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St Marys County MD Homes for Sale with Parking

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  • 17203 Piney Point Rd, Piney Point, MD 20674
    17203 Piney Point Rd, Piney Point, MD 20674
    17203 Piney Point Rd, Piney Point, MD 20674
    /43

    $874,900

    • 6 Beds
    • 3 Baths
    • 2,683 Sq Ft

    17203 Piney Point Rd, Piney Point, MD 20674

    The current owners have lovingly maintained this home as their second residence, and it truly shows! Inside, you’ll find formal living and dining rooms, an updated eat-in kitchen with a center island, quartz countertops, and stainless steel appliances. The living room features a cozy wood-burning fireplace, and a great sunroom overlooks the Potomac River.Natural hardwood floors run throughout

    Agent Photo

    DANNY LEUNG

    Century 21 Redwood Realty

    (240) 896-5594

    17203 Piney Point Rd, Piney Point, MD 20674
  • 44140 Outrigger Way, California, MD 20619
    44140 Outrigger Way, California, MD 20619
    44140 Outrigger Way, California, MD 20619
    /36

    $299,900

    • 1 Bed
    • 1.5 Baths
    • 1,645 Sq Ft

    44140 Outrigger Way, California, MD 20619

    Step into modern comfort with this beautifully designed 1-bedroom, 1.5-bath condo, featuring an open-concept layout and high-end finishes throughout. The spacious living room boasts dramatic vaulted ceilings, creating a light-filled and airy space perfect for relaxing or hosting. A convenient half bath adds functionality for guests. The impressive kitchen is a true showpiece, complete with

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 901-9263

    44140 Outrigger Way, California, MD 20619
  • 38884 Collinwood Dr, Abell, MD 20606
    38884 Collinwood Dr, Abell, MD 20606
    38884 Collinwood Dr, Abell, MD 20606
    /47

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    38884 Collinwood Dr, Abell, MD 20606

    Stunning Waterfront Rambler! Move-In Ready! Experience the charm of coastal living in this beautifully renovated all-brick rambler perfectly situated on 1.19 acres with 262 feet of waterfront! From sunrise to sunset, enjoy 360-degree panoramic water views in a peaceful, private setting surrounded by mature trees and wildlife. Step inside to discover 3 spacious bedrooms, updated 2.5 bathrooms, and

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-4482

    38884 Collinwood Dr, Abell, MD 20606
  • 22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    /42

    $520,000

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    22547 Landing Way, Leonardtown, MD 20650

    Live in this lovely waterfront community. Enjoy Kayaking, Paddle boarding whatever your hobbies are. There is even yoga on the wharf, You can walk to weekend concerts on the square. Leonardtown is a wonderful place to live. How about an elevator? This home has one. Send your groceries up in the elevator. Send you laundry down in the elevator, 5 decks/porches to enjoy outdoor living. Walk to the

    Agent Photo

    Trish Brow

    EXP Realty, LLC

    (227) 999-2906

    22547 Landing Way, Leonardtown, MD 20650
  • 23100 Rison Rd, Lexington Park, MD 20653
    23100 Rison Rd, Lexington Park, MD 20653
    23100 Rison Rd, Lexington Park, MD 20653
    /42

    $449,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,478 Sq Ft

    23100 Rison Rd, Lexington Park, MD 20653

    Stop compromising between a renovated interior and a dream workspace. This 5BR/3BA gem offers both.The Interior: Renovated & Ready: Fresh paint, modern lighting, and HG LVP flooring throughout.Flexible Spaces: Two distinct living areas, including a lower-level family room with a brick propane fireplace.Designer Baths: Fully updated with modern fixtures and vanities.The Exterior &

    Agent Photo

    Aisha Holmes

    Samson Properties

    (240) 712-5471

    23100 Rison Rd, Lexington Park, MD 20653
  • 23272 Hickory Hollow Ln, California, MD 20619
    23272 Hickory Hollow Ln, California, MD 20619
    23272 Hickory Hollow Ln, California, MD 20619
    /48

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    23272 Hickory Hollow Ln, California, MD 20619

    Back on the market, through no fault of the sellers! Welcome home to this beautifully maintained property that truly shows pride of ownership at every turn. Step inside to find thoughtful updates throughout, including brand-new carpet, gleaming hardwood and porcelain floors, and a spacious, inviting layout perfect for both relaxing and entertaining. The kitchen is the heart of this home,

