327

St Marys County MD Homes for Sale

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  • /27

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    21364 Sundew Place, Lexington Park, MD 20653

    Welcome home to this lovely 3-bedroom, 2.5-bath Colonial situated on a quiet cul-de-sac in Southwoods. This home offers an ideal blend of comfort and accessibility. Step inside to find a spacious kitchen designed for entertaining, featuring granite counters, abundant storage space, a pantry, and a large central island. Select rooms are upgraded with new LVP flooring. The primary suite serves as a

    Billy Rabbitt The Southside Group Real Estate

    21364 Sundew Place, Lexington Park, MD 20653
  • /45

    $999,500

    • 3 Beds
    • 3 Baths
    • 2,465 Sq Ft

    43671 Sunny Ridge Ln, Hollywood, MD 20636

    Set on nearly 14 acres along St. Thomas Creek in Hollywood, this fully renovated all-brick rambler offers a rare combination of space, thoughtful updates, and waterfront living. Inside, the home was completely remodeled in 2023, delivering a clean, refreshed interior designed for everyday comfort and easy entertaining. Just beyond the main living area, a new Trex deck spans the rear of the home,

    Caitlin Vallandingham Infinitas Realty Group

    43671 Sunny Ridge Ln, Hollywood, MD 20636
  • /33

    $693,000

    • 5 Beds
    • 3 Baths
    • 2,728 Sq Ft

    43063 Hugh Dr, Hollywood, MD 20636

    Nestled on 29.5 acres of serene, wooded privacy, this exceptional estate offers a rare blend of character, modern updates, and endless potential. Inside the 2,700+ sq ft home, you’re welcomed by distinctive features like a striking cedar beam and dual staircases that add warmth and architectural charm. The spacious kitchen is a standout, featuring granite countertops, stainless steel appliances,

    Billy Rabbitt The Southside Group Real Estate

    43063 Hugh Dr, Hollywood, MD 20636
  • /64

    $635,000

    • 5 Beds
    • 3 Baths
    • 3,030 Sq Ft

    41585 Austin Ct, Leonardtown, MD 20650

    Welcome to the completely unforgettable curb appeal of this home situated in the only culdesac of custom homes in the Estates at Singletree! Loved and beautifully maintained from the start by its current owners, they have personally curated, creative florals that surround this Southern Living traditional build, all the way to the perimeters of the property which provide abundant blueberries,

    Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • /21

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,903 Sq Ft

    35720 Chief Rd, Mechanicsville, MD 20659

    Exceptional opportunity backing directly to a scenic golf course, offering peaceful views and a rare setting, complete with an in-ground pool ready to be restored to its full potential. This property is ideal for investors or buyers looking to renovate and build equity, as it requires significant updates and is priced accordingly. The heating and air conditioning systems are not functioning. Due

    Richard Mitchell Redfin Corp

    35720 Chief Rd, Mechanicsville, MD 20659
  • /8

    $759,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    28026 Steeple Ct, Mechanicsville, MD 20659

    Welcome to Persimmon Hills where luxury, privacy, and tranquility meet. This stunning 4 bedroom, 3.5 bath residence offers an exceptional blend of elegance, comfort, and functionality, perfectly situated on a private 5 acre homesite. Step inside to discover a thoughtfully designed, open-concept floor plan highlighted by quality craftsmanship and inviting living spaces throughout. The fully

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 999-3568

    28026 Steeple Ct, Mechanicsville, MD 20659
  • /50

    $950,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 4.5 Baths
    • 5,179 Sq Ft

    42625 Richly Ln, Hollywood, MD 20636

    Welcome to refined living in this exceptional QBHI Fairfax model, perfectly situated on nearly two private acres and just 16 months young. Located in the highly sought-after Broyhill community of Leonardtown, this beautifully crafted home blends luxury, comfort, and thoughtful design at every turn.From the moment you arrive, you’ll appreciate the expansive, mostly flat yard—ideal for outdoor

    Dorothy Bistransin Redfin Corp

    42625 Richly Ln, Hollywood, MD 20636
  • /40

    $449,000

    • 4 Beds
    • 3 Baths
    • 2,222 Sq Ft

    22277 Scott Cir, Lexington Park, MD 20653

    Welcome to 22277 Scott Circle—where space, comfort, and modern living come together seamlessly. This beautifully maintained 4-bedroom, 3 full bath home offers an inviting open-concept layout designed for both everyday living and effortless entertaining. From the moment you step inside, you’re greeted by an abundance of natural light that fills the main living spaces, creating a warm and welcoming

