70

St Marys County MD Homes under $500,000

Section Image Section Image
  • 46714 Sandalwood St, Lexington Park, MD 20653
    46714 Sandalwood St, Lexington Park, MD 20653
    46714 Sandalwood St, Lexington Park, MD 20653
    /56

    $439,999

    • 4 Beds
    • 3.5 Baths
    • 1,680 Sq Ft

    46714 Sandalwood St, Lexington Park, MD 20653

    LOVELY COLONIAL WITH TRADITIONAL FLOOR PLAN AND FINISHED WALK-OUT BASEMENT. SPACIOUS COVERED FRONT PORCH GREETS YOU AS YOU STEP INSIDE THE TWO STORY FOYER WITH HARDWOOD FLOORS, A FORMAL DINING ROOM ON THE LEFT AND A LIVING/FLEX ROOM ON THE RIGHT. THE GENEROUS FAMILY ROOM HAS A GAS FIREPLACE AND IS OPEN TO THE KITCHEN WHICH FEATURES A BREAKFAST ROOM, TILE FLOORS AND ACCESS TO THE OVERSIZED

    Jennifer Mullennix CENTURY 21 New Millennium

    46714 Sandalwood St, Lexington Park, MD 20653
  • 47115 Green Leaf Ct, Lexington Park, MD 20653
    47115 Green Leaf Ct, Lexington Park, MD 20653
    47115 Green Leaf Ct, Lexington Park, MD 20653
    /44

    $420,000

    • 4 Beds
    • 3.5 Baths
    • 3,304 Sq Ft

    47115 Green Leaf Ct, Lexington Park, MD 20653

    InteriorBedrooms & Bathrooms: 4 bedrooms, 3 full baths, and 1 half baths make it perfect for large households or entertaining guests.Basement: Fully finished with two bonus rooms—ideal for a home office, personal gym, media room, or creative studio.Layout: An open floor plan spans three levels, promoting a natural flow and plenty of flexibility in room usage.Fireplace: Cozy up in

    Patrick Dugan O'Brien Realty ERA Powered

    47115 Green Leaf Ct, Lexington Park, MD 20653
  • 45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    /64

    $419,999

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

    Charming Cottage Home with Detached Workshop & Apartment in the St. Georges Beach Neighborhood.Welcome to this inviting 3-bedroom, 2-bath cottage nestled on a spacious corner lot in the St. Georges Beach neighborhood. Full of character and charm, this property offers a unique combination of comfortable living and versatile bonus spaces.The main home features a warm and functional

    Mike Jordan CENTURY 21 New Millennium

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
  • 24735 Red Hill Ct, Hollywood, MD 20636
    24735 Red Hill Ct, Hollywood, MD 20636
    24735 Red Hill Ct, Hollywood, MD 20636
    /33

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    24735 Red Hill Ct, Hollywood, MD 20636

    Welcome to this beautiful and spacious single-story home located in a very peaceful community. Perfectly designed for comfort and convenience, this property offers the ideal balance of modern living and serene surroundings. The open floor plan is thoughtfully designed, providing plenty of space to entertain and enjoy family gatherings. Every corner of this home feels inviting and expansive. The

    John Gatton CENTURY 21 New Millennium

    24735 Red Hill Ct, Hollywood, MD 20636
  • 41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    /28

    $475,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. The main level features a traditional floor plan, recent upgrades including new carpet August 2025, stainless steel kitchen appliances, plenty of cabinet space, a formal dining room, and a convenient powder room. Major system updates include a brand-new Roof and a new HVAC system for added peace of mind.Upstairs, newly installed banisters, the

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
  • 20395 Bowles Rd, Coltons Point, MD 20626
    20395 Bowles Rd, Coltons Point, MD 20626
    20395 Bowles Rd, Coltons Point, MD 20626
    /82

    $489,999

    • 2 Beds
    • 1.5 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
  • 43643 Evening Primrose Ct, California, MD 20619
    43643 Evening Primrose Ct, California, MD 20619
    43643 Evening Primrose Ct, California, MD 20619
    /36