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (240) 237-9515

    23272 Hickory Hollow Ln, California, MD 20619
  • 21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    /33

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    21345 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21345 Fairwood Court! Thoughtfully updated and meticulously maintained, this move-in-ready home in the desirable Leonardtown Farms community offers space, layout, and functionality. With 5 bedrooms on the upper level, 3.5 bathrooms, and generous living spaces on every level, there is room to grow, gather, and truly settle in. Beautiful landscaping welcomes you to the covered front

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 203-7895

    21345 Fairwood Ct, Leonardtown, MD 20650
  • 45521 Westmeath Way Unit 12, Great Mills, MD 20634
    45521 Westmeath Way Unit 12, Great Mills, MD 20634
    45521 Westmeath Way Unit 12, Great Mills, MD 20634
    /14

    $184,100

    • 1 Bed
    • 1.5 Baths
    • 879 Sq Ft

    45521 Westmeath Way Unit 12, Great Mills, MD 20634

    Beautiful First-Floor Condo Offering Comfort, Convenience, and Low-Maintenance LivingDiscover the perfect blend of comfort, style, and easy living in this beautifully maintained first-floor condo. Featuring 1 bedroom, 1.5 baths, and 879 square feet, this home is designed for simplicity and function without sacrificing modern appeal.Step through the secure entryway into a bright,

    Agent Photo

    Danielle Sloan

    JPAR Real Estate Professionals

    (240) 628-6899

    45521 Westmeath Way Unit 12, Great Mills, MD 20634
  • 38310 Pleasant View Dr, Charlotte Hall, MD 20622
    38310 Pleasant View Dr, Charlotte Hall, MD 20622
    38310 Pleasant View Dr, Charlotte Hall, MD 20622
    /35

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    38310 Pleasant View Dr, Charlotte Hall, MD 20622

    Welcome to this unique opportunity in a well-established neighborhood, where privacy and potential meet! This home offers a new roof, siding, shutters, & gutters with plenty of space between neighbors and sits on an expansive 3.8 acres, & includes the adjoining 3.5-acre lot next door.The home itself could truly shine with a little cosmetic updating, making it a perfect fit for buyers looking

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 240-6072

    38310 Pleasant View Dr, Charlotte Hall, MD 20622
  • 23660 Pine View Ln, Hollywood, MD 20636
    23660 Pine View Ln, Hollywood, MD 20636
    23660 Pine View Ln, Hollywood, MD 20636
    /9

    $950,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 3,744 Sq Ft

    23660 Pine View Ln, Hollywood, MD 20636

    This property is located in a rapidly developing area of central St. Mary’s County very close to the expanding county airport, offering strong potential for future growth and investment.The parcel is currently zoned RL (Residential Low Density), which allows for one dwelling unit per acre, with the potential for up to five homes per acre under the current zoning ordinance. Additionally,

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 230-6304

    23660 Pine View Ln, Hollywood, MD 20636
  • 23771 Myrtle Glen Way, California, MD 20619
    23771 Myrtle Glen Way, California, MD 20619
    23771 Myrtle Glen Way, California, MD 20619
    /44

    $415,000

    • 4 Beds
    • 4 Baths
    • 2,290 Sq Ft

    23771 Myrtle Glen Way, California, MD 20619

    *Full home inspection performed and available to buyers upon request.* Step inside to an impressive open-concept living space, perfect for both entertaining and relaxing. On the main floor, a versatile room awaits—ideal as a private office or guest suite, complete with its own rear entry. Upstairs, soaring ceilings frame a chef-inspired kitchen that flows seamlessly into the family room, with

    Agent Photo

    Amy Scott

    OE Realty

    (240) 589-5172

    23771 Myrtle Glen Way, California, MD 20619
  • 24931 Sotterley Rd, Hollywood, MD 20636
    24931 Sotterley Rd, Hollywood, MD 20636
    /2

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,631 Sq Ft

    24931 Sotterley Rd, Hollywood, MD 20636

    TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon. Plans to break ground Jan/Feb 2026 with a projected completion date of June/Aug 2026 or sooner. Front of the home will showcase Board & Batten vinyl siding, black framed Double-Hung, Low-E windows, a 6x24' covered front porch with black metal roofing. Rear and sides of the home with Vinyl Lap Siding and

    Agent Photo

    Sandi Foraci

    RE/MAX One

    (227) 234-0860

    24931 Sotterley Rd, Hollywood, MD 20636
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /61

    $679,900

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream come true for boaters and anglers alike.Inside, you’ll find a

