5,231

St Marys, MD Homes

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  • /35

    $329,000 Sold Aug 08, 2025

    • 1,242 Sq Ft
    • $265/SF
    • 60 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2012

    44964 Hewitt Rd, Callaway, MD 20620

    This 3 bedroom 1 bath rambler is located on a 2.01 acre lot. It backs to woods and also on the right side. There is a open feeling when standing in the front yard that also gives privacy due to the distance. The house is handicap equipped with a nice ramp on the side entrance as well as rails and handles in the bathroom tub and large shower.

    Alan Smith CENTURY 21 New Millennium

    44964 Hewitt Rd, Callaway, MD 20620
    • /12

      Est $441,367 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths

      22030 Victorian Dr, California, MD 20619

      22030 Victorian Dr, California, MD 20619
  • /45

    $589,000

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

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living.Upstairs,

    Cynthia Crispell CENTURY 21 New Millennium

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
  • /46

    $410,000 Sold Aug 05, 2025

    • 2,505 Sq Ft
    • $164/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1984

    19960 Flat Iron Rd, Great Mills, MD 20634

    This distinctive contemporary home offers a rare departure from the ordinary. Nicely renovated between 2018 and 2023, nestled on a lush landscaped 1-acre lot, the home blends modern updates with a peaceful retreat type setting.With over 2,500 square feet, this 2-story home includes a full-size bonus attic (third floor), providing flexibility of a 5th bedroom. Two fully updated

    Tracey Summers CENTURY 21 New Millennium

    19960 Flat Iron Rd, Great Mills, MD 20634
    • /76

      Est $568,455 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,342 Sq Ft

      19661 Hickory Hills Ln, Leonardtown, MD 20650

      19661 Hickory Hills Ln, Leonardtown, MD 20650
  • /59

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft

    17615 Driftwood Dr, Tall Timbers, MD 20690

    If you've been waiting for a great house to hit the market, here's your chance. Located in The Landings at Piney Point, this sought-after location offers a desirable waterfront location and unparalleled community amenities. Enjoy the private, deep water marina with your own deeded boat slip (#58) that has a 10,000 lbs boat lift and direct access to the Potomac River. Soak up the sun at the

    Matthew Burgan Infinitas Realty Group

    17615 Driftwood Dr, Tall Timbers, MD 20690
  • /17

    $699,900 Sold Jul 31, 2025

    • 2,489 Sq Ft
    • $281/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    17470 Lighthouse Commons Dr, Piney Point, MD 20674

    Custom Home with Main-Level Master SuiteThis stunning custom home features an open floor plan with 9' ceilings and a dramatic two-story great room. Enjoy luxurious touches throughout, including ceramic tiled shower and beautiful finishes. The main level has durable LVP flooring, while outdoor living is enhanced with both a charming front porch and a spacious, screened back porch. Upper

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17470 Lighthouse Commons Dr, Piney Point, MD 20674
    • /27

      Est $257,218 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 700 Sq Ft

      45317 Leahy Dr, Piney Point, MD 20674

      45317 Leahy Dr, Piney Point, MD 20674
  • /32

    $679,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • /74

    $682,000 Sold Jul 30, 2025

    • 3,031 Sq Ft
    • $225/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    19272 Vanderhoof Ln, Valley Lee, MD 20692

    Welcome to 19272 Vanderhoof Lane, an elegant and expansive 4-bedroom, 2.5-bath rambler nestled on 7.845 peaceful acres in beautiful Valley Lee. With over 3,000 finished square feet, this custom home blends luxury features with a serene, private setting—perfect for those seeking space, comfort, and style.Step inside to soaring 10’ ceilings, 8’ doors, and walls of large windows that flood the

    Janet Weaver RE/MAX One

    19272 Vanderhoof Ln, Valley Lee, MD 20692
    • /53

      Est $365,428 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,380 Sq Ft

      21177 Lizmill Way, California, MD 20619

      21177 Lizmill Way, California, MD 20619
  • /35

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    17490 Lighthouse Commons Dr, Piney Point, MD 20674