    $429,999

    • 4 Beds
    • 3.5 Baths
    • 2,716 Sq Ft

    43643 Evening Primrose Ct, California, MD 20619

    Motivated Seller......bring all offersWelcome Home to 43643 Evening Primrose Court. Elegance. Comfort. Lifestyle.Step into a home where every detail reflects thoughtful design and pride of ownership. Tucked away on a quiet, no-through street in the prestigious Wildewood community, this rare duet-style residence offers over 2,800 square feet of refined living space, blending modern

    Shelia Kuhfahl CENTURY 21 New Millennium

    43643 Evening Primrose Ct, California, MD 20619
  • 0 Waterloo Rd, Coltons Point, MD 20626
    0 Waterloo Rd, Coltons Point, MD 20626
    0 Waterloo Rd, Coltons Point, MD 20626
    /8

    $499,900

    • Land
    • 49.11 Acres
    • $10,179 per Acre

    0 Waterloo Rd, Coltons Point, MD 20626

    49.11 Acres of Fields, Woods, and WaterfrontNestled in a serene setting, this 49.11-acre lot offers the perfect balance of pastureland, wooded areas, and tranquil waterfront. Whether you're envisioning a private estate, agricultural use, or simply a peaceful retreat, this property provides endless possibilities.Waterviews and a peaceful atmosphere, makes this location ideal for building

    Jennifer Goddard CENTURY 21 New Millennium

    0 Waterloo Rd, Coltons Point, MD 20626
  • 0 Curleys Rd, Ridge, MD 20680
    0 Curleys Rd, Ridge, MD 20680
    0 Curleys Rd, Ridge, MD 20680
    /12

    $425,000

    • Land
    • 4.3 Acres
    • $98,837 per Acre

    0 Curleys Rd, Ridge, MD 20680

    Waterfront Acreage on Calvert Bay – 4.3 Acres with Panoramic Potomac River ViewsWelcome to an extraordinary opportunity to own a rare piece of Maryland’s legacy. Nestled along the tranquil shores of Calvert Bay, this stunning 4.3-acre waterfront parcel offers commanding views of the Potomac River and the distant Virginia shoreline—framed nightly by breathtaking sunsets.Once owned by

    Jennifer Goddard CENTURY 21 New Millennium

    0 Curleys Rd, Ridge, MD 20680
  • 23359 Patuxent View Rd, Lexington Park, MD 20653
    23359 Patuxent View Rd, Lexington Park, MD 20653
    23359 Patuxent View Rd, Lexington Park, MD 20653
    /56

    $419,000

    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft

    23359 Patuxent View Rd, Lexington Park, MD 20653

    Welcome home to this super spacious, move in ready home with beautiful WATER VIEWS! As you enter, you will love the open concept feel on the main level with the kitchen, dining room, and TWO spacious living rooms, one featuring a beautiful fireplace. Off of the second living room, you can enjoy the absolutely stunning water views of the Patuxent River on your back deck. This floor also

    Kristen Willets RE/MAX One

    23359 Patuxent View Rd, Lexington Park, MD 20653
  • 18500 Shipwreck Way, Dameron, MD 20628
    18500 Shipwreck Way, Dameron, MD 20628
    18500 Shipwreck Way, Dameron, MD 20628
    /5

    $450,000

    • Land
    • 5.4 Acres
    • $83,333 per Acre

    18500 Shipwreck Way, Dameron, MD 20628

    Waterfront property located in Dameron in the Bay Meadows Neighborhood. 4.85 acres. Bring your plans to fruition and build your dream home! Book your showing today to tour the lot.