    Agent Photo

    Mileah Walker

    Real Broker, LLC

    (227) 240-6440

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 35587 Golf Course Dr, Mechanicsville, MD 20659
    35587 Golf Course Dr, Mechanicsville, MD 20659
    35587 Golf Course Dr, Mechanicsville, MD 20659
    /41

    $445,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    35587 Golf Course Dr, Mechanicsville, MD 20659

    USDA ELIGIBLE - 100% FINANCING ELIGIBLE. Enjoy the view from the 16th fairway in this beautiful home located in Wicomico Shores. Modern open kitchen concept with granite countertops and maple cabinets. This 4 Bedroom 3 bath home is spacious and inviting. You'll love the large deck that is partially screened plus access to the private above ground pool. The Community landing has its own picnic

    Rich Thomas Redfin Corp

    35587 Golf Course Dr, Mechanicsville, MD 20659
  • 23175 Whistlewood Ln, California, MD 20619
    23175 Whistlewood Ln, California, MD 20619
    23175 Whistlewood Ln, California, MD 20619
    /38

    $489,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    23175 Whistlewood Ln, California, MD 20619

    Details coming soon — you won’t want to miss this beautiful home!

    Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
  • Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    /46

    $449,900 Open Thu 3PM - 5PM

    • 4 Beds
    • 3.5 Baths

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison

    Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
  • 48800 Spring Ridge Rd, Lexington Park, MD 20653
    48800 Spring Ridge Rd, Lexington Park, MD 20653
    48800 Spring Ridge Rd, Lexington Park, MD 20653
    /55

    $900,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,021 Sq Ft

    48800 Spring Ridge Rd, Lexington Park, MD 20653

    Start 2026 exactly the way you deserve—by making this extraordinary all-brick modern Tudor your own. Tucked behind a private gated drive, this nearly 21⁄2-acre retreat immediately sets the tone for a life of serenity, privacy, and refined coastal living. As you arrive, the escape begins: a sparkling pool welcomes you home, while a tranquil inland pond—shaped by the gentle tides of the Chesapeake

    Dorothy Bistransin Redfin Corp

    48800 Spring Ridge Rd, Lexington Park, MD 20653
  • 43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    /29

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Welcome to 43998 Swift Fox Dr—an inviting three-story home featuring four bedrooms, three full baths, and a convenient half bath. The heart of the home is the spacious kitchen, complete with rich wood cabinetry, granite countertops, and stainless steel appliances. It opens to a bright, airy living area that’s perfect for entertaining or unwinding after a long day. Upstairs, the primary suite

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • 40265 Beach Dr, Mechanicsville, MD 20659
    40265 Beach Dr, Mechanicsville, MD 20659
    40265 Beach Dr, Mechanicsville, MD 20659
    /11

    $539,000

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    40265 Beach Dr, Mechanicsville, MD 20659

    Time to enjoy the beautiful views of this 4 Bedroom 2 Bath rambler that has a 2 car garage. HUD MAKES NO REPAIRS. HUD CASE#241-931775). 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

    40265 Beach Dr, Mechanicsville, MD 20659
  • 28966 Thompson Corner Rd, Mechanicsville, MD 20659
    28966 Thompson Corner Rd, Mechanicsville, MD 20659
    28966 Thompson Corner Rd, Mechanicsville, MD 20659
    /11

    $389,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    28966 Thompson Corner Rd, Mechanicsville, MD 20659

    Welcome to 28966 Thompson Corner Road, a charming 3 Bedroom Home with lots of yard in Mechanicsville, MD. This beautifully updated single-family home nestled in a quiet, well-established neighborhood in Saint Mary's County is perfect for first-time home buyers or growing families. Situated on a generous lot, this lovely home offers separate living and dining rooms, a beautiful kitchen with ample

    Suzette Hampton Samson Properties

    28966 Thompson Corner Rd, Mechanicsville, MD 20659
  • 30170 Curtiss Rd, Mechanicsville, MD 20659
    30170 Curtiss Rd, Mechanicsville, MD 20659
    30170 Curtiss Rd, Mechanicsville, MD 20659
    /35

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,203 Sq Ft

    30170 Curtiss Rd, Mechanicsville, MD 20659

    Welcome to this inviting split-foyer home tucked away in the desirable Golden Beach/Mechanicsville community. The upper level features an open-concept kitchen, dining, and living area—perfect for everyday living and effortless entertaining. Natural light flows through the space, creating a warm and welcoming atmosphere. Step outside to the rear screened-in porch, an ideal spot to enjoy morning

