4,086

St Marys, MD Homes

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  • /39

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    22801 Pleasant Ln, Maddox, MD 20621

    ALMOST like a new build with this completed renovation. New interior walls, new plumbing, new electric, new appliances, new HVAC, new siding, and new floors all in the last year. New floor joists and crawl space moisture barriers. AND one of the highlights is the WATER ACCESS via the community water access point. Its a 3bedroom 2bath, open floor concept, in the Longview Beach Association. Come

    Agent Photo

    Amanda Scott

    Real Broker, LLC

    (240) 693-3429

    22801 Pleasant Ln, Maddox, MD 20621
  • /15

    $2,350 per month

    • 4 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • House for Rent

    39870 Lady Baltimore Ave, Leonardtown, MD 20650

    Charming Rambler in Water-Access Community – Available Now!Enjoy easy one-level living in this adorable 4-bedroom, 2.5-bath rambler nestled in the St. Clements Shores community. With access to St. Clements Bay, you'll love spending time outdoors in the spacious yard with mature trees, a large deck, and peaceful surroundings.Inside, the open-concept layout offers great flow for

    Lesa Clark Redfin Corp

    39870 Lady Baltimore Ave, Leonardtown, MD 20650
  • /10

    $143,500 Sold Aug 01, 2025

    • Land
    • 1.60 Acres
    • $89,688 per Acre
    • 4 Days On Market

    20668 Abell Rd, Abell, MD 20606

    Discover your own slice of coastal serenity with this rare raw land offering nestled along the tranquil waters of the bay. Whether you're a builder, visionary, or nature enthusiast, this bayfront gem offers a blank canvas with endless possibilities. Don't miss the chance to bring your vision to life in one of the area's most peaceful waterfront settings.

    Amy Scott OE Realty

    20668 Abell Rd, Abell, MD 20606
    • /3

      Not Listed For Sale

      23104 Upland Dr, Bushwood, MD 20618

      23104 Upland Dr, Bushwood, MD 20618
  • /33

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 376-2980

    20798 Waterside Dr, Leonardtown, MD 20650
  • /2

    $3,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    22373 Enoch Rd, Leonardtown, MD 20650

    Gorgeous, Classy, Completely Remodeled Colonial on a Beautiful Premium Lot Backing to Trees in the Sought After Neighborhood of Breton Bay/Society Hill. A Welcoming Covered Front Porch is the perfect spot for enjoying the array of birds that live around the property. Open Floor Plan with Upgraded, Luxury Vinyl Plank (LVP) Flooring. Stylish Living Room with Wood Burning Fireplace, Charming Dining

    Jenny Norris EXP Realty, LLC

    22373 Enoch Rd, Leonardtown, MD 20650
  • /43

    $445,000 Sold Jul 08, 2025

    • 1,820 Sq Ft
    • $245/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    40905 Knight Rd, Leonardtown, MD 20650

    Welcome to 40905 Knight Road in beautiful Leonardtown, Maryland!This charming home blends comfort and functionality with three spacious bedrooms, 2.5 baths, and a layout that’s perfect for both everyday living and entertaining.Set on a generous half-acre lot, the fully fenced backyard offers plenty of room to enjoy the outdoors. Whether you're hosting a summer barbecue or winding

    Rob Schou EXP Realty, LLC

    40905 Knight Rd, Leonardtown, MD 20650
    • /46

      Est $467,234 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,184 Sq Ft

      40077 Big Chestnut Rd, Clements, MD 20624

      40077 Big Chestnut Rd, Clements, MD 20624
  • /2

    $35,000

    • Land
    • 0.23 Acre
    • $152,174 per Acre

    36764 Roberto Dr, Bushwood, MD 20618

    Raw Land only - Comes with community amenities, utilize for temporary Rv site with water access, additional lot conveys

    Agent Photo

    Rhonda Darden

    ISA 4319 Realty LLC

    (240) 226-3669

    36764 Roberto Dr, Bushwood, MD 20618
  • /70

    $625,000 Sold Jul 02, 2025

    • 3,664 Sq Ft
    • $171/SF
    • 69 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1997

    21897 Fairway Dr, Leonardtown, MD 20650

    Qualified VA buyers using their own entitlement can assume the current 2.25% VA loan.Custom-Built Beauty Overlooking Breton Bay Golf Course! Welcome to 21897 Fairway Drive, Leonardtown, MD—a stunning 5-bedroom, 2.5-bath custom-built home in the desirable Breton Bay community. This home is in impeccable condition with numerous upgrades—simply move right in and start enjoying luxury

    Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
    • /47

      Est $535,238 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
  • /67

    $577,000

    • 2 Beds
    • 1.5 Baths
    • 2,112 Sq Ft

    37420 River Springs Rd, Avenue, MD 20609

    Unique waterfront property w/ guest house. New dock, w/ marine grade lumber and stainless-steel fasteners was raised to be higher than the avg. high tide. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor plan w/ lots of light and water views. 2 BR, 1.5 bath and bonus