    Matthew Burgan Infinitas Realty Group

    22277 Scott Cir, Lexington Park, MD 20653
  • /16

    $370,000

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

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    Price reduced! This one-level retreat is the perfect balance between relaxing, hosting and being close to local shops/restaurants. The open floor plan features 3 beds, 2 full baths and over 1,600 of living space. The kitchen is filled with natural light and opens up to the living and dining room. Fresh paint throughout the main area. The primary suite includes a spacious full bathroom and large

    Kathleen Flanagan RE/MAX One

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • /70

    $399,000

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

    41620 Church St, Leonardtown, MD 20650

    Fully renovated. Move-in ready. Prime downtown location.Welcome to 41620 Church St — a rare opportunity to own a completely updated home in the heart of Leonardtown at an exceptional value.Step inside to discover brand new vinyl flooring throughout, a stunning kitchen featuring quartz countertops, and beautifully refreshed bathrooms that bring a modern, clean aesthetic to every corner of

    Chanel Li Evergreen Properties

    41620 Church St, Leonardtown, MD 20650
  • /62

    $429,900

    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    23450 Sugar Pine Ln, California, MD 20619

    Beautiful multi-level townhome offering the perfect blend of space, comfort, and modern convenience for today’s active lifestyle. This end unit will have you living your most luxurious life the moment you step in and imagine yourself living here. The cool neutral tones are inviting and create warmth in the large space with ceiling height that impresses all. On the main level, you’ll find an

    Connie Gunn CENTURY 21 New Millennium

    23450 Sugar Pine Ln, California, MD 20619
  • /55

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    45885 Bobs Ct, Lexington Park, MD 20653

    Spaciou, High Ceilings, Charming white colonial set on 2.5 beautiful acres, offering both space and privacy in a convenient location close to Pax River base and shopping. The main level features warm pine floors throughout, along with a nicely appointed kitchen with a bay window area perfect for a kitchen table and everyday dining. In addition to the main living spaces, there is a separate dining

    Heather Foster RE/MAX One

    45885 Bobs Ct, Lexington Park, MD 20653
  • /22

    $359,900 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    21404 Williams Dr, Lexington Park, MD 20653

    New flooring is being installed! Professional Photos to follow!

    Chris Norris JR. Topside Realty

    21404 Williams Dr, Lexington Park, MD 20653
  • /2

    $435,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    21545 Searfoss Ct, Lexington Park, MD 20653

    Welcome to this beautifully maintained 4-bedroom, 3.5-bath home nestled in the desirable Westbury Subdivision of Lexington Park! This home offers the perfect blend of comfort, style, and outdoor living. Step inside to find a warm and inviting main level featuring hardwood flooring and a thoughtfully updated kitchen complete with stainless steel appliances, quartz countertops, and a cozy breakfast

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (240) 670-2999

    21545 Searfoss Ct, Lexington Park, MD 20653
  • /30

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    24304 McGlue Rd, Maddox, MD 20621

    Waterfront Community Living in Mill Point Shores! Welcome to this charming ranch-style home located in the private community of Mill Point Shores, beautifully set along the scenic Wicomico River in Chaptico. Offering a perfect blend of comfort and potential, this home is ideal for first-time buyers, investors, or those seeking a peaceful vacation retreat. Inside, you’ll find a functional and

    Okarsamaa Brooks-White RE/MAX United Real Estate

    24304 McGlue Rd, Maddox, MD 20621
  • /70

    $839,900

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    39577 Potomac Ave, Leonardtown, MD 20650

    There are waterfront homes—and then there are waterfront escapes with million-dollar views. Perched on an elevated lot overlooking St. Clements Bay, this uniquely charming brick mid-century modern home captures breathtaking panoramic water vistas from nearly every room. Whether you’re seeking a peaceful weekend retreat or a spectacular year-round residence, this property delivers serene coastal

    Brooke Matthews RE/MAX One

    39577 Potomac Ave, Leonardtown, MD 20650
  • /40

    $415,000

    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    21314 S Essex Dr, Lexington Park, MD 20653

