6,693

St Marys, MD Homes

Section Image
    • /83

      Est $552,456 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,115 Sq Ft

      41936 Kentucky Ct, Leonardtown, MD 20650

      41936 Kentucky Ct, Leonardtown, MD 20650
  • /83

    $1,700,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,459 Sq Ft

    40972 Mollies Way, Leonardtown, MD 20650

    Once in a Lifetime Potomac River Estate on 20+ AcresAt the end of a long, private drive, discover this breathtaking custom-built Potomac River waterfront 3459SQFT Colonial, nestled on 20.35 acres of pristine land with sweeping river views and a private pond. Built in 1995 by its original owners, this stunning 4-bedroom, 2.5-bath estate redefines timeless craftsmanship, luxurious design,

    Mark Frisco CENTURY 21 New Millennium

    40972 Mollies Way, 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
    • /54

      Est $585,317 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,538 Sq Ft

      20370 Chingville Rd, Leonardtown, MD 20650

      20370 Chingville Rd, Leonardtown, MD 20650
  • /78

    $699,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,970 Sq Ft

    21385 Fairwood Ct, Leonardtown, MD 20650

    ENTERTAINERS DREAM! Expansive Living, 4-CAR GARAGE(S), & Heated Pool - Now PRICED TO SELL! Seize this incredible opportunity to own a meticulously maintained, stunning home with an exquisite outdoor entertaining space. This significant adjustment reflects the seller's response to market feedback and motivation to find the perfect buyer quickly, ensuring you can enjoy an unparalleled lifestyle and

    Dawn Bell RE/MAX One

    21385 Fairwood Ct, 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
    • /61

      Est $750,367 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft

      22425 Archer St, Leonardtown, MD 20650

      22425 Archer St, Leonardtown, MD 20650
  • /3

    $199,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    20837 Camp Cosoma Rd, Leonardtown, MD 20650

    Charming 2-bedroom, 1-bath home nestled on 2.31 acres just a short walk from St. Mary's Lake. Enjoy one-level living with a spacious living room, large eat-in kitchen, large mudroom and separate utility room, plus a relaxing screened porch and equally relaxing and peaceful, tree-lined backyard. The home offers a generous front yard with ample space for gardening and outdoor activities. Make sure

    Jennifer Goddard CENTURY 21 New Millennium

    20837 Camp Cosoma Rd, 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
    • /43

      Est $331,697 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 912 Sq Ft

      22373 Armstrong Dr, Leonardtown, MD 20650

      22373 Armstrong Dr, Leonardtown, MD 20650
  • /25

    $400,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    23888 Hollywood Rd, Leonardtown, MD 20650

    Modern Charm Meets Country! Welcome to your private retreat in the heart of Leonardtown! This completely updated 4-bedroom, 2-bath rambler sits on 1.3 acres of peace and privacy—tucked off the road and surrounded by nature. Inside, you'll fall in love with the wide-open layout, fresh neutral tones, and stunning luxury vinyl flooring that flows seamlessly throughout.The

    Mark Frisco CENTURY 21 New Millennium

    23888 Hollywood Rd, 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
    • /58

      Est $422,962 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,286 Sq Ft

      40457 Breton View Dr, Leonardtown, MD 20650

      40457 Breton View Dr, Leonardtown, MD 20650
  • /59

    $435,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    23265 Lindsay Dr, Leonardtown, MD 20650

    Welcome Home to this stunning 3 Bedroom, 3.5 Bath Townhome in the vibrant community of Clarks Rest in the heart of Leonardtown! Step inside this bright and open floorplan featuring 9 foot ceilings and gleaming hardwood floors throughout the main level. The dining room moves effortlessly to the well-appointed kitchen boasting gourmet Stainless Steel appliances, granite countertops, a large

    Wayne & Christine Floyd RE/MAX Realty Group

    23265 Lindsay Dr, 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
    • /47

      Est $614,605 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,929 Sq Ft

      23577 Abraham Dr, Leonardtown, MD 20650

      23577 Abraham Dr, Leonardtown, MD 20650
  • /27

    $525,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    Welcome to your dream home in the desirable Chestnut Hills community of Leonardtown, Maryland! This charming 4-bedroom, 2.5-bathroom single-family home offers a perfect blend of space, comfort, and privacy, all set on an impressive 4.24 acres. With 2,538 square feet of living space, this residence features beautiful hardwood floors throughout, adding a warm and inviting touch.The heart of

    Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, 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
    • /77

      Est $478,408 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,275 Sq Ft

      22909 Cedar Lane Rd, Leonardtown, MD 20650

      22909 Cedar Lane Rd, Leonardtown, MD 20650
  • /15

    $550,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    41130 Cryer Ct, Leonardtown, MD 20650

