24

Drayden, MD Houses for Sale

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  • 18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    /3

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    18866 Russell Rd, Leonardtown, MD 20650

    ***Rare Waterfront Opportunity*** Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD, a truly exceptional waterfront property offering a private, peaceful setting on a premium lot with stunning views of the water. Currently a 3-bedroom, 1.5-bath home, this property presents the perfect opportunity to reimagine, renovate, or rebuild into your dream waterfront retreat. Surrounded by natural

    Agent Photo

    Shelly Hibbert

    KW Metro Center

    (227) 997-7054

    18866 Russell Rd, Leonardtown, MD 20650
  • 19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    /83

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 5,747 Sq Ft

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653

    Welcome to this truly exceptional, one-of-a-kind waterfront estate on the historic St. Mary’s River. Nestled on 1.72 beautifully landscaped acres, this property boasts 150 feet of private water frontage, along with an impressive private pier equipped with three boat lifts, electric, water, and approximately 10 feet of deep water—ideal for accommodating vessels of nearly any size.Designed for

    Sheri Goldman Long & Foster Real Estate, Inc.

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
  • 20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    /67

    $1,100,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Welcome to Ms. Piney Point! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • 16104 Piney Point Rd, Piney Point, MD 20674
    16104 Piney Point Rd, Piney Point, MD 20674
    16104 Piney Point Rd, Piney Point, MD 20674
    /42

    $749,000

    Open House 6/06
    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    16104 Piney Point Rd, Piney Point, MD 20674

    Welcome to your waterfront escape on the point of St. George Island, where the Potomac River meets the Chesapeake Bay.This home was built by the local Amish community for this family. This rare offering features 154 feet of riprapped shoreline, delivering sweeping water views and front-row seats to breathtaking sunrises, passing boats, and endless coastal serenity.The main home offers 4

    Debbie Buckingham Samson Properties

    16104 Piney Point Rd, Piney Point, MD 20674
  • 46195 Kayak Ct, Great Mills, MD 20634
    46195 Kayak Ct, Great Mills, MD 20634
    46195 Kayak Ct, Great Mills, MD 20634
    /75

    $629,000

    • 5 Beds
    • 3.5 Baths
    • 3,380 Sq Ft

    46195 Kayak Ct, Great Mills, MD 20634

    Built in 2019 and perfectly situated on a large, private lot, this stunning 5-bedroom home offers the ideal blend of modern finishes and peaceful living. A long driveway leads to an oversized garage and sets the tone for the privacy this home provides. Inside, you'll find a bright and open layout designed for both everday living and entertaining. The spacious kitchen is the heart of the home,

    Jesieryl Hartzer CENTURY 21 New Millennium

    46195 Kayak Ct, Great Mills, MD 20634
  • 16386 Ball Point Rd, Piney Point, MD 20674
    16386 Ball Point Rd, Piney Point, MD 20674
    16386 Ball Point Rd, Piney Point, MD 20674
    /81

    $625,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    16386 Ball Point Rd, Piney Point, MD 20674

    Wake up to breathtaking, mile long views of the St. Mary’s River, the Potomac River, and St. George’s Creek from this beautiful three-level waterfront home. Designed with a bright, open floor plan, this residence offers a great floorplan for everyday living and effortless entertaining.Step outside onto the expansive 42-foot Trex deck overlooking the water — an ideal setting for gatherings,

    Jennifer Goddard CENTURY 21 New Millennium

    16386 Ball Point Rd, Piney Point, MD 20674
  • 19305 Greens Crossing Ct, Great Mills, MD 20634
    19305 Greens Crossing Ct, Great Mills, MD 20634
    19305 Greens Crossing Ct, Great Mills, MD 20634
    /3

    $725,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,588 Sq Ft

    19305 Greens Crossing Ct, Great Mills, MD 20634

    Experience luxury and comfort in this stunning 4-bedroom, 3.5-bath home built in 2015, offering exceptional space, elegant upgrades, and resort-style outdoor living in beautiful Saint Mary's County. From the moment you enter, you’ll love the beautiful hardwood flooring, open-concept layout, and fresh new paint throughout. The heart of the home is the oversized gourmet kitchen featuring a gas