    William Rabbitt The Southside Group Real Estate

    18500 Shipwreck Way, Dameron, MD 20628
  • 46159 Seabiscuit Ct, Lexington Park, MD 20653
    46159 Seabiscuit Ct, Lexington Park, MD 20653
    46159 Seabiscuit Ct, Lexington Park, MD 20653
    /29

    $498,999

    • 5 Beds
    • 3.5 Baths
    • 3,511 Sq Ft

    46159 Seabiscuit Ct, Lexington Park, MD 20653

    Seller offering closing assistance with acceptable offerMore for Your Money — Move-In ReadyWhy wait (and pay more) for new construction? This 5-bed, 3.5-bath home has a finished walkout basement, private corner lot, and two outdoor living spaces—ready for you now.Highlights:Walkout basement with 5th bedroom + full bathLarge deck overlooking trees + covered patio

    Anthony Lane Berkshire Hathaway HomeServices PenFed Realty

    46159 Seabiscuit Ct, Lexington Park, MD 20653
  • 15363 Holly Dr, Scotland, MD 20687
    15363 Holly Dr, Scotland, MD 20687
    15363 Holly Dr, Scotland, MD 20687
    /45

    $490,000

    • 5 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    15363 Holly Dr, Scotland, MD 20687

    Beach cottage on the Chesapeake bay with three lots. The stress leaves your body when you pull up. Create family memories fishing, crabbing, sail, windsurfing, paddle board waterskiing. Relax on the bay front deck or the large screened porch. VRBO rentals in the neighborhood reach $900 a night peak. Look at the reviews of the area on their site. Close to point Lookout State Park, Saint Mary’s

    Lawrence Lessin Save 6, Incorporated

    15363 Holly Dr, Scotland, MD 20687
  • 39020 Sonnie Way, Clements, MD 20624
    39020 Sonnie Way, Clements, MD 20624
    39020 Sonnie Way, Clements, MD 20624
    /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
  • 18448 Three Notch Rd, Lexington Park, MD 20653
    18448 Three Notch Rd, Lexington Park, MD 20653
    18448 Three Notch Rd, Lexington Park, MD 20653
    /25

    $474,900

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

    18448 Three Notch Rd, Lexington Park, MD 20653

    Discover the charm of this completely renovated all-brick ranch home at 18448 Three Notch Road. With 1,456 square feet of living space, this residence boasts 2 bedrooms and 2.5 bathrooms. The upgraded kitchen, featuring all new stainless steel appliances and a gas stove, is perfect for culinary enthusiasts. Situated on an expansive 1.7-acre lot, this property provides ample outdoor space for

    Kelly Niland Home Towne Real Estate

    18448 Three Notch Rd, Lexington Park, MD 20653
  • 29697 Dogwood Cir, Mechanicsville, MD 20659
    29697 Dogwood Cir, Mechanicsville, MD 20659
    29697 Dogwood Cir, Mechanicsville, MD 20659
    /13

    $405,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    29697 Dogwood Cir, Mechanicsville, MD 20659

    HERE'S ONE READY TO GO WITH 3 BEDROOMS 2 FULL BATHS = 27 ' BY 3' 6" CONCRETE FRONT PORCH WITH VINYL RAILINGS = COVERED REAR DECK 24' X 12' = DETACHED SHED 12'X 12' =LAUNDRY ROOM 11'6" X 7' WITH LAUNDRY TUB = NEW CENTRAL AIR SYSTEM = ALL THIS AND MOVE IN READY.

    Glen Elrod Elrod & Associates Real Estate, Inc

    29697 Dogwood Cir, Mechanicsville, MD 20659
  • 21060 Hermanville Rd, Lexington Park, MD 20653
    21060 Hermanville Rd, Lexington Park, MD 20653
    21060 Hermanville Rd, Lexington Park, MD 20653
    /4

    $485,000

    • 3 Beds
    • 2 Baths
    • 3,517 Sq Ft

    21060 Hermanville Rd, Lexington Park, MD 20653

    Escape to your own private retreat with this single-family home, complete with an in-law suite, nestled on a serene 10.66-acre lot. Surrounded by mature trees, this property offers endless possibilities for investors or buyers eager to add their personal touch. Renovations on the 4-bedroom, 3-bathroom home are already underway, but it still needs those final details—flooring, paint, lighting, and