    Gemma Nelson Berkshire Hathaway HomeServices PenFed Realty

    30170 Curtiss Rd, Mechanicsville, MD 20659
  • 44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    /49

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    44913 Widgeon Place, Callaway, MD 20620

    Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay.The charming front porch sets the stage, offering a warm welcome and the perfect place to relax

    Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • 43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    /58

    $499,900

    • 3 Beds
    • 2 Baths
    • 3,140 Sq Ft

    43979 Drum Cliff Rd, Hollywood, MD 20636

    Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with

    Ken Phipps CENTURY 21 New Millennium

    43979 Drum Cliff Rd, Hollywood, MD 20636
  • 44620 Saint Andrews Church Rd, California, MD 20619
    44620 Saint Andrews Church Rd, California, MD 20619
    44620 Saint Andrews Church Rd, California, MD 20619
    /49

    $399,999

    • 3 Beds
    • 2 Baths
    • 2,442 Sq Ft

    44620 Saint Andrews Church Rd, California, MD 20619

    Welcome home to a place where Southern charm meets everyday ease, set on nearly two acres of peaceful privacy with no homeowners association. This inviting rambler offers the freedom to spread out, unwind, and truly enjoy your surroundings while still being close to everything you need. Inside, the home is designed for both connection and comfort. Three well-appointed bedrooms and two full baths

    Christina Justice RE/MAX One

    44620 Saint Andrews Church Rd, California, MD 20619
  • 16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    /70

    $1,399,998 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    Exceptional waterfront residence situated on 2.07 private acres in prestigious Piney Point, offering refined coastal living with breathtaking water views. This thoughtfully designed home features 3 bedrooms and 2.5 baths, highlighted by a massive chef’s kitchen with an oversized island perfectly positioned to capture stunning waterfront vistas—ideal for both everyday living and elegant

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • 46017 E Sunrise Dr, Lexington Park, MD 20653
    46017 E Sunrise Dr, Lexington Park, MD 20653
    /2

    $295,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,238 Sq Ft

    46017 E Sunrise Dr, Lexington Park, MD 20653

    Nice location in the desirable Town Creek neighborhood, just minutes from Patuxent River Naval Base and nearby shopping. This 3-bedroom, 1-bath home features hardwood floors, a spacious kitchen, a fireplace, additional space suitable for a home office or flex room, an attached carport, and a huge, fully fenced rear yard—offering plenty of potential inside and out. The expansive backyard is ideal

    Jennifer Goddard CENTURY 21 New Millennium

    46017 E Sunrise Dr, Lexington Park, MD 20653
  • 45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    /35

    $430,000

    • 3 Beds
    • 3.5 Baths
    • 2,548 Sq Ft

    45429 Englewood Way, California, MD 20619

    Luxury Living in Style describes this stunning end unit townhome with 2,548 finished sq ft in a premium location close to schools, shopping, restaurants and commuter routes in California, Maryland. This beautifully maintained 3-level end-unit of superb living space including a fully finished basement. With 3 spacious bedrooms, 3 full bathrooms, and a convenient half bath, there’s room for

    Mary Chambers JPAR Real Estate Professionals

    45429 Englewood Way, California, MD 20619
  • 21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    /49

    $595,000

    • 5 Beds
    • 3.5 Baths
    • 3,526 Sq Ft

    21117 Catnip Ct, Leonardtown, MD 20650

    Seller is offering a $4,000 concession with an accepted full-price offer!Use it for an interest-rate buy-down, closing costs, or to add your own personal touches. Get ready to fall in love with this wonderful 5BR/3.5BA home in the Leonardtown's Kingston Estates! Set on a peaceful, no-through street and perched on a gentle hill, this home offers great privacy with mature trees and plenty of

    Melissa Rodriguez RE/MAX One

    21117 Catnip Ct, Leonardtown, MD 20650
  • 25934 Hill Top Ct, Mechanicsville, MD 20659
    25934 Hill Top Ct, Mechanicsville, MD 20659
    25934 Hill Top Ct, Mechanicsville, MD 20659
    /35

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft

    25934 Hill Top Ct, Mechanicsville, MD 20659

    Beautifully updated 3BR, 2.5BA rambler with a fully finished basement in the highly desirable Wicomico Shores golf cart community—where relaxed coastal living meets everyday convenience. This move-in-ready home has been thoughtfully renovated with a new roof, board-and-batten siding, new gutters, and new LVP flooring throughout, with plush new carpet in the bedrooms. Updated bathrooms and

    Jack O'Steen RE/MAX United Real Estate

    25934 Hill Top Ct, Mechanicsville, MD 20659
  • 44556 Aspen Ln, California, MD 20619
    44556 Aspen Ln, California, MD 20619
    44556 Aspen Ln, California, MD 20619
    /49