    Heather Heath Deep Roots Real Estate

    19305 Greens Crossing Ct, Great Mills, MD 20634
  • 16460 Sayre Point Ln, Piney Point, MD 20674
    16460 Sayre Point Ln, Piney Point, MD 20674
    16460 Sayre Point Ln, Piney Point, MD 20674
    /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
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /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
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    /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
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /25

    $776,220

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,253 Sq Ft

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 45954 Burns Dr, Valley Lee, MD 20692
    45954 Burns Dr, Valley Lee, MD 20692
    45954 Burns Dr, Valley Lee, MD 20692
    /44

    $574,900

    $20K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    45954 Burns Dr, Valley Lee, MD 20692

    PRICE IMPROVEMENT and SATURDAY, MAY 30th OPEN HOUSE! Welcome to a rare blend of privacy, efficiency, flexibility, and everyday comfort in the heart of Southern Maryland. Nestled on a quiet cul-de-sac and situated on TWO separate lots totaling over 2.8 acres, this beautifully maintained property offers the space and freedom today’s buyers are searching for — all within minutes of shopping, dining,

    Belinda Taylor EXP Realty, LLC

    45954 Burns Dr, Valley Lee, MD 20692
  • 19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    /31

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR 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

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • 16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    /75

    $1,249,998

    New Construction $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    MAJOR PRICE IMPROVEMENT – BEST VALUE ON THE WATER!Seller offering up to $20,000 in buyer incentives—use toward closing costs or interest rate buydown to reduce your monthly payment. Welcome to an exceptional opportunity to own a brand-new waterfront home set on over 2 private acres in scenic Piney Point. Designed to capture breathtaking sunrise views and peaceful water surroundings, this home

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • 20166 Manor Dr, Park Hall, MD 20667
    20166 Manor Dr, Park Hall, MD 20667
    20166 Manor Dr, Park Hall, MD 20667
    /32

    $419,000

    Open Sun 11AM - 2PM $21K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    20166 Manor Dr, Park Hall, MD 20667

    Discover the charm of this beautiful Cape Cod home with NO HOA, nestled in the peaceful community of Park Hall Estates. With 4 oversized bedrooms and 3 full bathrooms, this home is designed for comfortable living and effortless entertaining.The cozy living area, complete with a gas fireplace, is perfect for relaxing on chilly evenings. The well-appointed kitchen is designed for convenience

    Rita Jones The Southside Group Real Estate

    20166 Manor Dr, Park Hall, MD 20667
  • 17863 2nd St, Tall Timbers, MD 20690
    17863 2nd St, Tall Timbers, MD 20690
    17863 2nd St, Tall Timbers, MD 20690
    /21

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Welcome to life in Tall Timbers — where peaceful surroundings, waterfront charm, and everyday comfort come together beautifully. This freshly updated 3-bedroom home is completely move-in ready with brand new carpet, newly refinished hardwood floors, and fresh paint throughout. The light-filled interior creates a warm and inviting feel from the moment you walk in. The spacious layout offers the

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • 17615 Driftwood Dr, Tall Timbers, MD 20690
    17615 Driftwood Dr, Tall Timbers, MD 20690
    17615 Driftwood Dr, Tall Timbers, MD 20690
    /59

    $549,000

    • 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
  • 47923 Beachville Rd, Saint Inigoes, MD 20684
    47923 Beachville Rd, Saint Inigoes, MD 20684
    47923 Beachville Rd, Saint Inigoes, MD 20684
    /4

    $125,000

    $35K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    47923 Beachville Rd, Saint Inigoes, MD 20684

    Nestled in the peaceful countryside of St. Inigoes, this unique Beachville Road property offers the perfect blend of privacy, space, and opportunity in Southern Maryland. Surrounded by natural beauty and open skies, the setting provides the calm, relaxed lifestyle while still remaining within reach of local conveniences, waterfront recreation, and major commuter routes. The property presents an

