5,220

Saint Marys City, MD Homes

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  • /3

    $212,000 Sold Aug 11, 2025

    • 1,016 Sq Ft
    • $209/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    20837 Camp Cosoma Rd, Leonardtown, MD 20650

    Charming 2-bedroom, 1-bath home nestled on 2.31 acres just a short walk from St. Mary's Lake. Enjoy one-level living with a spacious living room, large eat-in kitchen, large mudroom and separate utility room, plus a relaxing screened porch and equally relaxing and peaceful, tree-lined backyard. The home offers a generous front yard with ample space for gardening and outdoor activities. Make sure

    Jennifer Goddard CENTURY 21 New Millennium

    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    • /76

      Est $575,221 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
  • /56

    $574,900

    • 4 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    20919 Ridge Path Way, Leonardtown, MD 20650

    Nestled on a serene and private 3.29-acre lot—plus an additional 0.5-acre parcel—20919 Ridge Path Way offers the perfect balance of seclusion and convenience in the heart of Leonardtown. This professionally upgraded 4-bedroom, 3.5-bath home delivers both peace of mind and high-end comfort with all major systems and appliances less than 5 years old.Step inside and experience a beautifully

    Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650
  • /53

    $339,000 Sold Aug 08, 2025

    • 2,434 Sq Ft
    • $139/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2014

    21219 Lizmill Way, California, MD 20619

    Welcome to 21219 Lizmill Way, a beautifully maintained home in the heart of California, MD! This spacious residence offers an open and inviting layout designed for modern living. The kitchen features sleek stainless steel appliances — perfect for any home chef. The main living and dining areas flow seamlessly together, filled with natural light and ideal for both everyday living and

    Bill Oosterink CENTURY 21 New Millennium

    21219 Lizmill Way, California, MD 20619
    • /27

      Est $256,142 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
  • /48

    $850,000

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    924 Blackbeard Pond Rd, Hague, VA 22469

    New Beginnings! - Charming shoreline beach house located in the Ragged Point subdivision, less than a mile from Coles Point Marina and RV Resort! This property features your very own sandy beach, boasting over 100 feet of water frontage and a panoramic view of the lower Potomac River. This is a perfect beach for volleyball! You can enjoy your own private dock for fishing, crabbing, swimming,

    Dale Brandon Samson Properties

    924 Blackbeard Pond Rd, Hague, VA 22469
  • /15

    $320,000 Sold Aug 08, 2025

    • 2,139 Sq Ft
    • $150/SF
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    45657 Bethfield Way, California, MD 20619

    Opportunity Knocks in Elizabeth Hills! This well-located 3-level townhome backs to peaceful trees and offers a versatile layout with 3 bedrooms and 3.5 baths—including a full bath on the finished lower level, ideal for a guest suite, home office, or media room. Enjoy an open-concept main level with a spacious living area and a rear slider leading to a 10'x12' composite deck—perfect for outdoor

    Robert Gauger EXP Realty, LLC

    45657 Bethfield Way, California, MD 20619
    • /53

      Est $354,519 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
  • /56

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    21056 Woodmere Dr, Leonardtown, MD 20650

    Nice Colonial with Covered Front Porch with concrete, Brick paver sidewalk and step, front load two car garage with exterior door to back yard. Storm Front Door with Side lights, Formal Living Room with Crown Molding, Dining Room Crown and Chair Molding, Hardwood Flooring in Foyer, Hall and Powder Room. Nice Kitchen with Center Island granite countertops, ceramic backsplash, Ceiling Light, New

    Kathryn Mausen Coldwell Banker Jay Lilly Real Estate

    21056 Woodmere Dr, Leonardtown, MD 20650
  • /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
    • /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
  • /41

    $615,000

    • 5 Beds
    • 3.5 Baths
    • 3,061 Sq Ft

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    Welcome to this well-built colonial on a corner lot in the picturesque corner Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship.Situated on 2.11 acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the

    Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge 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
    • /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
  • /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
  • /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
    • /79

      Est $673,832 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

    $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
  • /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
    • /37

      Est $305,461 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
  • /32

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to just

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /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
    • /37

      Est $495,773 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
  • /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
  • /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
    • /11

      Est $282,804 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
  • /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
  • /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
    • /56

      Est $660,716 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
  • /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
  • /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
    • /80

      Est $607,765 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
  • /8

    $750,000 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
  • /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
    • /20

      Est $251,286 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
  • /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
  • /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
    • /78

      Est $483,970 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,532 Sq Ft

      45860 Ketch Ct, Lexington Park, MD 20653

      45860 Ketch Ct, Lexington Park, MD 20653
  • /10

    $595,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 4,112 Sq Ft

    21039 Woodmere Dr, Leonardtown, MD 20650

    ***COMING SOON*** More exterior and interior photos coming. Roof replaced December 2022, Septic last pumped in 2023, New air conditioning and Heat Pump replaced September 2023, 73 Gallon Hot water heater replaced in 2017. This spacious and well-maintained Colonial style home offers privacy and convenience, set on a secluded lot surrounded by trees with an open yard and a fully fenced

    Wayne & Christine Floyd RE/MAX Realty Group

    21039 Woodmere Dr, Leonardtown, MD 20650
  • /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

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