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 896-3491

    37420 River Springs Rd, Avenue, MD 20609
  • /11

    $340,000 Sold Jun 27, 2025

    • 2,059 Sq Ft
    • $165/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2004

    38897 Viewriver Dr, Bushwood, MD 20618

    Welcome to your dream home! This beautifully maintained rambler features 4 spacious bedrooms and 2 full bathrooms, great for families seeking additional space. The kitchen has been updated with stainless steel appliances and granite countertops. It is located within the Longview Beach community, which is a water access community with features such as a boat ramp, pier, beach, playground,

    Sabrina Reed Coldwell Banker Realty

    38897 Viewriver Dr, Bushwood, MD 20618
    • /28

      Est $508,760 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft

      22301 Bayside Rd, Leonardtown, MD 20650

      22301 Bayside Rd, Leonardtown, MD 20650
  • /96

    $1,300,000

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island,

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 387-9601

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
  • /17

    $685,000 Sold Jun 20, 2025

    • 2,748 Sq Ft
    • $249/SF
    • 2 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1967

    21821 Cove Ln, Leonardtown, MD 20650

    Choice location, private point on Cherry Cove with outstanding views of Cherry Cove & Breton Bay. Solid brick rambler with lots of options; generous office could easily be converted into 3rd bedroom....sun room, family room and formal living room with fireplace. Home needs updating. A stunning, private, convenient location!

    Barbara Stellway KW Metro Center

    21821 Cove Ln, Leonardtown, MD 20650
    • /30

      Est $768,423 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,736 Sq Ft

      40630 Breton Oaks Ln, Leonardtown, MD 20650

      40630 Breton Oaks Ln, Leonardtown, MD 20650
  • /65

    $649,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    Welcome to 22626 Chickadee Lane—an exceptional 4-bedroom, 3.5-bath home nestled on a serene 2-acre lot in the highly sought-after Avenmar neighborhood of Leonardtown. This elegant property offers the perfect blend of privacy, space, and convenience with an open-concept layout that is flooded with natural light and designed for comfortable living and entertaining.Inside, you'll find

    Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • /76

    $460,000 Sold Jun 12, 2025

    • 2,524 Sq Ft
    • $182/SF
    • 61 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1969

    40827 Lake and Breton View Dr, Leonardtown, MD 20650

    Have you been searching for a home with the PERFECT Water Views!! Without; the Water view price??This home may be what your heart Desires!! Walk your kayaks right down the SAME block to the community beach access spot. The "walking beach" as they call it. This home has water views from BOTH levels. There are wood burning stoves on BOTH levels. The main beach access with playground and pavilion

    Connie Gunn CENTURY 21 New Millennium

    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    • /24

      Est $314,546 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,502 Sq Ft

      20284 Park Place, Coltons Point, MD 20626

      20284 Park Place, Coltons Point, MD 20626
  • /80

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,442 Sq Ft

    39825 Sweetpea Ln, Leonardtown, MD 20650

    Waterfront serenity awaits! Nestled on 3.59 private acres along Tennyson Creek with 300 feet of water frontage, this 4-bedroom, 3.5-bath home offers peace, privacy, and panoramic views. Inside, you'll find 2,408 square feet of comfortable living space featuring a cozy fireplace, wood stove, and large windows that invite the beauty of the outdoors in. The expansive deck is perfect for entertaining

    Mary Helen Wiley Daly RE/MAX One

    39825 Sweetpea Ln, Leonardtown, MD 20650
  • /51

    $415,000 Sold Jun 09, 2025

    • 1,348 Sq Ft
    • $308/SF
    • 48 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    39880 Lady Baltimore Ave, Leonardtown, MD 20650

    Introducing this beautiful 3 Bedroom 2 Full Bath Rambler in Leonardtown. Some updates in this beautiful home include new vinyl flooring throughout, the Roof was replaced in 2019, the appliances are less than 2 years old, the Heat Pump was replaced in 2020, and much much more!This home features a huge pantry in the kitchen, a huge laundry room with even more cabinets for storage, a beautiful

    Matthew Burgan Infinitas Realty Group

    39880 Lady Baltimore Ave, Leonardtown, MD 20650
    • /41

      Est $880,055 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,021 Sq Ft

      23160 Greenstone Dr, Leonardtown, MD 20650

      23160 Greenstone Dr, Leonardtown, MD 20650
  • /82

    $505,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    20395 Bowles Rd, Coltons Point, MD 20626

    Welcome to Bowles Road Your Private Waterfront Retreat!Nestled on .85 acres of serene, natural beauty, this special property offers a rare opportunity to enjoy a true beachfront lifestyle. From the moment you arrive, you’re surrounded by nature and tranquility. Throughout the seasons, you’ll witness an abundance of wildlife right in your backyard – from graceful bald eagles and osprey to