    Anita Graham Realty One Group Performance, LLC

    47923 Beachville Rd, Saint Inigoes, MD 20684
  • 16320 Point Lookout Rd, Saint Marys City, MD 20686
    16320 Point Lookout Rd, Saint Marys City, MD 20686
    16320 Point Lookout Rd, Saint Marys City, MD 20686
    /16

    $399,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    16320 Point Lookout Rd, Saint Marys City, MD 20686

    Nestled in a peaceful Southern Maryland setting, this private property offers the perfect blend of space, serenity, and convenience. Surrounded by open farmland, the home provides a quiet retreat while still being just minutes from St. Mary’s College. Major system updates offer true peace of mind, including a new roof, updated septic and well, replacement windows, and an upgraded heating system.

    Billy Rabbitt The Southside Group Real Estate

    16320 Point Lookout Rd, Saint Marys City, MD 20686
  • 16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    /57

    $889,900

    • 3 Beds
    • 2 Baths
    • 2,214 Sq Ft

    16146 Thomas Rd, Piney Point, MD 20674

    Experience the timeless charm of Chesapeake Bay living at this beautifully renovated waterfront Colonial on historic St. George Island. Built in 1927 and updated in 2018, this 4BR/3BA property sits on 2.2 private acres along St. George Creek with 40 feet of waterfront, stunning sunset views, and a private pier (2019) ready for embracing SOUTHERN MARYLAND ISLAND LIFE—boating, fishing, crabbing,

    Conor Loughran CENTURY 21 New Millennium

    16146 Thomas Rd, Piney Point, MD 20674
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $505,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    44939 Shore Dr, Tall Timbers, MD 20690

    One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting,

    Kelly Padgett Century 21 Redwood Realty

    44939 Shore Dr, Tall Timbers, MD 20690
  • 47805 Kittamaquund Ln, Lexington Park, MD 20653
    47805 Kittamaquund Ln, Lexington Park, MD 20653
    47805 Kittamaquund Ln, Lexington Park, MD 20653
    /61

    $725,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,894 Sq Ft

    47805 Kittamaquund Ln, Lexington Park, MD 20653

    Spacious, thoughtfully designed, and fully handicapped accessible, this impressive one-level home offers nearly 4,000 square feet of finished living space on 1.66 acres, giving you plenty of room to breathe while still enjoying the convenience of nearby amenities. There is also room to grow in the unfinished basement complete with a bathroom rough-in. This original-owner home features 4 bedrooms

    Kimberly Scott RE/MAX Realty Group

    47805 Kittamaquund Ln, Lexington Park, MD 20653
  • 48683 Beachville Rd, Saint Inigoes, MD 20684
    48683 Beachville Rd, Saint Inigoes, MD 20684
    48683 Beachville Rd, Saint Inigoes, MD 20684
    /34

    $299,000

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

    48683 Beachville Rd, Saint Inigoes, MD 20684

    4 acres w/ trailer, trailer sold AS-IS. Possible 3 additional buildable lots - all percs approved.

    Brooke Matthews RE/MAX One

    48683 Beachville Rd, Saint Inigoes, MD 20684
  • 47843 Yaocomico Ln, Lexington Park, MD 20653
    47843 Yaocomico Ln, Lexington Park, MD 20653
    47843 Yaocomico Ln, Lexington Park, MD 20653
    /4

    $449,000

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 2,950 Sq Ft

    47843 Yaocomico Ln, Lexington Park, MD 20653

    If you’ve been looking for a home that feels tucked away from it all — yet still just 1.7 miles from the St. Mary’s college, 9 minute bike ride or a 3 minute drive — this custom-built brick retreat may be exactly what you’ve been waiting for. With no HOA and a peaceful setting, it offers the kind of privacy that’s hard to find.Step inside and you’ll quickly realize this home is far larger

    Jessica Raley CENTURY 21 New Millennium

    47843 Yaocomico Ln, Lexington Park, MD 20653
Maryland St Marys County Drayden

Houses for Sale in Drayden, MD

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In Drayden, there are currently 24 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Drayden, MD and find the perfect place to call home.

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