19

Drayden, MD Houses for Sale

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  • /50

    $1,850,000

    • 5 Beds
    • 6 Baths
    • 7,376 Sq Ft

    46369 Hattons Rest Ln, Lexington Park, MD 20653

    Welcome to The Retreat at Hattons Rest! A truly exceptional private waterfront estate set on a secluded 5.26-acre peninsula with an impressive 1,100 feet of pristine shoreline along the historic St. Mary's River. This magnificent 7,376-square-foot custom all-brick colonial home offers stunning water views from the kitchen and family room, where expansive windows perfectly capture the river's

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (240) 655-8402

    46369 Hattons Rest Ln, Lexington Park, MD 20653
  • /2

    $515,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    20724 Hilton Run Ct, Lexington Park, MD 20653

    Welcome to this exquisite four-bedroom, three-and-a-half-bath Colonial, where luxury meets comfort. Step inside to discover a beautifully designed interior with high-end finishes throughout. The open-concept main living area is filled with natural light and features engineered wood flooring in the kitchen and dining area, plush carpet, recessed lighting, fresh paint, and updated lighting fixtures

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (240) 896-4959

    20724 Hilton Run Ct, Lexington Park, MD 20653
  • /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
  • /55

    $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 New Millennium

    16460 Sayre Point Ln, Piney Point, MD 20674
  • /44

    $594,900

    • 5 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    45954 Burns Dr, Valley Lee, MD 20692

    Charming Home on TWO Lots! The home sits on a lovely 1.67 acres and the fully treed lot next door (another 1.19 acres!!) sits to the right of the home, on a quiet Cul-De-Sac close to Shopping, Restaurants and only 15 Minutes from PAX Naval Air Station! Nice Sized Covered Front Porch Welcomes Guests and a Brand New 25x25ft raised deck off the back , are PERFECT for entertaining! Open Floorplan on

    Belinda Taylor EXP Realty, LLC

    45954 Burns Dr, Valley Lee, MD 20692
  • /16

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,456 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
  • /51

    $639,900

    • 4 Beds
    • 3 Baths
    • 2,486 Sq Ft

    46210 Lisa Marie Ct, Drayden, MD 20630

    Located in the desirable Porto Bello Estates community and thoughtfully designed with space, function, and style in mind. Built in 2021, this home offers 2,486 sqft above grade plus 1,087 sqft below, featuring an open concept layout with LVP flooring, a bright kitchen with granite countertops, center island, stainless appliances, and farmhouse sink. The main living areas flow seamlessly for

    Lisa Riggleman RE/MAX One

    46210 Lisa Marie Ct, Drayden, MD 20630
  • /59

    $515,000

    • 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 New Millennium

    44939 Shore Dr, Tall Timbers, MD 20690
  • /67

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    16530 Piney Point Rd, Piney Point, MD 20674

    Nestled along the Maryland shore of the Potomac River near its convergence with the Chesapeake Bay, St. George Island is rich in early Maryland history and renowned for its natural beauty—especially the dramatic sunsets over the Potomac. Situated in the heart of the island, Island House is a distinctive architectural gem. This two-story residence showcases an expansive glass frontage and a

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16530 Piney Point Rd, Piney Point, MD 20674
  • /4

    $160,000

    • 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
  • /81

    $625,000

    • 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
  • /17

    $399,900

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

    17863 2nd St, Tall Timbers, MD 20690

    **** House now has new carpet and newly finished hardwood floors *** Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /16

    $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
  • /72

    $1,394,998 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    NEW PRICE IMPROVEMENT – Exceptional Waterfront Living in Prestigious Piney PointSet on 2.07 private acres in sought-after Piney Point, this exceptional waterfront residence offers refined coastal living with breathtaking sunrise views and serene glimpses of sunset over the water.Thoughtfully designed for both everyday comfort and elegant entertaining, the home features 3 spacious bedrooms

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • /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
  • /32

    $679,900 New Construction

    • 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
  • /45

    $635,900 New Construction

    • 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
  • /7

    $889,000 Coming Soon

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

    16146 Thomas Rd, Piney Point, MD 20674

    Professional pics coming soon! This waterfront colonial residence, built in 1927 and beautifully renovated in 2018, offers the classic Chesapeake coastal lifestyle. Nestled on a sprawling 2.2-acre lot, the property boasts stunning views and access to Island Creek via your own private pier (2019)-ready for your boat and crab pots! You can host your own Maryland Crab pick and watch eagles and

    Mary-Blake Summerlin CENTURY 21 New Millennium

    16146 Thomas Rd, Piney Point, MD 20674
  • /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
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