    A rare opportunity on the shores of Breton Bay, presents a canvas for transformation. This expansive 1.05 acre waterfront boast 164 feet of private shoreline and delivers breathtaking sunset panoramas. This classic 1955 construction offers endless renovation potential. With 1468 square feet of main living space and a 1247 square foot basement, this 3 bedroom 2 bathroom home shows

    Sharon Cox CENTURY 21 New Millennium

    41130 Cryer Ct, 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
    • /86

      Est $422,804 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 2,676 Sq Ft

      40427 Breton View Dr, Leonardtown, MD 20650

      40427 Breton View Dr, Leonardtown, MD 20650
  • /43

    $687,900 Pending

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft

    20620 Laurel Ct, Leonardtown, MD 20650

    Move Right In and Start Living the Leonardtown Lifestyle!Welcome to 20620 Laurel Court — where modern luxury meets small town charm on nearly 5 private acres in sought-after Leonardtown, Maryland. Nestled in a peaceful cul-de-sac, this thoughtfully reimagined home offers over 3,000 sq ft of exceptional living space with 5 bedrooms and 3 full baths — including a convenient main level bedroom and

    Amy Gallo RE/MAX One

    20620 Laurel Ct, 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
    • /64

      Est $476,599 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,243 Sq Ft

      42705 Redgate Farm Ln, Leonardtown, MD 20650

      42705 Redgate Farm Ln, Leonardtown, MD 20650
  • /17

    $3,800,000 Pending

    • Land
    • 52 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 New Millennium

    0 Cedar Lane Rd, 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
    • /9

      Est $531,533 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /62

    $1,150,000 Open Sat 11AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft

    21055 Breton Beach Ct, Leonardtown, MD 20650

    Tucked away on nearly four acres of waterfront privacy along protected Breton Bay, this exceptional Leonardtown estate offers the perfect blend of comfort, craftsmanship, and coastal lifestyle. With approximately 150 feet of shoreline, the property’s elevated positioning above the waterline provides both added protection and sweeping water views. A beautifully constructed rip rap revetment

    Robert Gauger EXP Realty, LLC

    21055 Breton Beach Ct, 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
    • /81

      Est $767,939 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft

      43164 Gum Spring Dr, Leonardtown, MD 20650

      43164 Gum Spring Dr, Leonardtown, MD 20650
  • /53

    $399,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,308 Sq Ft

    19137 Lake Dr, Leonardtown, MD 20650

    If moody modern colors, classy, and close to the water is your vibe, this is the one. Tucked just steps from the shores of the majestic Potomac River, this updated coastal retreat features 3 bedrooms, 2.5 baths, and two fireplaces...one stone fireplace in the cozy living room and another in the owner’s suite. Inside, the home has been freshly painted in a warm, modern palette with deep blues,

    Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, 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
    • /56

      Est $711,650 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,524 Sq Ft

      40688 Clearfields Ct, Leonardtown, MD 20650

      40688 Clearfields Ct, Leonardtown, MD 20650
  • /46

    $350,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    22798 Lawrence Ave, Leonardtown, MD 20650

    Looking to be within walking distance to all of the amenities that Leonardtown Square has to offer? Look no further than this updated turn key townhome. You can stroll on the sidewalks to all of the local shops, restaurants, post office, and the waterfront park. Conveniently close to St. Mary's Hospital, Patuxent River Naval Air Station, and Solomons Island. No HOA, public water and public

    Barbara Click O'Brien Realty ERA Powered

    22798 Lawrence Ave, 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
    • /80

      Est $601,710 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,916 Sq Ft

      23598 Abraham Dr, Leonardtown, MD 20650

      23598 Abraham Dr, Leonardtown, MD 20650
  • /16

    $275,000 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 2,078 Sq Ft

    43658 Redmond Rd, Leonardtown, MD 20650

    DON'T MISS THIS FABULOUS OPPORTUNITY***FANTASTIC BRICK RAMBLER***4 BEDROOMS***2 CAR GARAGE***FORMAL DINING ROOM***HARDWOOD FLOORS***BRICK FIREPLACE***CHAINLINK FENCE***CEILING FANS***2 CAR CARPORT***ENJOY THE PEAR TREE***CENTRAL AIR***THIS HOME IS BEING SOLD COMPLETELY AS-IS***HURRY THIS PROPERTY WON'T LAST LONG**

    Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, 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
    • /68

      Est $1,043,437 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,226 Sq Ft

      40741 Merlin Way, Leonardtown, MD 20650

      40741 Merlin Way, Leonardtown, MD 20650

Showing Results 201 - 240, Page 6 of 18

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