    ** Conveniently located 1.3 miles from Pax River Naval Base** **100% Financing Available for qualified buyers** Beautifully Updated Home!!! **The seller is also willing to negotiate the furniture with the sale of the home** Welcome to this well maintained four bedroom, two and a half bathroom, thoughtfully designed home in the desirable Essex South community, offering comfort, space, and updates

    CHARLENE WILSON RE/MAX One

    21314 S Essex Dr, Lexington Park, MD 20653
  • /54

    $429,500

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    38338 Point Breeze Rd, Coltons Point, MD 20626

    Welcome to your cozy water view escape without the waterfront price! Step into luxury and comfort with this newly renovated rambler. As you approach, the meticulously landscaped front yard welcomes you to a home that has been thoughtfully transformed for comfortable living. Upon entering, you'll enjoy warmth of the luxary vinyl plank floors that flow seamlessly throughout the open-concept living

    Tracey Summers CENTURY 21 New Millennium

    38338 Point Breeze Rd, Coltons Point, MD 20626
  • /20

    $170,000

    • 2 Beds
    • 954 Sq Ft

    22845 Pleasant Ln, Bushwood, MD 20618

    AS-IS – Investor Special in Waterfront Community!Welcome to 22845 Pleasant Ln, Bushwood, MD 20618 — a prime opportunity for investors or buyers with vision. Situated on a spacious double lot (Lots 19 & 20 totaling approximately half an acre), this property offers incredible potential for expansion, renovation, or future value growth.The home is being sold AS-IS, but key essentials are

    Sophia Goodridge-Howard Goodridge Real Estate

    22845 Pleasant Ln, Bushwood, MD 20618
  • /10

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    0 Ewell Ln, Hollywood, MD 20636

    Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water

    Cheryl Bare CENTURY 21 New Millennium

    0 Ewell Ln, Hollywood, MD 20636
  • /27

    $499,000

    • 4 Beds
    • 3.5 Baths
    • 2,264 Sq Ft

    44965 Blackistone Cir, Hollywood, MD 20636

    Discover a captivating blend of comfort and nature in this stunning waterview home, nestled along the serene banks of Cuckhold Creek. With 2,264 sq. ft. of thoughtfully designed living space, this residence features four spacious bedrooms and three and a half bathrooms, perfect for both relaxation and entertaining. The inviting interior boasts a cozy gas fireplace, ideal for chilly evenings, and

    Mike Sweeney Taylor Properties

    44965 Blackistone Cir, Hollywood, MD 20636
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    30150 Huntt Rd, Mechanicsville, MD 20659

    Completely renovated 3BR/2.5BA Cape Cod with attached garage. This move-in ready home features engineered hardwood flooring, custom crown molding, and faux wood blinds throughout. The updated kitchen includes granite countertops and new stainless steel appliances. Bathrooms offer custom tiled, upgraded showers. Additional features include ceiling fans, high-end chandelier lighting, and upgraded

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (227) 206-5242

    30150 Huntt Rd, Mechanicsville, MD 20659
  • /61

    $799,900

    • 4 Beds
    • 2 Baths
    • 2,322 Sq Ft

    16460 Sayre Point Ln, Piney Point, MD 20674

    Waterfront property on Saint George Island - Original owners are offering this rare opportunity to own a beautifully maintained waterfront home on sought-after St. George Island. Situated on a combined 1.4-acre parcel that includes both the waterfront lot and house lot. This property offers serene views, and direct access to St. George's Creek via a private pier with easy access by boat to ST.

    Carol Kalmus-Choporis Century 21 Redwood Realty

    16460 Sayre Point Ln, Piney Point, MD 20674
  • /44

    $594,900

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

    45954 Burns Dr, Valley Lee, MD 20692

    Charming Home on TWO Lots! The home sits on a lovely 1.67 acres and the fully treed lot next door (another 1.19 acres!!) sits to the right of the home, on a quiet Cul-De-Sac neighborhood, close to Shopping, Restaurants and only 15 Minutes from PAX Naval Air Station! Nicely proportioned, a Covered Front Porch Welcomes Guests at the front and a Brand New 25x25ft raised deck off the back, for BBQs,