    Jessica Raley CENTURY 21 New Millennium

    20395 Bowles Rd, Coltons Point, MD 20626
  • /27

    $285,000 Sold Jun 06, 2025

    • 900 Sq Ft
    • $317/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1969

    36786 Wilson Dr, Bushwood, MD 20618

    Welcome to 36786 Wilson Dr. - your completely reimagined haven awaits. Nestled in a peaceful neighborhood, this turnkey home blends modern comforts with move-in readiness. Every major system has been thoughtfully upgraded so you can relax and enjoy. Brand New Kitchen cabinetry, countertops and fixtures and a completely updated bathroom offers buyers the style and function they crave. Beautiful

    Zachary Wyvill RE/MAX United Real Estate

    36786 Wilson Dr, Bushwood, MD 20618
    • /4

      Est $139,909 Not Listed For Sale

      36724 Vaughn Dr, Bushwood, MD 20618

      36724 Vaughn Dr, Bushwood, MD 20618
  • /30

    $510,000

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft

    22186 Monterey Place, Leonardtown, MD 20650

    Beautiful brick rambler is almost 3,000 SF overlooking lake and golf course on full, walk-out basement (2,059 SF) w/ attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight with

    Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
  • /25

    $447,000 Sold Jun 04, 2025

    • 1,504 Sq Ft
    • $297/SF
    • 48 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    21684 Potomac View Dr, Leonardtown, MD 20650

    3BR, 2Bath rancher with Front and Rear covered porches. Rear yard is ready for outdoor entertainment. Large side load garage with storage area over. Living Room with fireplace, dining area, open kitchen. No mandatory HOA, however the civic association is an optional fee.HVAC replaced a year ago.

    Terry Tenney Atlantic Southern Realty INC

    21684 Potomac View Dr, Leonardtown, MD 20650
    • /8

      Est $126,500 Not Listed For Sale

      36724 Fielding Dr, Chaptico, MD 20621

      36724 Fielding Dr, Chaptico, MD 20621
  • /15

    $550,000

    • 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
  • /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
    • /54

      Est $357,333 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft

      23170 Longview Blvd, Bushwood, MD 20618

      23170 Longview Blvd, Bushwood, MD 20618
  • /41

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment you

    Dawn Riley RE/MAX One

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • /7

    $280,000 Sold May 31, 2025

    • Land
    • 10 Acres
    • $28,542 per Acre
    • 39 Days On Market

    20575 Golden Thompson Rd, Avenue, MD 20609

    Cash or conventional loan possibly. Almost 10 Acres in Avenue MD, with perc, comprised of 2 parcels, including a 9.81 acre parcel and a 50 FOOT (.1 acre) waterfront parcel on Saint Patrick's Creek. (The Pier on the 0.1 acre Waterfront Parcel is not for Sale. ) 85% cleared flat land. New Metal barn on property. Water views all around! Come build your dream home! Bring your horses! PASSED PERC

    Kelly Zhang Signature Home Realty LLC

    20575 Golden Thompson Rd, Avenue, MD 20609
    • /9

      Est $288,259 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      23240 Longview Blvd, Bushwood, MD 20618

      23240 Longview Blvd, Bushwood, MD 20618
  • /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
  • /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 main

    Adam Chambers JPAR Real Estate Professionals

    21940 Maranatha Way, Leonardtown, MD 20650
    • /24

      Est $297,751 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft

      23225 Meadow Rd, Bushwood, MD 20618

      23225 Meadow Rd, Bushwood, MD 20618
  • /36

    $499,000

    • 1 Bed
    • 1 Bath
    • 392 Sq Ft

    39020 Sonnie Way, Clements, MD 20624

    Imagine waking up each day to breathtaking sunrises over Saint Clements Bay! This delightful cottage offers a tranquil, vacation-like lifestyle with no HOA and prime waterfront access. It also presents income potential as it can sleep six. Meticulous planning has crafted this stunning home, which exudes the elegance of a high-end interior designer. Inside, you'll find a bright and airy living

    Julie Fuller EXP Realty, LLC

    39020 Sonnie Way, Clements, MD 20624
  • /35

    $331,700 Sold May 26, 2025

    • 2,536 Sq Ft
    • $131/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2010

    23110 Upland Dr, Bushwood, MD 20618

    Welcome to 23110 Upland Drive in charming Bushwood, MD—offering peaceful living with extra space to grow! This well-maintained, one-owner home features 3 bedrooms and 3 full baths, with an impressive utility room providing ample storage. Enjoy outdoor living on the brand-new Trex decks and take advantage of the included adjacent lot for added privacy or future potential. Just a short drive from

    William Rabbitt The Southside Group Real Estate

    23110 Upland Dr, Bushwood, MD 20618

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