    Lighthouse Commons | Piney PointNew Construction | Ready July 2025This popular 4-bedroom home, thoughtfully upgraded for modern living. Highlights include granite countertops, stainless steel appliances, and luxury vinyl plank flooring throughout the main level. The master suite features a custom-tiled shower, while 9' ceilings add an airy feel. Exterior upgrades include a sodded lawn

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17490 Lighthouse Commons Dr, Piney Point, MD 20674
  • /41

    $541,000 Sold Jul 25, 2025

    • 2,356 Sq Ft
    • $230/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    20955 Aster Dr, Callaway, MD 20620

    Well maintained by the original owners, this beautiful home sits on a private, 2-acre lot. Recent updates include a roof (8 years old), Heat pump & AC coil (2020), and a hot water heater (2025). The interior has been freshly painted, and new carpet on the main level. Enjoy outdoor living on the maintenance-free deck, replaced in 2012, or relax on the charming front porch. The family room features

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20955 Aster Dr, Callaway, MD 20620
    • /31

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      17555 Piney Point Rd, Piney Point, MD 20674

      17555 Piney Point Rd, Piney Point, MD 20674
  • /45

    $635,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630
  • /55

    $495,000 Sold Jul 24, 2025

    • 3,290 Sq Ft
    • $150/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    45877 Skipjack Dr, Lexington Park, MD 20653

    Less than ten minutes from the PAX River gate, this home was built for real life, not just pictures. It’s spacious without feeling oversized, updated where it counts, and gives everyone the room they need.There are four bedrooms upstairs, a dedicated office on the main level, and a finished walk-out basement with a full bath, flexible living space, and actual storage, so you’re not

    Neil Smith Blackwell Real Estate, LLC

    45877 Skipjack Dr, Lexington Park, MD 20653
    • /2

      Not Listed For Sale

      • Studio
      • 520 Sq Ft

      19920 Piney Point Rd, Piney Point, MD 20674

      19920 Piney Point Rd, Piney Point, MD 20674
  • /8

    $700,000 New Construction

    • 4 Beds
    • 3.5 Baths

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot . 3500+ sq. ft. custom rambler with 4BR, 3-4 BA, basement with 9 ft. ceilings, 3 car sideload garage, and much more! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier. A perfect place for your family! Conveniently located close to Leonardtown and Pax

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • /43

    $710,000 Sold Jul 24, 2025

    • 3,153 Sq Ft
    • $225/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2001

    21549 Point Lookout Rd, Leonardtown, MD 20650

    Contemporary Farmhouse Living on over 24 acres! Drive down the lane past some of your pasture acreage on the left to your 3,000+ sf home backing to mature trees and wooded trails. A small pond is also located on the property. Possibilities abound with the level acreage in front! The property is located between Leonardtown and Callaway close to the Saint Mary's Rive State Park area. Close to

    MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • /79

      Est $695,922 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,962 Sq Ft

      18822 McKays Beach Rd, Leonardtown, MD 20650

      18822 McKays Beach Rd, Leonardtown, MD 20650
  • /59

    $612,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,946 Sq Ft

    43571 Bayberry Ct, Leonardtown, MD 20650

    Gorgeous Colonial on a Beautifully Landscaped 4.26 Acre Premium Lot in the Sought After, Well-Established Neighborhood of Chestnut Ridge. A Welcoming Covered Front Porch leads to an Open Floor Plan with 9 Foot Ceilings and New Luxury Vinyl Plank (LVP) Flooring. Stylish Large Living Room with a Wood Burning Fireplace. Bright Kitchen with 48” Cabinetry, Gleaming Granite, and a Large Pantry. The

