,109 Sq Ft

      23005 Abell St, Leonardtown, MD 20650

      23005 Abell St, Leonardtown, MD 20650
  • /18

    $200,000

    • Land
    • 3.53 Acres
    • $56,657 per Acre

    0 Kiskadee Ln, Leonardtown, MD 20650

    The LAST BUILDING SITE in Avenmar! You won't want to miss this opportunity to purchase the last builder developed parcel in one of Leonardtown's most sought after communities! With over 3.5 wooded acres, this property offers a flat, private, wooded setting like no other. Community features pier, boat ramp, stables, pool, community center and so much more! Contact us for more info, or to set up a

    Pattee McInerney Scott McInerney RE/MAX One

    0 Kiskadee 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 garage, providing

    Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
    • /45

      Est $443,834 Not Listed For Sale

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

      21126 Arbor Ct, Leonardtown, MD 20650

      21126 Arbor Ct, Leonardtown, MD 20650
  • /75

    $784,990

    • 5 Beds
    • 3 Baths
    • 6,064 Sq Ft

    40801 Kiskadee Ln, Leonardtown, MD 20650

    Welcome to 40801 Kiskadee Lane — a truly exceptional residence nestled on over 3 private acres in the prestigious waterfront community of Avenmar. This grand colonial home is an entertainer’s dream, offering over 6,000 square feet of beautifully designed living space, and is specially offered with the last available building lot in the community — an additional 3.5+ acre parcel for $200,000,

    Pattee McInerney Scott McInerney RE/MAX One

    40801 Kiskadee Ln, 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
    • /65

      Est $881,613 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 4,873 Sq Ft

      22265 Orchard Ct, Leonardtown, MD 20650

      22265 Orchard Ct, Leonardtown, MD 20650
  • /67

    $799,900

    • Land
    • 3.56 Acres
    • $224,691 per Acre

    39645 Sweetpea Ln, Leonardtown, MD 20650

    UNIQUE BEAUTIFUL OPPORTUNITY to Unlock the potential of a lifetime with this rare and spectacular waterfront property! This stunning PENINSULA boasts approximately 1200 feet of waterfront, with its prime location fronting St. Clements Bay with protected coves/creeks on either side. There is some sandy beach on property in one section. This property offers breathtaking views and endless

    Sandi Denny CENTURY 21 New Millennium

    39645 Sweetpea Ln, 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 heart of

    Theresa Shoptaw Redfin Corp

    20483 White Point Rd, Leonardtown, MD 20650
    • /54

      Est $545,172 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,382 Sq Ft

      21137 Marigold St, Leonardtown, MD 20650

      21137 Marigold St, Leonardtown, MD 20650
  • /126

    $5,950,000

    • 5 Beds
    • 8 Baths
    • 12,113 Sq Ft

    41505 Knight Rd, Leonardtown, MD 20650

    Stunning. Welcome to a world of unparalleled luxury and breathtaking beauty. Nestled along the tranquil waters off of the Potomac River, this custom-built four level waterfront estate on almost 18 acres, is a testament to architectural brilliance and sophisticated design. As you approach the grand entrance, you are greeted by a circular driveway, detached 3-car garage, attached 2-car garage,

    Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, 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 features

    Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • /50

      Est $298,852 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,008 Sq Ft

      22204 Nomoni St, Leonardtown, MD 20650

      22204 Nomoni St, Leonardtown, MD 20650
  • /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, 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
    • /76

      Est $679,684 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,992 Sq Ft

      41488 Pensive St, Leonardtown, MD 20650

      41488 Pensive St, Leonardtown, MD 20650
  • /32

    $429,900

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    22362 Armstrong Dr, Leonardtown, MD 20650

    Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDSeller is wiling to Offer Some Seller Paid Closing Help!Nestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, 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
    • /70

      Est $688,618 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,228 Sq Ft

      21380 Fairwood Ct, Leonardtown, MD 20650

      21380 Fairwood Ct, Leonardtown, MD 20650
  • /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac River’s white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, 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
    • /44

      Est $466,946 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,204 Sq Ft

      22480 Sparrow Ct, Leonardtown, MD 20650

      22480 Sparrow Ct, Leonardtown, MD 20650
  • /13

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, 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
    • /42

      Est $532,338 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft

      21120 Someday Farm Ln, Leonardtown, MD 20650

      21120 Someday Farm Ln, Leonardtown, MD 20650
  • /6

    $159,900

    • Land
    • 1.49 Acres
    • $107,315 per Acre

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Charming Cul-de-Sac Lot in Breton Oaks – No HOA!Discover the perfect place to build your dream home on this beautiful, private lot located in the peaceful cul-de-sac of Breton Oaks. This small, custom-built subdivision offers a tranquil setting, with all homes in the neighborhood uniquely designed by St. Maries Builders. You can choose to build with them or bring your own builder to bring

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40624 Breton Oaks 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
    • /34

      Est $375,927 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft

      20440 Chingville Rd, Leonardtown, MD 20650

      20440 Chingville Rd, Leonardtown, MD 20650
  • /29

    $999,900

    • Land
    • 10 Acres
    • $98,029 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this breathtaking 10.2-acre waterfront lot overlooking the serene Breton Bay. This rare gem is not just a piece of land; it's an invitation to create a life of adventure, tranquility, and natural beauty.Endless Possibilities:With perc approval already in place, this stunning property is ready for your dream home. Imagine waking up to stunning views

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, 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
    • /63

      Est $762,622 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 5,258 Sq Ft

      23467 Lindsay Dr, Leonardtown, MD 20650

      23467 Lindsay Dr, Leonardtown, MD 20650
  • /2

    $225,000

    • Land
    • 8 Acres
    • $30,000 per Acre

    0 Wathen Rd, Leonardtown, MD 20650

    NEW CONSTRUCTION TO BE BUILT. This stunning lot is co-marketed with Caruso Homes, featuring the impressive DEERFIELD model—a four-bedroom floor plan with the option to include a convenient In-Law suite on the main level. Embrace the joy of gathering with loved ones in this thoughtfully designed open-concept home, highlighted by a spacious great room seamlessly connected to the kitchen. The

    Amber Williams Amber & Company Real Estate

    0 Wathen Rd, 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
    • /39

      Est $448,132 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft

      41464 Helen Marie Ct, Leonardtown, MD 20650

      41464 Helen Marie Ct, Leonardtown, MD 20650
  • /6

    $24,900

    • Land
    • 0.18 Acre
    • $138,333 per Acre

    0 Long Leaf Ln Unit MDSM2012646, Leonardtown, MD 20650

    These wooded lots are almost across the street from the St. Clements Shores Community Park! Invest in undeveloped land now, for future building lot. Public sewer hook up planned to be available, as system expansion is slated to occur within a few years per MetCom. Currently could possibly be used for storage building or similar.

    Juliet Brown Residential Plus Real Estate Services

    0 Long Leaf Ln Unit MDSM2012646, 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
    • /90

      Est $716,937 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft

      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      20746 Deer Wood Park Dr, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 8 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 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

Showing Results 121 - 160, Page 4 of 18

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