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St Marys County MD Homes for Sale

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  • /3

    $29,900

    • Land
    • 10,454 Sq Ft
    • $124,583 per Acre

    26457 Peninsular Dr, Hollywood, MD 20636

    Vacant parcel around 1/4 acre in size in Hollywood Shores. Call Listing Agent with questions. Photos to be posted soon.

    Gloria Abell Coldwell Banker Premier

    26457 Peninsular Dr, Hollywood, MD 20636
  • /48

    $457,000

    • 5 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    48274 Choptank Place, Lexington Park, MD 20653

    Welcome to Choptank Place, a spacious and versatile five bedroom, two and one half bath home nestled on a quiet cul de sac in the heart of Kedges Strait. Ideally located just minutes from Patuxent River Naval Air Station, shopping, dining, schools, and all that St. Mary’s County has to offer, this home combines everyday convenience with an exceptional community lifestyle.Inside, you’ll

    Diana Washabaugh CENTURY 21 New Millennium

    48274 Choptank Place, Lexington Park, MD 20653
  • /43

    $275,000

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    39799 Hearts Desire Ln, Mechanicsville, MD 20659

    Welcome home to this move in ready, three-level townhouse in Mechanicsville featuring 3 bedrooms, 2.5 bathrooms, a private driveway, and inviting indoor and outdoor living spaces. The main living level offers a comfortable, open layout with plenty of natural light and room to relax or entertain. Make your way upstairs to the kitchen that includes two pantries, a dedicated table area, and sliding

    Jenna Bare-Anderkovitch CENTURY 21 New Millennium

    39799 Hearts Desire Ln, Mechanicsville, MD 20659
  • /42

    $405,000

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

    23192 Mountain Laurel Ln, California, MD 20619

    Welcome to 23192 Mountain Laurel Lane, a beautifully maintained end unit townhome tucked into the heart of California, Maryland. Offering three finished levels, a 1-car garage, and a functional open layout, this home is designed for both everyday living and easy entertaining. The main level features a bright and inviting floor plan with comfortable living and dining spaces, a spacious kitchen

    Cheryl Bare CENTURY 21 New Millennium

    23192 Mountain Laurel Ln, California, MD 20619
  • /4

    $150,000

    • Land
    • 1.11 Acres
    • $135,135 per Acre

    25611 Clover Hill Rd, Hollywood, MD 20636

    Over an acre that has been perced at the intersection of Clover Hill Rd. and McIntosh Rd. Call listing agent with questions. Photos to be posted soon.

    Gloria Abell Coldwell Banker Premier

    25611 Clover Hill Rd, Hollywood, MD 20636
  • /37

    $350,000

    • 4 Beds
    • 3.5 Baths
    • 1,978 Sq Ft

    46118 Thoroughbred Way Unit 46118, Lexington Park, MD 20653

    Welcome to 46118 Thoroughbred Way, Lexington Park, MD—a beautifully maintained end town-home unit offering the perfect combination of comfort, thoughtful updates, and move-in-ready convenience. Pride of ownership is evident throughout this well-cared-for home. Recent improvements include a brand-new roof, new microwave, new vinyl privacy fence, washer purchased in 2025, creating an inviting

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    46118 Thoroughbred Way Unit 46118, Lexington Park, MD 20653
  • /50

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 2,536 Sq Ft

    40220 Golden Beach Rd, Mechanicsville, MD 20659

    Stunning Split-Foyer with Dual Primary Suites & Modern UpdatesWelcome home to this beautifully maintained and thoughtfully updated split-foyer property. Offering 4 bedrooms, 3.5 bathrooms, and an abundance of living space, this home perfectly blends style, comfort, and functionality. Main Level Highlights Bright & Airy Living Space: A large living room welcomes you with dramatic cathedral

    Evelyn Thorne Home Towne Real Estate

    40220 Golden Beach Rd, Mechanicsville, MD 20659
  • /56

    $615,000

    • 5 Beds
    • 4 Baths
    • 4,346 Sq Ft

    23620 Gunnell Dr, Leonardtown, MD 20650

    Welcome to 23620 Gunnell Dr., a beautiful, large colonial style home built by Marrick Homes in 2005. Pride of ownership shows with this home as it has been wonderfully maintained and upgraded since it was built. This home features 5 bedrooms, 4 full bathrooms, a fully finished basement, multiple bump outs, multiple entertaining areas, an oversize double car garage, a bar in the basement and so