    Jenny Norris EXP Realty, LLC

    43571 Bayberry Ct, Leonardtown, MD 20650
  • /24

    $247,000 Sold Jul 24, 2025

    • 700 Sq Ft
    • $353/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1942

    17253 Larimer St, Piney Point, MD 20674

    The seller is showing motivation with this most recent price reduction. Come and see nice finishing touches to this lovely home. A quiet neighborhood, but situated next to St Georges Island with public boat launch, sandy recreation galore for the whole family and all your friends. Experience the local and fun businesses for dining, pizza, fishing and so much more. Explore many opportunities

    Juan Aranda CENTURY 21 New Millennium

    17253 Larimer St, Piney Point, MD 20674
    • /37

      Est $298,387 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      44874 Buck Redman Rd, Callaway, MD 20620

      44874 Buck Redman Rd, Callaway, MD 20620
  • /71

    $624,900 Under Contract

    • 4 Beds
    • 4 Baths
    • 3,808 Sq Ft

    46230 Kayak Ct, Great Mills, MD 20634

    Welcome to this stunning, move-in ready home offering over 3,800 square feet of above-grade living space, situated on a very private 2 acre lot in the highly desirable Riverside Farms community. Enjoy exclusive neighborhood amenities including water access, a community pier, scenic hiking trails, playgrounds, soccer fields, and more.This beautifully maintained home features 4 spacious

    Kristen Willets RE/MAX One

    46230 Kayak Ct, Great Mills, MD 20634
  • /69

    $622,500 Sold Jul 21, 2025

    • 2,642 Sq Ft
    • $236/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    21143 Catnip Ct, Leonardtown, MD 20650

    Welcome to this stunning 4-bedroom, 2.5-bath home in the desirable Kingston Estatesneighborhood of Leonardtown. Lovingly maintained by the original owners, this homesits on a beautifully landscaped lot of nearly an acre, and is nestled in a quiet cul-de-sacthat offers both privacy and convenience.As you step inside, you’ll be greeted by the stunning Acacia wood floors that

    Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
    • /37

      Est $502,795 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,026 Sq Ft

      45154 Lighthouse Rd, Piney Point, MD 20674

      45154 Lighthouse Rd, Piney Point, MD 20674
  • /69

    $599,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,953 Sq Ft

    19201 Nelson Ct, Valley Lee, MD 20692

    Tucked away on over 3 acres at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 3.5-bathroom home is a true retreat, offering total privacy, serene views, and the feeling of being immersed in nature, all while just minutes from everything.Situated on a conservation lot with no neighbors in sight, the home sits among mature trees and lush greenery, perfect for anyone

    Melissa Rodriguez RE/MAX One

    19201 Nelson Ct, Valley Lee, MD 20692
  • /42

    $906,500 Sold Jul 18, 2025

    • 2,167 Sq Ft
    • $418/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    42239 Riverwinds Dr, Leonardtown, MD 20650

    Welcome to your waterfront retreat on the Potomac River! This well-maintained 3-bedroom, 2.5-bath rambler is perfectly situated on a level 1-acre lot with stunning panoramic water views from every rear-facing room, including all bedrooms. The spacious kitchen opens to a cozy family room with a wood-burning fireplace, ideal for relaxing or entertaining. Step out to the screened-in porch or

    Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
    • /11

      Est $298,489 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690
  • /30

    $520,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,495 Sq Ft

    17850 4th St, Tall Timbers, MD 20690

    Coastal Charm in Tall Timbers!! Welcome to 17850 4th Street, a beautifully designed 4-bedroom, 3.5-bath coastal-style home offering over 2,450 square feet of living space just minutes from Saint George Island, public boat ramps, beaches, and parks. Step inside and be greeted by gleaming hardwood floors, soaring 9 ft ceilings, and an abundance of natural light that enhances the home’s

    Charlotte Long EXP Realty, LLC

    17850 4th St, Tall Timbers, MD 20690
  • /91

    $589,000 Sold Jul 18, 2025

    • 3,502 Sq Ft
    • $168/SF
    • 13 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    21946 Short Bow Ct, California, MD 20619