    Sarah Reynolds Keller Williams Realty

    21060 Hermanville Rd, Lexington Park, MD 20653
  • 20345 Thompson Orchard Ln, Lexington Park, MD 20653
    20345 Thompson Orchard Ln, Lexington Park, MD 20653
    20345 Thompson Orchard Ln, Lexington Park, MD 20653
    /44

    $499,000

    • Studio
    • 3,856 Sq Ft

    20345 Thompson Orchard Ln, Lexington Park, MD 20653

    Multi-Unit Property on 6.26 Acres with 4 Unique Living Spaces!Welcome to 20345 Thompson Orchard Ln, Lexington Park, MD, a rare multi-unit property sitting on 6.26 sprawling acres, perfect for investors or homeowners seeking rental income. This property includes 3 separate structures offering a total of 4 distinct living units. Each unit current as active tenants, with three of the units having

    Matthew Burgan Infinitas Realty Group

    20345 Thompson Orchard Ln, Lexington Park, MD 20653
  • 30087 Cross Woods Dr, Mechanicsville, MD 20659
    30087 Cross Woods Dr, Mechanicsville, MD 20659
    30087 Cross Woods Dr, Mechanicsville, MD 20659
    /11

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    30087 Cross Woods Dr, Mechanicsville, MD 20659

    JUST REDUCED THIS IS A DEAL = THIS 3 BEDROM 1 1/2 BATH CAPE COD NEEDS A LITTLE WORK ITS WATERFRONT ON INDIAN CREEK WITH A PIER.

    Glen Elrod Elrod & Associates Real Estate, Inc

    30087 Cross Woods Dr, Mechanicsville, MD 20659
  • 26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    /9

    $499,000

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

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • 44947 Blackistone Cir, Hollywood, MD 20636
    44947 Blackistone Cir, Hollywood, MD 20636
    44947 Blackistone Cir, Hollywood, MD 20636
    /5

    $485,000 Open Sun 1PM - 4PM

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

    44947 Blackistone Cir, Hollywood, MD 20636

    Dawn Popham Samson Properties

    44947 Blackistone Cir, Hollywood, MD 20636
  • 45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    /35

    $450,000 New Construction

    • 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
  • 23058 Wetstone Ln Unit 36143063, California, MD 20619
    23058 Wetstone Ln Unit 36143063, California, MD 20619
    23058 Wetstone Ln Unit 36143063, California, MD 20619
    /21

    $439,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,369 Sq Ft

    Barbados Isle Plan at Wildewood Village 55+, California, MD 20619

    The Barbados Isle villa is a paradise of main-level living. Enter through the grand foyer or 2-car garage and find a spacious floor plan offering plenty of room to entertain. In the gourmet kitchen, an island and dinette open to the great room, providing abundant space for hosting family and friends. 2 comfortable bedrooms and a full bath are ideal for overnight guests. Inside your luxury owner’s

    Builder Photo

    Ryan Homes

    Builder

    23058 Wetstone Ln Unit 36143063, California, MD 20619
  • 39940 Oscar Buckler Ln, Mechanicsville, MD 20659
    39940 Oscar Buckler Ln, Mechanicsville, MD 20659
    39940 Oscar Buckler Ln, Mechanicsville, MD 20659
    /12

    $478,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    39940 Oscar Buckler Ln, Mechanicsville, MD 20659

    Looking for privacy, then look no further! This quaint ranch home sits on the most BEAUTIFUL piece of property where you can enjoy 3.3 acres of serenity. Sip your coffee on your cozy front porch or sit on your back deck overlooking a pond, and feel the nature all around you. The landscaping is well mainucured, and the grass is lush! Inside you will see that this home is a true COUNTRY CHARMER!