    Tyler Mattingly Coldwell Banker Premier

    23620 Gunnell Dr, Leonardtown, MD 20650
  • /26

    $420,000

    • 4 Beds
    • 3 Baths
    • 2,652 Sq Ft

    20859 Sandstone St, Lexington Park, MD 20653

    Don't let the exterior fool you, this home is much larger than it appears! Nestled in the desirable Greenbrier neighborhood, this beautifully updated 4-bedroom, 3-bath home offers the perfect combination of space, style, and convenience. Step inside to discover an impressive list of recent updates, including a beautifully remodeled kitchen, updated bathrooms, new flooring, fresh paint, new

    Shelly Alonso Samson Properties

    20859 Sandstone St, Lexington Park, MD 20653
  • /17

    $40,000

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    46064 Rolling Rd, Lexington Park, MD 20653

    ONLINE REAL ESTATE AUCTION!! Bidding Opens - Monday, August 10, 2026. Bidding Closes - Wednesday, August 12, 2026 at 11:00 AM. List price is opening bid only. Vinyl siding ranch home in the water rich community of Town Creek in St. Mary’s County. Marinas, pools, restaurants and shopping are located within two miles of the property. Located on just over 1.5 acres, the home is believed to contain

    Luis Arrazola A.J. Billig & Company

    46064 Rolling Rd, Lexington Park, MD 20653
  • /9

    $259,900

    $20K PRICE DROP
    • Land
    • 15 Acres
    • $17,327 per Acre

    45291 Take It Easy Ranch Rd, Callaway, MD 20620

    15 Acres with Two Approved Building Lots – Ready to Build Exceptional opportunity to own 15 acres comprised of two approved building lots, offering flexibility for building, investment, or a family compound. Lot 1: 5-acre parcel, mostly cleared, with an approved perc site, ready for your custom home.Lot 2: 10-acre parcel featuring both cleared and wooded areas, an existing septic system,

    Carol Kalmus-Choporis Century 21 Redwood Realty

    45291 Take It Easy Ranch Rd, Callaway, MD 20620
  • /2

    $455,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,084 Sq Ft

    21564 Gordon Ct, Lexington Park, MD 20653

    Coming Soon! Beautiful 4-bedroom, 3.5-bath Colonial located on a quiet cul-de-sac in the Westbury community. This spacious home features hardwood floors, a finished basement, a private fenced backyard backing to trees, a large composite deck, and stainless steel appliances. Community amenities include a pool and clubhouse, with convenient access to NAS Patuxent River, shopping, dining, and

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    21564 Gordon Ct, Lexington Park, MD 20653
  • /17

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,274 Sq Ft

    25876 Baptist Church Rd, Chaptico, MD 20621

    This ranch-style home offers a solid foundation and established structure. The property presents an opportunity for buyers ready to invest in improvements. The home contains 2 bedrooms and 1 bathroom. A wood-burning fireplace is a focal point in the living area, providing both function and character to the interior space. Schedule a showing and explore the potential of this property. The Seller

    Pennie Platt Home Towne Real Estate

    25876 Baptist Church Rd, Chaptico, MD 20621
  • /64

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 4,066 Sq Ft

    21395 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21395 Fairwood Ct., an exceptional home offering over 3,500 square feet of finished living space on 0.85 acres in one of Leonardtown's most sought-after neighborhoods. Perfect for those looking to spread out and lay down roots. This spacious 4-bedroom, 3.5-bath home combines generous living areas, thoughtful updates, and a picturesque setting at the end of a quiet street near the

    Lauren Garner EXP Realty, LLC

    21395 Fairwood Ct, Leonardtown, MD 20650
  • /45

    $699,000

    $26K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,960 Sq Ft

    28343 Ben Oaks Dr, Mechanicsville, MD 20659

    This one has it all! Spacious home with traditional floor plan plus lots of bells and whistles! Enter into soaring two story foyer and head back to the gourmet kitchen with and island built for a crowd. Kitchen opens to a family room with fireplace, breakfast room and you will find a formal dining area off of the kitchen. A flex room perfect for a home office, powder room and a mud room leading