    Belinda Taylor EXP Realty, LLC

    45954 Burns Dr, Valley Lee, MD 20692
  • /35

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    49993 Airedele Rd, Ridge, MD 20680

    Nestled along the serene shores of St. Jerome Creek, this spacious ranch home offers a rare opportunity to own a waterfront retreat with truly unmatched, 360-degree water views from nearly every window. Solidly built with “great bones,” this home is ready for your personal touch—an ideal canvas for your HGTV-inspired renovation and instant sweat equity.Designed for easy main-level living, the

    Dorothy Bistransin Redfin Corp

    49993 Airedele Rd, Ridge, MD 20680
  • /2

    $1,300,000

    • Land
    • 3.69 Acres
    • $352,304 per Acre

    44405 5 LOTS K & R Way, Hollywood, MD 20636

    Come join the BOOMING townhouse market in Southern Maryland with this prime parcel:3.69 acre parcel 1.6 miles from the St. Mary’s Regional Airport and Technology Park, 10miles from Patuxent River Naval Air Station/NAWCAD, less than one hour to DC/NorthernVirginia.The Villages at Clarks MillThe property currently has a Concept Plan for 18 townhome units approved by the

    Cathy Rose Samson Properties

    44405 5 LOTS K & R Way, Hollywood, MD 20636
  • /5

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    24040 Hollywood Rd, Hollywood, MD 20636

    3BR / 1B Rambler on an acre of land w/garage (storage), Detached carport and outbuildings. Paved driveway just off Hollywood/Leonardtown Road. Hardwood floors throughout Living Room, Hall and bedrooms. Level rear yard bordered by trees. Oil Furnace, water heater, utility sink and washer hook-up are located in the (walk-in) storage area under the home.

    Sheila Milburn Coldwell Banker Premier

    24040 Hollywood Rd, Hollywood, MD 20636
  • /5

    $69,500

    • Land
    • 27,442 Sq Ft
    • $110,317 per Acre

    42209 Ridge Rd, Mechanicsville, MD 20659

    Motivated seller! Bring all offers. Discover a rare opportunity to own a stunning 0.63-acre waterfront parcel in the coveted St. Marys Beach community. With an impressive stretch of ocean frontage, this land offers unparalleled access to the serene beauty of coastal living. Imagine waking up to the soothing sounds of waves and the gentle ocean breeze, creating a perfect backdrop for your dream

    Marvena Baird Samson Properties

    42209 Ridge Rd, Mechanicsville, MD 20659
  • /6

    $74,000

    • Land
    • 40,075 Sq Ft
    • $80,435 per Acre

    18390 Matthews Dr, Lexington Park, MD 20653

    Peaceful Coastal Lot Near the Beach — Just Under One Acre! Discover the perfect blend of privacy and convenience with this beautiful vacant lot, nestled in a quiet, partially cleared setting just under one acre. Located less than a mile from the waterfront and Elm’s Beach Park, and just seven minutes from the Patuxent River Naval Base, this property offers endless possibilities. Whether you’re

    Christine Chatmon Dudley Pro Homes

    18390 Matthews Dr, Lexington Park, MD 20653
  • /62

    $623,000

    • 2 Beds
    • 2 Baths
    • 1,226 Sq Ft

    43732 Raspberry Ln, Hollywood, MD 20636

    Premier Waterfront Retreat with Unrivaled Patuxent River ViewsThis extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the

    Man Ngo Pearson Smith Realty, LLC

    43732 Raspberry Ln, Hollywood, MD 20636
  • /42

    $449,900 Open Sun 11AM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

    Homesite #111 Madison D3: ****May Delivery***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
  • /3

    $764,987 Coming Soon

    • 3 Beds
    • 4 Baths
    • 2,551 Sq Ft

    43816 Raspberry Ln, Hollywood, MD 20636

    Coming soon. should be active next month. Call for more information

    Patrick Dugan O'Brien Realty ERA Powered

    43816 Raspberry Ln, Hollywood, MD 20636
  • /31

    $695,000

    • 4 Beds
    • 3.5 Baths
    • 3,860 Sq Ft

    25633 Scenic View St, Mechanicsville, MD 20659

    OPEN HOUSE: Saturday, May 9th 1 -3 PM. Welcome to your dream home in the highly desirable Grandview Haven Subdivision, Mechanicsville, Maryland. A vibrant community offering amenities such as a tennis court and spacious playground. This stunning Compton Model by Quality Built Homes showcases 4 bedrooms, 3.5 bathrooms, and a spacious 2-car side-load garage, all perfectly situated on a picturesque