    Terri McClain RE/MAX One

    39940 Oscar Buckler Ln, Mechanicsville, MD 20659
  • 44892 Golden Eye Ct, Callaway, MD 20620
    44892 Golden Eye Ct, Callaway, MD 20620
    44892 Golden Eye Ct, Callaway, MD 20620
    /3

    $485,000 Coming Soon

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

    44892 Golden Eye Ct, Callaway, MD 20620

    Welcome to 44892 Golden Eye Ct, a beautifully maintained home in the Hunting Quarters community of Callaway. This home was upgraded with a new roof in 2021 featuring 50-year shingles and in 2023, a fully owner-owned solar system installed by Energy Select, making it a true Net Zero home with outstanding energy efficiency and long-term savings.The backyard is ideal for both relaxing and

    Dawn Riley RE/MAX One

    44892 Golden Eye Ct, Callaway, MD 20620
  • 18394 Chestnut St, Lexington Park, MD 20653
    18394 Chestnut St, Lexington Park, MD 20653
    18394 Chestnut St, Lexington Park, MD 20653
    /61

    $475,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    18394 Chestnut St, Lexington Park, MD 20653

    Welcome to 18394 Chestnut Street in Lexington Park. This spacious colonial offers over 2,800 square feet of finished living space across three levels and sits on a large, flat lot that provides plenty of room for outdoor activities, gardening, and entertaining.The bright living room with fireplace opens to the kitchen and breakfast nook, with sliders leading to the deck. The

    Patrick Phelan Cummings & Co. Realtors

    18394 Chestnut St, Lexington Park, MD 20653
  • 28937 Autumnwood Dr, Mechanicsville, MD 20659
    28937 Autumnwood Dr, Mechanicsville, MD 20659
    /2

    $485,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,341 Sq Ft

    28937 Autumnwood Dr, Mechanicsville, MD 20659

    Coming Soon - Beautiful 4 bedroom, 3 Bath Updated Split Foyer - More details will be provided shortly.

    Chelsey Bennett EXP Realty, LLC

    28937 Autumnwood Dr, Mechanicsville, MD 20659
  • 44183 Goldenzelle Way, California, MD 20619
    44183 Goldenzelle Way, California, MD 20619
    /2

    $474,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    44183 Goldenzelle Way, California, MD 20619

    Welcome to 44183 Goldenzelle Way — a beautifully maintained 4-bedroom, 3.5-bath end-unit townhome nestled in the sought-after Wildewood neighborhood of California, MD. This spacious and light-filled home offers the perfect blend of comfort, style, and convenience.Step inside to discover open-concept living spaces bathed in natural light, ideal for both relaxing and entertaining. The

    Matthew Burgan Infinitas Realty Group

    44183 Goldenzelle Way, California, MD 20619
  • 20766 Wolftrap St, Lexington Park, MD 20653
    20766 Wolftrap St, Lexington Park, MD 20653
    /2

    $400,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    20766 Wolftrap St, Lexington Park, MD 20653

    Charming Colonial with 3 bedrooms, 2 1/2 bathrooms and a 2 car garage. This home has a spacious living room with hardwood floors. The kitchen includes granite counters, backsplash, tile floors and updated appliances. The open concept kitchen and dining area have tile floors and create an opportunity to entertain and host guests with a flow throughout the main level of the home. The sliding

    Kelly Padgett CENTURY 21 New Millennium

    20766 Wolftrap St, Lexington Park, MD 20653
  • 23165 Heatherwood Ln, California, MD 20619
    23165 Heatherwood Ln, California, MD 20619
    /2

    $449,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    23165 Heatherwood Ln, California, MD 20619

    Welcome to 23165 Heatherwood Ln, a charming 3-bedroom, 2-bath rambler tucked away at the end of a private cul-de-sac in Wildewood’s sought-after Pepper Ridge neighborhood. With thoughtful updates and a spacious open layout, this home is move-in ready and perfect for modern living.A 2017 remodel transformed the great room and kitchen into a stunning open-concept design by removing the

    Matthew Burgan Infinitas Realty Group

    23165 Heatherwood Ln, California, MD 20619

Showing Results 41 - 70, Page 2 of 2

Maryland St Marys County

Real Estate & Homes in St Marys County, MD under $500,000

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group