    Becky King Home Towne Real Estate

    28343 Ben Oaks Dr, Mechanicsville, MD 20659
  • /40

    $380,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,080 Sq Ft

    23159 Foxglove Way, California, MD 20619

    Welcome to 23159 Foxglove Way, located in the highly sought-after Magnolia Park section of Wildewood in California, Maryland. This beautifully maintained 4-bedroom, 3.5-bath townhome offers three finished levels, a flexible floor plan, and a peaceful tree-lined setting with additional guest parking and no home directly across the street. The open main level features a spacious living room, dining

    Laura Hefley RE/MAX One

    23159 Foxglove Way, California, MD 20619
  • /16

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46636 Yorktown Rd, Lexington Park, MD 20653

    Boasting a stucco exterior, a spacious covered front porch and driveway parking only, this property offers a fantastic blank canvas for your personal design ideas. Enjoy key mechanical and structural updates, including a remodeled main bath (approx. 4 years old), a brand-new water heater, central A/C (approx. 7 years old), and public utilities. The unfinished basement features an additional

    Norman Domingo XRealty.NET LLC

    46636 Yorktown Rd, Lexington Park, MD 20653
  • /43

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    43410 Old Wharf Ln, Hollywood, MD 20636

    Nestled along the shores of the Patuxent River is this very private, custom-built, all brick home with beautiful hardwood floors throughout, modern kitchen and baths situated on 5 sprawling acres. Riprapped shoreline, professionally landscaped yard, 4 stall horse barn, dog run and more. Enjoy nature's beauty on the water; conveniently located for a D.C. commute. A great get-away for enjoying

    Barbara Stellway KW Metro Center

    43410 Old Wharf Ln, Hollywood, MD 20636
  • /63

    $760,000

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

    27075 Widow Ln, Mechanicsville, MD 20659

    Here is your chance! Available for showing starting on 7/31/26! This expansive Cape Cod style home is a once in a lifetime find. Perfect for a farmette or luxurious retreat on 4.51 acres and no HOA. Enjoy a delicious nectarine from one of the many fruit trees while relaxing by your inground pool. The back yard features extensive hardscaping, mature landscaping and a fully fenced in yard. A gas

    Brittany Bahen JPAR Real Estate Professionals

    27075 Widow Ln, Mechanicsville, MD 20659
  • /33

    $559,900

    $100K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,748 Sq Ft

    18321 Chestnut St, Lexington Park, MD 20653

    A completely refreshed Colonial offering the perfect blend of timeless design and modern convenience! Welcome to 18321 Chestnut St! Spanning three spacious levels, this move-in-ready residence features 5 bedrooms, 3.5 bathrooms, a two-car garage, and an expansive backyard retreat. Step inside to a grand foyer anchored by a stunning focal staircase and an abundance of natural light that fills the

    Phoenix Wright Compass

    18321 Chestnut St, Lexington Park, MD 20653
  • /6

    $125,000

    • Land
    • 3.42 Acres
    • $36,550 per Acre

    41180 Living Water Ln, Mechanicsville, MD 20659

    Set among the calm, rolling hills of Mechanicsville, Maryland, this 3.429-acre perced lot offers a rare blend of privacy, natural beauty, and readiness for development. Tucked into a peaceful wooded landscape, the property provides a blank canvas for building a single-family home in a setting that feels like a retreat. Property Highlights: Perced and Ready to Build: The lot has passed percolation

    Ralph Harvey ListWithFreedom.com

    41180 Living Water Ln, Mechanicsville, MD 20659
  • /3

    $155,000

    • Land
    • 19,166 Sq Ft
    • $352,273 per Acre

    41650 Miss Bessie Dr, Leonardtown, MD 20650

    Great building lot in the Leonardtown city limites with water and sewer available. Part of Singletree but no HOA dues. Currently staked for a house location. Property corners are not staked. See map in documents. Located across from the hospital, walking distance to down town.

    Jan Barnes CENTURY 21 New Millennium

    41650 Miss Bessie Dr, Leonardtown, MD 20650
  • /14

    $510,540

    New Construction $22K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 1,802 Sq Ft

    45632 Pam's Way, Great Mills, MD 20634

    Say hello to Southern Maryland's newest, beautiful and affordable housing! Schaefer Homes proudly announces its brand new homesites in the Norris Woods community- located in fast growing Great Mills.Close to Shopping, Schools and Naval Air Station PAX.TO BE Built. The Eastport Model offers Four Bedroom 3.5 Bath, open floor plan include a large Family room that's great for entertaining.