    Classic Single-Story Elegance on Quiet Cul-de-Sac | Near State Park, NAS Pax River & SolomonsWelcome to this timeless single-story residence, gracefully nestled at the end of a quiet cul-de-sac. Located just minutes from the natural beauty of a nearby state park offering scenic trails and a tranquil lake, this home also enjoys convenient access to NAS Patuxent River (less than 10 miles),

    John Gatton CENTURY 21 New Millennium

    21946 Short Bow Ct, California, MD 20619
    • /56

      Est $673,211 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft

      21147 Catnip Ct, Leonardtown, MD 20650

      21147 Catnip Ct, Leonardtown, MD 20650
  • /13

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC.This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /39

    $404,990 Sold Jul 18, 2025

    • 2,332 Sq Ft
    • $174/SF
    • 55 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    20880 Ark Ct, Lexington Park, MD 20653

    Price Reduction!!! Move in Ready!! Motivated Seller!! Come take a look at this lovely well cared for colonial in the sought after Bay Ridge Estates community! Home boasts large open sun-filled rooms with big picture windows throughout. House qualifies for USDA Zero Down Payment Loan. Check with your lender for loan qualification. There's 3 spacious bedrooms upstairs, 2 full updated baths, and a

    Christina Proctor HomeSmart

    20880 Ark Ct, Lexington Park, MD 20653
    • /80

      Est $604,067 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,980 Sq Ft

      45475 Mount Olive Way, Valley Lee, MD 20692

      45475 Mount Olive Way, Valley Lee, MD 20692
  • /10

    $699,900

    • Land
    • 4.12 Acres
    • $169,879 per Acre

    20287 Point Lookout Rd, Great Mills, MD 20634

    Prime Commercial Opportunity on Route 5!Four acres of commercial property in a highly visible, desirable location. Zoned Medium Intensity Mixed Use (MXM), with a copy of the zoning ordinance available for review. Engineer drawings and a concept site plan for Great Mills Plaza are also available. This property offers endless possibilities to bring your vision to life—retail, office, or

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20287 Point Lookout Rd, Great Mills, MD 20634
  • /42

    $385,000 Sold Jul 17, 2025

    • 1,664 Sq Ft
    • $231/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    45975 Bates Rd, Great Mills, MD 20634

    Welcome to this charming 3-bedroom, 2-bath rambler located in a quiet neighborhood with no HOA. Sitting on a spacious, flat corner lot, this home is ideal for outdoor living and entertaining. Enjoy the expansive 20x10 deck, inviting front porch, and a large paved driveway with plenty of room for multiple vehicles, an RV, or even a boat. A detached one-car garage and shed offer excellent storage

    Karen Taylor JPAR Real Estate Professionals

    45975 Bates Rd, Great Mills, MD 20634
    • /20

      Est $244,546 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,188 Sq Ft

      44834 Wood Duck Ln, Callaway, MD 20620

      44834 Wood Duck Ln, Callaway, MD 20620
  • /15

    $79,990

    • Land
    • 3.57 Acres
    • $22,406 per Acre

    0 Piney Point Rd, Valley Lee, MD

    3.57 acres of residential land located on Piney Point Rd (MD-249) in Valley Lee, St. Mary’s County. This parcel offers a great opportunity to build your custom home in a peaceful setting just 1.5 miles from Tall Timbers Marina, providing easy access to boating and waterfront recreation on the Potomac River. Conveniently situated within driving distance to California, Lexington Park, and King

    Donnell Williams NextHome Prime Properties

    0 Piney Point Rd, Valley Lee, MD
  • /8

    $53,000 Sold Jul 17, 2025

    • Land
    • 0.20 Acre
    • $265,000 per Acre
    • 41 Days On Market

    45095 Blackwell Ct, Piney Point, MD 20674

    Tear down. Value in the lot. Aproximately $20,000 back fees for sewer to be paid by purchaser.SOLD AS IS, DO NOT Enter house.

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    45095 Blackwell Ct, Piney Point, MD 20674

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