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-0452

    25633 Scenic View St, Mechanicsville, MD 20659
  • /47

    $539,900

    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    23422 Camellia Ct, California, MD 20619

    Great square footage with nearly 3,000 sq ft of living space! This brick-front Colonial features nicely sized rooms throughout and an open, functional floor plan. The upper level offers three full baths, including a convenient Jack-and-Jill bath—perfect for busy households.Quality finishes include crown molding, recessed lighting, hardwood floors throughout the main level, and upgraded carpet

    Carol Kalmus-Choporis Century 21 Redwood Realty

    23422 Camellia Ct, California, MD 20619
  • /60

    $475,000

    • 4 Beds
    • 3 Baths
    • 1,300 Sq Ft

    37526 River Springs Rd, Avenue, MD 20609

    NOW READY TO SHOW!! Indulge in the quiet enjoyment of true waterfront living at this charming retreat overlooking White’s Neck Creek. Enjoy stunning water views from the expansive deck, or take advantage of the private pier—perfect for fishing, crabbing, and making unforgettable memories with family and friends. This property offers a rare dual-living setup with a main home and separate guest

    Agent Photo

    Liz Keyser

    LPT Realty, LLC

    (227) 234-0380

    37526 River Springs Rd, Avenue, MD 20609
  • /49

    $530,000

    • 5 Beds
    • 3.5 Baths
    • 3,376 Sq Ft

    46976 Pembrooke St, Lexington Park, MD 20653

    Welcome to 46976 Pembroke Street in the desirable Pembroke community of Lexington Park, a beautifully maintained and upgraded home offering space, style, and functionality throughout, just minutes from Pax River Naval Air Station. Step inside to a bright and inviting open floor plan featuring gorgeous wood flooring and abundant natural light. The spacious living room flows seamlessly into the

    Agent Photo

    Edward Tully

    RE/MAX One

    (240) 885-6885

    46976 Pembrooke St, Lexington Park, MD 20653
  • /42

    $575,000

    • 5 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    45182 Woodhaven Dr, California, MD 20619

    HUGE Price improvement- GREAT home and price, in the sought-after Woods at Myrtle Point! This Colonial home welcomes you with five spacious bedrooms, three-and-a-half baths, and more than 5,000 square feet of space designed for comfortable living. The dedicated office or study invites productivity or peaceful reading, while the main level’s LVP flooring and open layout create a bright, inviting

    Ellie Stommel Hyatt & Company Real Estate LLC

    45182 Woodhaven Dr, California, MD 20619
  • /51

    $529,000

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    25965 Timothy Ct, Mechanicsville, MD 20659

    Hunters Paradise-Nestled in the prestigious Shamrock Glenn Estates, this exquisite ranch-style residence offers a harmonious blend of luxury and comfort, set on a sprawling 7.18-acre lot that backs to serene trees and lush greenery. The property, built in 1998 and undergoing significant renovations in 2026, showcases a meticulous attention to detail and high-end finishes throughout. As you step

    Mike Sweeney Taylor Properties

    25965 Timothy Ct, Mechanicsville, MD 20659
  • /11

    $135,000

    • Land
    • 1.46 Acres
    • $92,466 per Acre

    28723 Three Notch Trail, Mechanicsville, MD 20659

    Two lots and two approved perc sites! Being sold together, 1.46 acres. Wooded and mostly level with slope on the north side. One lot has 180 ft and other has 157 ft of road frontage. Nice level area to build back off the road, and an easy mid county commute in either direction. Also located near restaurants, schools and more. Zoned Residential Low Density to allow for a variety of uses.

    Juliet Brown Residential Plus Real Estate Services

    28723 Three Notch Trail, Mechanicsville, MD 20659
  • /46

    $489,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650

    ***TO BE BUILT*** ***November Delivery*** ***Choose your color scheme from of our available options*** Home Site 142 New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland.

    Laura Bernth RE/MAX One

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650

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