    Theresa Haffer CENTURY 21 New Millennium

    45632 Pam's Way, Great Mills, MD 20634
  • /29

    $335,000

    $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,699 Sq Ft

    23146 Esperanza Dr, Lexington Park, MD 20653

    Private wooded setting, a versatile four-level layout, and expansive outdoor living near the Patuxent River and local marinas.This 4-level split offers 5 bedrooms, 3 full bathrooms, and a stunning space to spread out while enjoying a peaceful setting. You'll have the flexibility to accommodate a growing household, guests, or work-from-home needs. Inside, you’ll find hardwood floors, a formal

    Chris Craddock EXP Realty, LLC

    23146 Esperanza Dr, Lexington Park, MD 20653
  • /40

    $249,900

    • 2 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    20811 Harlequin Ln, Callaway, MD 20620

    Spacious Callaway townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en suite bathroom and the other with direct access to a full hall bathroom. The finished lower level offers a versatile recreation room with

    Katy Galloway Century 21 Redwood Realty

    20811 Harlequin Ln, Callaway, MD 20620
  • /53

    $642,900

    • 6 Beds
    • 3.5 Baths
    • 3,279 Sq Ft

    28920 Livingston Dr, Mechanicsville, MD 20659

    Looking for privacy without giving up the sense of community? This exceptional home offers the best of both worlds. Perfectly situated on a quiet cul-de-sac and set well back from the road, this beautifully maintained colonial enjoys a peaceful, wooded setting where nature and wildlife become part of your everyday view. At the same time, you'll appreciate living in a vibrant neighborhood where

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    28920 Livingston Dr, Mechanicsville, MD 20659
  • /75

    $645,000

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    41462 Culpepper Way, Leonardtown, MD 20650

    Welcome home to this beautifully refreshed home in the sought-after Leonard’s Grant community! Ideally located on Leonard’s Grant Parkway, this move-in ready home features fresh paint and brand-new carpet throughout, offering a clean, updated feel from the moment you step inside.The thoughtfully designed floor plan showcases beautiful hardwood floors, a gourmet kitchen with abundant

    Heather Foster RE/MAX One

    41462 Culpepper Way, Leonardtown, MD 20650
  • /28

    $469,900

    • 3 Beds
    • 3 Baths
    • 1,691 Sq Ft

    43954 Main Way Rd, Leonardtown, MD 20650

    Set on a level, open corner lot with a small view of the Potomac River—and best of all, **NO HOA**—this well-maintained split-foyer offers comfortable living, thoughtful updates, and a backyard designed for entertaining. A blacktop driveway provides a clean, finished approach to the oversized two-car garage, which accommodates two vehicles with plenty of additional room. The main level features

    Danny Martin Keller Williams Flagship

    43954 Main Way Rd, Leonardtown, MD 20650
  • /56

    $474,900

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    17265 Crab Pot Ln, Piney Point, MD 20674

    Welcome to 17265 Crab Pot Lane, Piney Point, MD, a breathtaking 4-bedroom, 3-bathroom haven that exemplifies the perfect blend of luxury and tranquility. This home has undergone a complete professional renovation, offering the utmost in modern amenities and stylish finishes. Step inside to discover the allure of all-new high-end LVP flooring that spans throughout the entire home, providing a

    Matthew Burgan Infinitas Realty Group

    17265 Crab Pot Ln, Piney Point, MD 20674
  • /57

    $395,000

    • 3 Beds
    • 3.5 Baths
    • 2,165 Sq Ft

    23383 Thuja Ln, California, MD 20619

    **Seller is offering $10,000 towards buyers closing cost with an acceptable offer** Welcome to 23383 Thuja Lane, a beautifully maintained 2019 townhome in the highly sought after Wildwood community, that truly offers the feel of new construction without the wait! This spacious home features three generously sized primary bedroom suites, each with its own private en suite bathroom, making it ideal

    CHARLENE WILSON RE/MAX One

    23383 Thuja Ln, California, MD 20619
  • /145

    $7,500,000

    • 4 Beds
    • 3 Baths
    • 3,268 Sq Ft

    50645 Holly Point Rd, Dameron, MD 20628

    Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious

    Jessica Raley CENTURY 21 New Millennium

    50645 Holly Point Rd, Dameron, MD 20628
  • /47

    $410,000

    • 4 Beds
    • 3 Baths
    • 2,047 Sq Ft

    22206 Lilac Way, Great Mills, MD 20634

    Move-in ready and fully renovated, this 4-bedroom, 3-full-bath home in Great Mills is designed for easy living and easy commuting alike — just minutes from Route 235 for a smooth drive to PAX Naval Air Station or points north. Inside, a brand-new kitchen anchors the main level with waterfall-edge quartz countertops, a full quartz slab backsplash, crisp white shaker cabinetry, matte black

    Cihan Baysal Long & Foster Real Estate, Inc.