    $599,900

    • 7 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    44556 Aspen Ln, California, MD 20619

    This beautifully maintained home offers 7 bedrooms and 3.5 baths across multiple levels designed for comfortable, flexible living. The main level welcomes you with a bright family room, an eat-in kitchen, and a separate dining room—perfect for everyday living and entertaining. Sliding glass doors lead to a maintenance-free deck, ideal for cookouts or morning coffee.Convenience continues with

    Olive Kelsey Paragon Real Estate Group, LLC

    44556 Aspen Ln, California, MD 20619
  • 25890 Whiskey Creek Rd, Hollywood, MD 20636
    25890 Whiskey Creek Rd, Hollywood, MD 20636
    25890 Whiskey Creek Rd, Hollywood, MD 20636
    /95

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • 38842 Foley Mattingly Rd, Mechanicsville, MD 20659
    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
    /2

    $399,999 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    COMING SOON to Mechanicsville! This charming one-level home is the perfect balance between relaxing, being outdoors and being close to local shops and restaurants. This open floor plan home features 3 bedrooms, 2 full bathrooms and over 1,620 of comfortable living space. Fresh paint throughout the main living area. The kitchen has tons of natural light and opens up to the dining and living area.

    Kathleen Flanagan RE/MAX One

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • 22164 Miller Ct, Leonardtown, MD 20650
    22164 Miller Ct, Leonardtown, MD 20650
    22164 Miller Ct, Leonardtown, MD 20650
    /88

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    22164 Miller Ct, Leonardtown, MD 20650

    Welcome to 22164 Miller Court, Leonardtown offering exceptional Breton Bay waterfront living with approximately 100 feet of shoreline, a private pier, and both a power boat lift and a manual boat lift, perfect for boating, fishing, kayaking, and enjoying life on the water. From sunrise coffee to sunset evenings overlooking the river, this property delivers true waterfront serenity. This

    Katherine Dean RE/MAX One

    22164 Miller Ct, Leonardtown, MD 20650
  • lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900 Open Thu 3PM - 5PM

    • 4 Beds
    • 3.5 Baths

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 106 Madison D3: Welcome to Meadows at Town Run....Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a

    Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
  • 17863 2nd St, Tall Timbers, MD 20690
    17863 2nd St, Tall Timbers, MD 20690
    /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • 45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    /2

    $2,490,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636

    Welcome to an extraordinary waterfront retreat at 45118 Saint Cuthbert Farm Rd, Hollywood, MD—a truly rare offering on the Patuxent River. Set on nearly 2 acres with 166 feet of water frontage, this stunning, one-of-a-kind custom-built waterfront home delivers a lifestyle that few properties can match.Enjoy breathtaking, unobstructed views spanning over a mile and a half of the Patuxent

    Matthew Burgan Infinitas Realty Group

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
  • 38624 Woodwind Way, Mechanicsville, MD 20659
    38624 Woodwind Way, Mechanicsville, MD 20659
    38624 Woodwind Way, Mechanicsville, MD 20659
    /30

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    38624 Woodwind Way, Mechanicsville, MD 20659

    Private single family home in great condition with 2600 square feet of living space, nestled on 15 acres of wooded land (.5 acres cleared) located in a small development with a paved driveway. - 3 Bedrooms (Master BR with en suite full bath)- 2 Full bathrooms- Large laundry room, kitchen and family room- Full walkout basement (half finished with 9 foot ceilings)- Artisan well

    Thomas Hennerty NetRealtyNow.com, LLC

    38624 Woodwind Way, Mechanicsville, MD 20659
  • 23173 Hilltop Dr, Bushwood, MD 20618
    23173 Hilltop Dr, Bushwood, MD 20618
    23173 Hilltop Dr, Bushwood, MD 20618
    /12

    $384,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft

    23173 Hilltop Dr, Bushwood, MD 20618

    Discover an exquisite opportunity to own a brand-new residence in the Long View subdivision, where luxury meets tranquility. This stunning ranch-style home, completed in 2025, boasts a modern design and high-end finishes that cater to an exclusive lifestyle. The gourmet kitchen is equipped with stainless steel appliances, including a built-in microwave, electric oven/range, and a spacious

    Kathy Lee Suite Samson Properties

    23173 Hilltop Dr, Bushwood, MD 20618
  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • 26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    /25

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation a pleasure, spacious family room and mud room as you enter from

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

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