    22206 Lilac Way, Great Mills, MD 20634
  • /17

    $1,450,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    24715 Half Pone Point Rd, Hollywood, MD 20636

    A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious Half Pone Point community. Located directly across from the spectacular waterfront estate at 24730 Half Pone Point Rd, this versatile property offers endless possibilities for a private family compound, car collector, hobbyist, business owner, or recreational enthusiast.The property is improved with five

    Christopher Carr HomeZu

    24715 Half Pone Point Rd, Hollywood, MD 20636
  • /8

    $79,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    45813 Langley Park Way Unit 22, Lexington Park, MD 20653

    Fantastic opportunity to purchase this charming single‐wide mobile home in the picturesque Langley Mobile Home Park on the St. Mary’s River. Features hardwood floors, a custom kitchen, 2 bedrooms, and a custom‐tiled full bath. Lot rent is $700 per month.

    Joe Casey Taylor Properties

    45813 Langley Park Way Unit 22, Lexington Park, MD 20653
  • /40

    $4,595,000

    • 4 Beds
    • 7 Baths
    • 13,665 Sq Ft

    24730 Half Pone Point Rd, Hollywood, MD 20636

    A legacy waterfront estate at the tip of coveted Half Pone Point.Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional

    Christopher Carr HomeZu

    24730 Half Pone Point Rd, Hollywood, MD 20636
  • /68

    $764,987

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

    43816 Raspberry Ln, Hollywood, MD 20636

    Experience timeless English Tudor character paired with sweeping, unobstructed views of the Patuxent River. From the moment you step inside, the home’s expansive windows frame miles of serene waterfront, filling each room with natural light and a sense of calm that only riverside living can offer. With three bedrooms plus a dedicated office, the layout balances comfort and functionality—ideal for

    Patrick Dugan O'Brien Realty ERA Powered

    43816 Raspberry Ln, Hollywood, MD 20636
  • /2

    $424,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    22386 Laceys Ln, California, MD 20619

    Welcome to 22386 Laceys Lane in California, Maryland! Nestled on a quiet cul-de-sac, this spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, functionality, and everyday living. Step inside to discover large, open common areas designed for gathering with family and friends, while an abundance of natural light fills the home, creating a warm and inviting atmosphere throughout. The

    Matthew Burgan Infinitas Realty Group

    22386 Laceys Ln, California, MD 20619
  • /2

    $374,900

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 1,640 Sq Ft

    23116 Foxglove Way, California, MD 20619

    Welcome to 23116 Foxglove Way – Beautifully Maintained in the Heart of Wildewood! Nestled in the highly sought-after Magnolia Park at Wildewood, this beautifully maintained 3-bedroom, 3-full-bath home offers the perfect blend of comfort, style, and convenience. Step inside to discover a bright, open-concept floor plan filled with natural light and showcasing the pride of ownership throughout. The

    Matthew Burgan Infinitas Realty Group

    23116 Foxglove Way, California, MD 20619
  • /22

    $334,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,216 Sq Ft

    26260 Skyview Dr, Hollywood, MD 20636

    William Sammons Home Towne Real Estate

    26260 Skyview Dr, Hollywood, MD 20636
  • /27

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    22060 Baja Ln, Great Mills, MD 20634

    Welcome to Baja Lane..... This 3 bedroom, 1.5 bath home is ready for you to move into. Add your own special finishing touches to make this home complete. All the comforts and Easy Living that a Single Story home has to offer. A short walk from the street or the driveway to the Front door brings you into the large living room with windows and natural light. Eat in Kitchen with nice white

    Jack Fegeley O'Brien Realty ERA Powered

    22060 Baja Ln, Great Mills, MD 20634

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